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The 13 Best Day Trips from Boston

best places to visit near boston ma

Boston is a historic city with plenty of things to do and places to see, but there’s also lots more to explore outside the city limits. Whether you’re heading north to the mountains to ski or taking the ferry to Cape Cod’s Provincetown , there are day trips to take in every direction. Read on for our recommendations, all within driving distance and some you can even access by public transportation.

Portsmouth, New Hampshire

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Portsmouth is a historic coastal New Hampshire city that may be small in size but is full of character and popular restaurants. Have drinks along the docks on Bow Street as the sun sets at Pocos , Martingale Wharf or the Old Ferry Landing . For a seafood dinner with a view, try Surf , also on Bow Street. And for a casual yet tasty breakfast, you can’t go wrong with Colby’s .

Those visiting Portsmouth will enjoy walking around Prescott Park and learning about the history of Portsmouth at the Strawbery Banke Museum . Make sure you reserve some time for walking around the downtown area and popping into shops along the way. This city is growing year-by-year, with hotels and condos being built up as it grows in popularity.

Getting There: Portsmouth is about an hour and a half from Boston and the best way to get there is by car. If you don’t have a car, you can also take the C&J Bus Line.

Travel Tip: Pack a beach chair and drive down Route 1A to take in the Seacoast’s beaches. One of the first destinations you’ll come across in Rye is Ordiorne State Park , where you can walk around along the ocean. Eventually, you’ll get to Hampton Beach before you cross back over into Massachusetts.

Boston Area Beaches

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On a hot summer day, or even when the sun is shining in the spring or fall, there are plenty of beaches in the Boston area to spend a day relaxing at.

On your way back from Portsmouth, drive south along the ocean until you reach the beaches in Rye, or continue on to the popular Hampton Beach strip, where there’s a big beach and plenty of restaurants. Just over the Massachusetts border is Salisbury Beach, another day trip spot just over an hour north of Boston. Other beautiful beaches on Boston’s North Shore include Wingaersheek and Good Harbor Beaches in Gloucester , Plum Island Beach in Newburyport, Crane Beach in Ipswich, Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere.

The South Shore’s beaches are equally as beautiful, with one of the closest options being Wollaston Beach in Quincy, and then many others including Duxbury Beach in Duxbury and Nantasket Beach in Hull. Of course, you can continue south to Cape Cod for plenty more beaches to choose from.

Getting There: Most of these beaches are only accessible by car and the furthest options listed are a maximum of 1.5 hours away, depending on traffic and where you are coming from. If you prefer public transportation , you can get to Singing Beach in Manchester-by-the-Sea and Revere Beach in Revere by the Commuter Rail and MBTA Blue Line, respectively.

Travel Tip: If you want to hit the beach but aren’t the type to stay from sunrise to sunset, try one of the beaches on New Hampshire’s Seacoast and then plan to stop explore Portsmouth before or after. The same applies to Plum Island and Newburyport. 

Newburyport, Massachusetts

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Newburyport is another coastal town, which feels similar to downtown Portsmouth, New Hampshire in many ways. It was settled back in 1635 but has of course modernized over the years. Newburyport is most popular during the summer months given its location and nearby beaches, including Plum Island . But Newburyport is an ideal day trip from Boston at any time of year, as there are quite a few shops to stop by, restaurants to eat at and scenery to take in.

Getting There: Most people drive to Newburyport from Boston, as it’s under an hour and right off exit 56 on I-95 North. You can also take the Newburyport/Rockland Commuter Rail line from North Station.

Travel Tip: While you’re in Newburyport, drive over to Plum Island to spend some time at the beach, no matter what time of year. 

Provincetown, Massachusetts

Photography by Deb Snelson/Getty Images 

Located at the very tip of Cape Cod is Provincetown (also known as “P-Town”), best known as a gay resort community, but also a beautiful place to visit for a day, weekend or more. While driving to the end of the Cape may not seem like a day trip, it’s easy to get there via a 90-minute ferry through Bay State Cruise Company.

Provincetown is surrounded by water on three sides with several beaches to enjoy. Both during the day and in the evening, check out the downtown area’s restaurants, art galleries, boutiques and more.

If you're not able to make it to Provincetown, there are plenty of Cape Cod towns within a shorter driving range.

Getting There: Take the 90-minute Bay State Cruise Company ferry from Boston, which is the fastest way to get there. The ferry operates daily from mid-May to mid-October, with trips leaving Boston three times a day. If you prefer to drive through the Cape, it will take you over two hours, but typically longer, as the roads are oftentimes single-lane and traffic can be bad.

Travel Tip: You’ll find fresh lobster rolls all over Provincetown, but be sure to stop by The Canteen , which serves both hot and cold options.

Martha’s Vineyard and Nantucket, Massachusetts

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Martha’s Vineyard and Nantucket are two islands off the coast of Massachusetts, both of which are popular tourist destinations, especially during the summer months. Both are doable for day trips, especially Martha’s Vineyard, as it’s a bit shorter of a ferry ride. Both islands are quiet during the winter months, so plan your visit from Spring through Fall.

Vineyard Haven in Martha’s Vineyard, where the ferry drops you off, is full of shops and restaurants. You can also head to nearby Oak Bluffs, where you’ll find the 318 colorful Gingerbread Cottages at Wesleyan Grove off of Circuit Street. If you bring your bike or car along, you can explore the island’s beaches and other downtown areas as well.

Nantucket has different coastal vibe than Martha’s Vineyard and is also smaller in size. Here you’ll find cobblestone streets downtown and picture-worthy homes covered in hydrangeas all over the island. Of course, there are beautiful beaches around the island, along with food, galleries and boutiques. Stop by Cisco Brewers for a taste of local beer, which has become more and more popular throughout New England. And have a drink made with Nantucket’s Triple Eight Blueberry Vodka at one of the bars downtown.

Getting There: Martha’s Vineyard is a 45-minute ferry ride via the Steamship Authority from Woods Hole, which takes you to Vineyard Haven. The fast ferry to Nantucket is through Hy-Line Cruises , takes an hour and leaves from Hyannis. There are slower ferry options available, but these are the most efficient for a day trip. Keep in mind that Hyannis and Woods Hole are both on Cape Cod, so you’ll need to leave time for traffic if you’re traveling during peak hours. Both islands can also be accessed by plane from Boston’s Logan International Airport .

Travel Tip: You can choose to bring a car onto the ferry, but it’s recommended that you make plans for that in advance. That, coupled with the cost, is the reason many people choose to take a bike or get around Martha’s Vineyard through the Vineyard Transit Authority.

Providence, Rhode Island

About an hour drive south from Boston is the city of Providence, Rhode Island, also known as the “Creative Capital.” This city has become a popular tourist spot over the years, with popular attractions including WaterFire , a series of over 80 bonfires along downtown Providence’s three rivers, or the annual Halloween Jack-O-Lantern Spectacular or the Faces of the Rainforest exhibit at the Roger Williams Park Zoo . From November through March, head to the Providence Rink for Ice Bumper Cars .

Providence also has a foodie scene, with chefs coming from Rhode Island’s Johnson & Wales opening restaurants within the city, such as Oberlin , a seafood-focused small plates and tapas concept. If you’re looking for Italian, head to Federal Hill , the Little Italy of Providence. The Dorrance is another reputable spot, located within a former bank and serving globally-inspired New England cuisine. And while you’re in town, stop by PVDonuts for delicious and unique brioche donuts in fun flavors like fruit pebbles, butterscotch crunch and brown butter brownie.

Popular Providence hotels include The Dean , built around the city’s history and culture, and the Providence Biltmore , a historic property designed by the architects of New York’s Grand Central Terminal, and the Hotel Providence , another centrally located option that’s great for all types of travelers.

Getting There: Providence is an hour drive from Boston. You can also get there by train , including the Amtrak and MBTA Commuter Rail on the Providence-Stoughton line, both leaving from Boston’s South Station.

Travel Tip: For the best pizza in town, try no-frills Caserta Pizza , also known for their “Wimpy Skimpy,” a spinach pie stuffed with black olives, cheese & pepperoni.

Newport, Rhode Island

 Forty 1° North

Newport, Rhode Island is another coastal town within driving distance from Boston. Here you’ll find the makings of a perfect day trip, from the Gilded Age mansions and beaches, to walking along the famous Cliff Walk. Visitors also enjoy exploring the Brick Market Place , a downtown are with more than 25 shops and eateries. If anyone you’re traveling with is into cars, check out the Newport Car Museum , located in nearby Portsmouth.

Favorite Newport restaurants include The White Horse Tavern, America’s oldest tavern, Winner Winner , Scarpetta Newport , The Black Pearl and Mission Burger . If you plan on staying overnight, top-rated hotels and resorts include The Vanderbilt, Forty 1° North , Gurney’s Newport Resort & Marina and The Chanler at Cliff Walk . Many of these hotels

Getting There: Newport is an hour and a half drive from Boston and car is the easiest way to get there.

Travel Tip: Even if you’re not staying overnight, many of the top hotels are also great spots to grab drinks with a view if you’re in town for just the day. Head over to Forty 1° North and order your favorite cocktail as you look out on the water.

Nashoba Valley Winery & Other Vineyards

 Nashoba Valley Winery

New England may not have a full-blown wine country, but there are several family-owned vineyards that make for great day trips, with at least one option nearby no matter where you are staying. From Boston, your best bet is the Nashoba Valley Winery , where you can sample the vineyard’s wines and also pick your own peaches, nectarines and apples when they are in season and enjoy farm-to-table food at J’s Restaurant.

Another Massachusetts option is Furnace Brook Winery in the Berkshires, about 2.5 hours away from Boston. An hour north of the city, there’s South Hampton, New Hampshire’s Jewell Towne Vineyards. In Rhode Island, try Verde Vineyards or Carolyn’s Sakonnet Vineyard . As you head into Connecticut, follow the Connecticut Wine Trail and try the Lost Acres Vineyard in North Granby, Arrigoni Winery in Portland and Sharpe Hill Vineyard in Pomfret.

Getting There: The Nashoba Valley Winery is around an hour drive from Boston in Bolton, Massachusetts.

Travel Tip: If you plan on visiting several vineyards and wineries in one day, make sure you have a designated driver or look for transportation services, such as limos or tours to take you from one spot to another.

Mountains of Massachusetts and New Hampshire

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Speaking of Nashoba Valley, this destination is not only home to one of the best vineyards near Boston, but Nashoba Valley Ski Area is also a great winter destination for skiing and tubing if you’re into these activities but not long drives. Other places to ski in Massachusetts include Wachusett Mountain in Princeton, Blue Hills Ski Area in Canton and Ski Bradford in Haverhill.

As you head into New Hampshire , popular ski resorts and mountains include Waterville Valley Resort , Loon Mountain , Gunstock , Cannon and more. Another option, Bretton Woods , is not only a ski resort, but also home to the beautiful Omni Mount Washington Resort , which has plenty to do for both skiers and those who prefer après skiing activities. 

Getting There: Nashoba Valley Ski Area is less than an hour from Boston by car, and other Massachusetts ski destinations range between 40 minutes to a little over an hour. Most of the drivable New Hampshire mountains are just over two hours away from Boston.

Travel Tip: To make your ski trip even easier, try Liftopia Experiences , a service that will take you on trips from Boston such as skiing at Crotched Mountain or snow tubing at Ski Ward and to a local brewery. Outdoor retailer REI also offers classes and activities, such as a store to slopes shuttle  that takes you to Stratton Mountain.

Lincoln, New Hampshire

New Hampshire’s White Mountains is where you’ll find the town of Lincoln, where Loon Mountain is located. But that’s not all Lincoln has to offer. During the winter months, the Ice Castles are a picturesque destination to visit. You can also go ice skating at The Rink at RiverWalk Resort , which was transformed from a 167,000 gallon swimming pool that’s available for guests in the summer. While you’re at the RiverWalk Resort, take a sleigh ride, go snowmobiling or taste wine at the Seven Birches Winery , which is right on the property.

Getting There: Lincoln is about two hours from Boston without traffic and your best bet for getting there is by car.

Travel Tip: Beware of traveling north from Boston during the winter months on Friday afternoons and evenings, as it’s likely you’ll run into traffic leaving the city as locals get out of work and head to the mountains. 

Plymouth, Massachusetts

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One of the best spas in the Boston area is located south of the city in Plymouth at the Mirbeau Inn & Spa . There’s more than just great massages and facials here – there’s a heated foot pool surrounded by lounge chairs to relax in, as well as an outdoor jacuzzi to enjoy while you sip champagne from the bar.

While you’re in Plymouth, take a walk along the water and check out the iconic Plymouth Rock and Pilgrim Hall Museum , America’s oldest, continuously operated, public museum filled with artifacts that came to our country with the Pilgrims. Then head 3 miles down the road to the Plimouth Plantation museum.

Nearby in Carver, the kids will enjoy the Edaville Family Theme Park , which is particularly fun around the holidays with their Christmas Festival of Lights. 

With Plymouth being on the water, there’s plenty of fresh seafood and outdoor dining, with restaurant favorites including Woods Seafood , Rye Tavern , East Bay Grille and Cabby Shack .

Getting There: The easiest way to get to Plymouth is via car, which will take about an hour. There is also a Commuter Rail stop in Plymouth if you prefer public transportation.

Travel Tip: While the Plymouth Rock is certainly a Massachusetts landmark, don’t be surprised when it’s nothing substantial when you see the remains in person. There is still plenty to see and do in Plymouth though!

Portland, Maine

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Portland, Maine may sound far away from Boston, but at two and a half hours away, it’s still doable for a day or weekend trip. This coastal downtown area has developed quite the foodie scene and it’s also a great spot to take in New England’s fall foliage season . Top restaurants include Fore Street , Central Provisions , Duckfat , Eventide Oyster Co. and Holy Donut . If you’re into beer, go for a tasting at Shipyard Brewing Company .

You can spend an entire weekend walking around downtown Portland and popping into shops, restaurants and bars. But another fun activity when the weather is nice to take the short ferry over to Peaks Island , where you can rent bikes or golf carts to cruise around the island and take in the coastal views.

Getting There: Portland is about two and a half hours away from Boston by car. Another option is to take Amtrak’s Downeaster from North Station in Boston to Portland, which takes about the same amount of time.

Travel Tip: Fore Street won a 2018 TripSavvy Editors’ Choice Award as one of the Best Iconic Restaurants & Fine Dining . This restaurant books up far in advance, but they reserve spots for walk-ins. The trick is to put your name in right when they open at 5:30 p.m.

Wrentham, Massachusetts

Wrentham Village Premium Outlets

Just south of the city are the  Wrentham Village Premium Outlets , a shopping plaza where both locals and tourists go to get lots of shopping done at once, especially around the holidays. As New England’s largest outdoor shopping center, you’ll find everything from Off Saks and Tory Burch, to Vineyard Vines and the Nike Factory Store.

Getting There: The Wrentham Village Premium Outlets are located just 35 miles south of Boston, right off exit 15 on I-495. The best way to get there is by car.

Travel Tip: Bring your AAA card if you have one. When you get there, show it at the visitor center to get a coupon book that will give you even more discounts than you get at the outlets. 

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The Geographical Cure

35+ Amazing Day Trips From Boston Massachusetts

Wondering where to go on a day trip from Boston? Boston has always been my most frequent city of travel. I’ve lived there too. Based on my own experience exploring the region, here’s my list of 35 great day trips from Boston.

lighthouse in Portland Maine

Boston is perfectly situated in the northeastern region of the United States . This area of New England boasts gorgeous beaches, charming Colonial towns, seaside ports, and destinations steeped in history.

These destinations are all less than 2 hours away from Boston. Any more than 2 hours is just too far afield for a proper day trip.

Because of its central location, Boston makes a great launchpad for day tripping in New England. Boston is well-connected to other towns and cities. Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

Boston’s main arteries (I-90, I-93 and I-95) give you easy access to Maine, New Hampshire, Connecticut, Rhode Island, Western Massachusetts, and even Vermont.

Pinterest pin for best day trips from Boston

On a day trip from Boston, you can escape the city’s adoring (and sometimes maddeningly intense) crowds.

Best Day Trips From Boston

Here are my picks for the best day trips from Boston. I’ve given you a whopping 36 options, along with expected drive times. I’ve listed them in alphabetical order for ease of reference.

The options for Boston day trips are endless and incredibly varied. There’s something of interest for everyone, from culture vultures to history buffs to nature lovers.

You can pick what suits you most, whether you want to relax on the beach or explore a cozy New England town.

If pressed to choose, I’d have to say my top three picks for Boston day trips are Portland Maine (cool foodie city), Stockbridge Massachusetts (quintessential New England town), and Portsmouth New Hampshire (adorable arty village).

Bristol Ferry Lighthouse

1. Bristol Rhode Island (1:10 Drive)

Bristol is a beautiful New England town that’s full of history and charm. With a red-white-and-blue painted stripe down Hope Street, it exudes Americana. 

Bristol has everything you need for a relaxing break from Boston — fine dining, bike trails, art galleries, and ocean views. A highlight of Bristol is its well preserved historic architecture. In Bristol, you’ll find Colonial, Federal, and Gilded Age buildings. 

Linden Place Museum features a stunning spiral staircase and movie memorabilia. Blithewold Mansion has immaculately curated gardens, hosts concerts in the summer, and offers dramatic harbor views.

If you like to hike or bike, the East Bay Bike Path will suit. It’s a 14.5 mile paved path connecting Providence and Bristol, which gives you panoramic views of Narragansett Bay.

Harvard University on the Charles River

2. Cambridge Massachusetts (5 minute drive)

The easiest day trip from Boston is to its next door neighbor, Cambridge. Historic Cambridge is a lively university enclave, with the Charles River as its playground and backyard.

Cambridge is home to the renowned Harvard University (where you’ll be wrapped in red brick) and the Massachusetts Institute of Technology (where you can admire eclectic modern architecture). You can book a walking tour of Harvard here and a tour of MIT here .

And it’s not just the universities that dazzle. In Cambridge, visitors can enjoy outstanding museums, a vibrant performing arts scene, and delicious haute cuisine restaurants.

The  Harvard Art Museums  are the best art spot, with a range of works from antiquity to present, including a prized Van Gogh .

Harvard Yard

Be sure to hang out in Harvard Square, the iconic center of Cambridge. It’s a triangular plaza located at the intersection of Battle Street, John F. Kennedy Street, and Massachusetts Avenue.

You’ll find all manner of humanity — students, tourists, political activists, buskers, chess players, and other street creatures.

You can also visit  Longfellow House . It’s located on Brattle Street, the historic road connecting old Cambridge and Watertown.

The house museum is famous as the one time home of Henry Wadsworth Longfellow. He was a novelist and poet who wrote stirring tales that thrilled 19th century America, including the  Midnight Ride of Paul Revere .

Cape Elizabeth Lighthouse

3. Cape Elizabeth Maine (2 Hour Drive)

Cape Elizabeth is gorgeous little town just south of the city of Portland. The town faces out into Casco Bay.

People have lived in Cape Elizabeth for thousands of years. In 1765, Cape Elizabeth officially became a town. For a glimpse of those early days, stop by the  Spurwink Meeting House . The austere white clapboard church was built in 1802.

The town’s stretch of coastline is stunning, dotted with lighthouses. The cliff walk is a lovely must do experience in Maine.

The 19th century Fort Williams Park in Cape Elizabeth guards the entrance to Portland. It’s home to the Portland Head Light. You can walk the park’s Arboretum trails, enjoy a picnic, or explore the fort’s old batteries.

historic pastel tow houses in Charlestown

3. Charlestown Massachusetts (5 minute drive)

Charlestown is Boston’s oldest neighborhood. It’s just across the river from the North End.

If you’ve walked the Freedom Trail in Boston, you’ve already been to Charlestown. The town is home to the Bunker Hill Monument and the USS Constitution, which are must visit landmarks in Boston .

In 1775, Charlestown was the site of one of the most important battles of the Revolutionary War. American patriots defeated the British in the Battle of Bunker Hill. Nearly the entire town was destroyed during the battle and it wasn’t rebuilt until after the war ended.

Nowadays, Charlestown is a pretty place that’s well worth a stroll. A sense of Colonial charm permeates the streets and parks of Charlestown. The town has a classic main street, town square, and pretty clapboard homes.

Chatham Lighthouse

4. Chatham Massachusetts

A visit to Cape Cod is a no-brainer day trip from Boston. But where to stake your claim?

Try the inimitable charms of Chatham, a tony New England town. In Chatham, the homes induce jaw drops, the historic center is walkable, and the seafood is hauled in just offshore.

Chatham’s curving Main Street conjures up low key elegance and old world charm. Chatham is the only Cape Code town bounded on three sides by water. It’s consistently ranked as one of the US’ best beach towns.

charming shops along Main Street

Chatham Lighthouse Beach is considered the most scenic public beach. It’s set beneath Chatham’s iconic lighthouse. This wild stretch of the Atlantic is the place for long walks and sunbathing (the surf is rough).

If you need a dose of culture with your beach retreat, head to the Orpheum. It’s a restored vintage theater showing first run movies and classics.

Or, take in a play or musical at the Monomoy Theater, after browsing the casual to high end shops.

Old North Bridge from the Battle of Lexington and Concord

5. Concord Massachusetts (35 Minute Drive)

Just 15 miles north of Boston is the small town of Concord. It’s the perfect Boston day trip for literary buffs. Concord is a steeple-studded town home to pretty  Walden Pond . Walden Pond is a nature preserve that’s home to countless local flora and fauna.

Walden Pond is forever linked to novelist Henry David Thoreau. From 1845 to 1847, he lived in a one room cabin , the property of his friend and mentor Ralph Waldo Emerson. A replica of the original cabin is about half a mile from Concord.

There, he wrote one of America’s most famous novels,  Walden  or  Life in the Woods.   Walden  explored simplistic living, solitude, and harmony with nature.

In Concord, you can also visit Emerson’s House and Louisa May Alcott’s Orchard House . The novelist based  Little Women  on her experiences growing up in this house with her sisters.

best places to visit near boston ma

Today, the historic home is a museum. It has 80% of its original period furniture.

You can tour the kitchen, dining room, parlor, art studio, and the bedrooms. Louisa’s bedroom has the small white desk where she penned  Little Women  and other books.

If you want to learn about Concord’s Revolutionary War and literary legacy, visit the Concord Museum . On display, you’ll find Native American artifacts, Thoreau’s snowshoes and furniture, Ralph Waldo Emerson’s study, Paul Revere’s original signaling lantern, and period collections of decorative arts and furniture.

If you want to pay homage to Concord’s famous authors, visit Sleepy Hollow Cemetery. You’ll find the final resting places of Thoreau, Emerson, Alcott, and William Ellery Channing.

the gold domed State House in Concord New Hampshire with a statue of Daniel Webster

6. Concord New Hampshire (1:10 Drive)

Concord is the capital of New Hampshire. It’s a sleepy New England town that I used to spend parts of the summer in. Founded in 1734, Concord embodies the American spirit. There are a fair number of things to do in Concord.

You can visit the New Hampshire State House, built in 1819. It sports a gleaming eagle topped gold dome, reminiscent of Boston’s own state house. The New Hampshire legislature still uses the original chambers.

Just steps from the capitol is the New Hampshire Historical Society. It boasts a sculpture by the famous Daniel Chester French.

You can also visit Pierce Manse, the former home of President Franklin Pierce. Via a guided tour, you can see period artifacts. Franklin’s grave is also in town.

houses in Essex along the Connecticut River

7. Essex Connecticut (2 Hour Drive)

Essex just exudes small town charm. It has a bucolic setting on the banks of the Connecticut River. The town is consistently rated as one of America’s best small towns.

Essex seems halted in time, looking much as it did during the height of its ship building prosperity. Essex has a picture perfect harbor. It’s scattered with charming inns and historic architecture.

On Main Street, whitewashed houses jostle side by side, in early Colonial and Federal styles. Pop into the Griswold Inn, especially for its vaunted Sunday breakfast. The cute shop Good and Curiosities sells gifts with a historical theme.

Essex is famed for its riverboat tour, the Essex Steam Train & Riverboat. On a 2.5 hour tour, you can travel by train and boat through the countryside. By boat, you’ll glide by farms, inlets, coves.

the riverfront buildings of Exeter New Hampshire

8. Exeter New Hampshire (1 Hour Drive)

Exeter was founded in 1638 by Reverend John Wheelwright. This pretty new England town brims with charm at every turn. The beauty of Exeter will appeal to everyone from art lovers to history buffs to recreational seekers.

You can take a leisurely stroll in the quaint and historic downtown. You’ll find elegant buildings with shops, restaurants, art galleries, and more.

Or, walk down tree-lined streets to discover historic homes, including the Ladd-Gilman House that’s now the  American Independence Museum .

If you want to experience the great outdoors, Essex has hiking, biking, and water sports. During New England’s fall foliage season , the colors are truly breathtaking.

Baker Library at Darmouth College in Hanover

9. Hanover New Hampshire (2 Hour Drive)

As a graduate of Dartmouth College, Hanover is a sentimental favorite of mine. And it clocks in at 2 hours, my limit for day trips from Boston.

Forbes named Hanover one of America’s Prettiest Towns. For a remote rural town, Hanover packs a surprising cultural punch.

The best place to get your art fix is the wonderful Hood Museum of Art . It’s one of the oldest teaching museums in the country. It has a large collection of artifacts and art dating back to Assyrian culture in 900 BC.

Rollins Chapel in Hanover NH

But it’s not all ancient. The museum has a surprisingly good collection of contemporary art, with works by Rothko and Ed Ruscha. It also showcases contemporary African and Native American art.

You should also pop into Baker Library. You’ll find eye catching murals by Jose Clemente Orozco in the reading room.

Hanover is also home to the Hopkins Center for Performing Arts (the “HOP”). There, you’ll find a wide variety of performing arts — plays, shows, concerts, special events, movies, etc.

Here’s my itinerary for spending  one day in Hanover . In addition to just driving to Hanover, you can take the Dartmouth Coach from Logan Airport.

he Mark Twain House and Museum

10. Hartford Connecticut (1:35 Drive)

Hartford is one of the oldest cities in the United States. It makes a great day trip from Boston if you want to visit another city. The capital of Connecticut is home to historic sites, art museums, and beautiful parks.

It’s also the birthplace of Mark Twain, a culinary powerhouse, and home to one of the best “little downtowns” in New England.

The Mark Twain House & Museum is a national historic landmark. The museum has it all: inspiring architecture, gorgeous interior design, lovely grounds, and fascinating stories about its owners. It offers visitors an opportunity to learn about the novelist Mark Twain, his family, and his legacy.

Wadsworth Museum Hartford

Another good reason to visit Hartford on a day trip from Boston is to visit the magnificent Wadsworth Atheneum Museum of Art . The castle-like museum is one of the best museums in New England .

The Wadsworth first opened its doors in 1844. It’s since grown to a collection of over 50,000 works of art from over 5,000 years. There are significant works of modern and contemporary art.

You’ll find works by Frans Hals,  Caravaggio , Orazio Gentileschi, and Bernardo Strozzi. There’s a beautiful painting by pre-Raphaelite artist William Holman Hunt called  The Lady of Shallot . There’s also an American art collection, with works by John Singleton Copley and Charles Wilson Peal.

main building of Stonewall Farm in Keene NH

11. Keene New Hampshire

Keene is a beautiful hidden gem in New England’s Monadnock Region. A lively college town, Keene combines culture and the great outdoors.

Keene offers stunning brick streets, charming maple farms, and quaint specialty shops. Keene even has a white clapboard church with a soaring steeple, the United Church of Christ.

Keene is also home to one of the loveliest and widest main streets in New Hampshire. The historic downtown area is centered on Central Square. It’s an eclectic mix of old time shops, bookstores, and funky craft stores.

Keene is also home to covered bridges and museums. The Horatio Colony House and Nature Preserve is housed in a 1806 Federal style building. The museum houses historical artifacts for the history buff. The nature preserve offers miles of hiking trails for the nature lover.

wooden houses in Kennebunkport Maine, a great day trip from Boston

12. Kennebunkport Maine (1.5 Hour Drive)

Kennebunkport is a classic beauty, one of the most beautiful towns in New England . It’s effectively the Hamptons of the Pine Tree State, known for its dramatic mansions. To see them, take a drive between Kennebunkport and its sister town Kennebunk.

Kennebunkport has a lively downtown, the epicenter of which is called Dock Square. It’s chock full of restaurants, boutiques, and art galleries.

There are plenty of patio cafes for people watching perches. The Clam Shack serves up fried claims and lobster rolls.

lobster shack in Kennebunkport

For a walking tour of Kennebunkport’s historic buildings, start at the Brick Store Museum on Main Street. Head south and you’ll see several extraordinary structures from the 18th and 19th centuries, including Lexington Elms, Horace Porter House, and Benjamin Brown House.

Summer Street is also an architectural showcase, with an array of Federal and Colonial buildings. To get the complete scoop, you can take a guided 90 minute tour of Kennebunkport’s National Historic District. Buy tickets at the Brick Store Museum.

If you want to hit the beach, try Gooch’s Beach along the Victorian-lined Beach Avenue. Or drive 10 minutes north to the beautiful 3 mile long Goose Rocks Beach.

If you’d like to take a day tour from Boston, this excellent tour combines history and lobster. If you’d just like a guided walking tour once you’ve arrived in Kennebunkport, click here for a 2 hour historic tour.

the Marina in Kittery Maine

13. Kittery Maine (1 Hour Drive)

The small town of Kittery is just a short drive from Boston. It’s located on the border between Maine and New Hampshire and is linked by bridges across the Piscataqua River.

Kittery was once known for its shipbuilding. Nowadays, people day trip to Kittery from Boston mostly for its shopping. Kittery has both outlet malls and boutique craft shops. You’ll find stores like Crate and Barrel, Le Creuset, Lululemon, Under Armour, and Nike.

If the weather is warm, head to the beach for a swim. Seapoint Beach is a picturesque shoreline perfect for a dip or a stroll.

You can also visit Fort McClary State Park . It’s a unique historic site that was formerly a defensive military fortification. It has stood for over 275 years protecting the mouth of the Piscataqua River at the entrance to Kittery.

The Mount, Edith Wharton's home in Lenox

14. Lenox Massachusetts (2 Hour Drive)

Lenox is the perfect day trip from Boston for art lovers. It’s a pretty town of art galleries and upscale boutiques housed in historic buildings.

You’ll find iconic properties like Blantyre, Wheatleigh, Canyon Ranch, and The Mount. At one point, there were so many lavish summer homes that Lenox was known as “the inland Newport.”

In 1902, Edith Wharton, the first woman to win the Pulitzer Prize in Literature, built  The Mount . It was a stately country retreat for the literary lioness and her then-husband. The Mount was modeled after European mansions, but lacked without their ostentatious excesses.

The Mount is home to a summer lecture series, weekly bird walks, concerts, theater performances, and outdoor sculpture exhibits. Edith Wharton’s library has been returned to the house, with 22 first editions of her work.

Lenox is also home to  Tanglewood , the summer home of the Boston Symphony Orchestra. Tanglewood is a must do for music lovers. You can hear symphony orchestras, solo performances, and world class musicians.

Minuteman Statue & Battle Green in Lexington, a great day trip from Boston for history lovers

15. Lexington (30 Minute Drive)

If you’re a student of U.S. History, Lexington should ring a bell. In 1775, the American Revolutionary War started in Lexington and nearby Concord. Lexungtin is the best day trip from Boston to immerse yourself in Revolutionary war history.

Lexington has more than 10 historic battle sites, cemeteries, and memorials that you can tour. You can see the site of the first battle of the Revolutionary War.

A renowned statue by sculptor Henry Hudson Kitson marks  Battle Green , where the Colonial Minutemen clashed with British troops. In Minuteman National Historical Park, you can see a multimedia exhibit on the Road to Revolution .

While waiting for the British, the Minutemen and their commander, Captain Parker, gathered in the  Buckman Tavern . The interior is preserved exactly as it appeared in the 18th century, complete with the original seven foot wide open fireplace. The old front door still contains British musket-ball holes.

Wrap up your tour of Lexington by seeing the Lexington Depot historic train.

Madison cityscape from Olin city park across the Monona lake

16. Madison Connecticut (2 Hour Drive)

Madison is a shoreline town only East Coasters know about. This beautiful New England day trip from Boston proves the adage that good things come in small packages.

With a population of only 18,000+ residents, Madison delivers a major dose of quintessential New England charm. During his time at Yale, Bill Clinton was so taken with Madison that he mentioned it in his memoir,  My Life , calling it “especially old and beautiful.”

One of the main draws of Madison is Hammonasset Beach State Park . There you’ll find two miles of beaches, wetlands, woodlands, and a nice boardwalk.

The town itself is charming and pedestrianized, full of shops and cafes. A popular haunt is RJ Julis Booksellers, one of the nation’s finest independent shops for book nerds looking for the perfect read.

Madison is also a culture-filled hamlet. A fun outdoor activity is walking the Sculpture Mile . Created by the Hollycroft Foundation, it offers a unique museum-like exhibition that features art work by some of the nation’s most significant sculptors.

skyline of Manchester NH on the Merrimack River

17. Manchester New Hampshire (1 Hour Drive)

You might think New Hampshire is all mountains and lakes. But it also boasts a rich cultural history. In particular, Manchester has some fine art offerings that merit a day trip from Boston.

Manchester is home to the state’s only fine art college, the New Hampshire Institute of Art. It also has an internationally acclaimed museum, the  Currier Museum   of Art .

The museum’s permanent collection includes works by Picasso, Monet, Rothko, Wyeth, and O’Keefe. It hosts touring exhibitions. The museum also manages Zimmerman House, designed by architected  Frank Lloyd Wright . It’s the only Wright house open to the public in New England.

Manchester also has a premiere contemporary arts gallery, the Gallery of the New Hampshire Art Institute. It’s multi-functional, serving as an art center, lecture hall, and performance theater. On display you’ll find a diverse mix of traditional and modern art forms, from photography to installation art.

pretty street in Mystic Connecticut

18. Mystic Connecticut (2 Hour Drive)

Mystic is calm and exquisite, a charming waterfront town set on the shores of the Mystic River. It’s quaint downtown is filled with boutiques, galleries, and eateries.

On Main Street, you’ll find Mystic Pizza , made famous by a kitschy 1980s movie. Mystic’s main landmark is Bascule Bridge, the most photographed bridge in Connecticut and a perfect spot for river views.

Mystic Seaport is Connecticut’s #1 attraction, an example of “living history.” It covers 19 acres along the Mystic River.

There are indoor and outdoor exhibits, including four vessels that are National Historic Landmarks. You can climb aboard or peruse the recreated village.

historic center of Newburyport in Massachusetts

19. Newburyport Massachusetts (1 Hour Drive)

First settled in 1635, Newburyport is an immaculate seaside town. It has a classic New England feel — with red brick streets, lobster shacks, and cobbled lanes. Plus, “the Port” is only 35 miles from Boston, making it the perfect day trip or weekend getaway.

State Street is the heart of Newburyport. You’ll find an eclectic treasure trove of shops — clothing boutiques, bookstores, cafes, and vintage shops. The Firehouse Center for the Arts is Newburyport’s cultural hotspot, offering concerts, musicals, and plays.

When you tire of shopping, surf and sand lovers can hit the beach. Plum Island is only a 20 minute drive from Newburyport.

Plum Island has beautiful and beloved sandy beaches and dunes. And it’s home to the Parker River National Wildlife Refuge, a hidden gem sanctuary with prime bird watching opportunities.

best places to visit near boston ma

20. Newport Rhode Island (1.5 Hour Drive)

Just two hours south of Boston lies the tony coastal town of Newport. Founded in 1639, Newport is a treasure trove of historic European-style mansions set against ocean views.

Think the Gilded Age’s Astors, Vanderbilts, and Kennedys — families who built the first palatial mansions in the US. Newport is a fancy place.

Most of the mansions are on Bellevue Avenue and a few are on the waterfront. Built by Cornelius Vanderbilt, Breakers Mansion is Rhode Island’s #1 attraction. It’s located on the scenic 3.5 mile Newport Cliff Walk .

If you’d like to tour the magnificent mansions of Newport, this is an excellent day tour from Boston .

Castle Hill Lighthouse

The Newport Art Museum is the core of the creative community. The Artists’ Open Space serves up local and regional shows year round.

There’s a dozen commercial galleries in town as well. Island Art is the best, noted for its contemporary pieces.

On the performance arts side, Newport really excels. It offers up everything from Shakespeare plays in Queen Ann Square to musical festivals dedicated to jazz, classical, and folk music in July and August. There’s also the Newport Fine Arts Festival in September.

Old Sturbridge Village in Sturbridge Massachusetts

21. Old Sturbridge Village Massachusetts (1 Hour Drive)

Old Sturbridge Village is a living history museum located in Sturbridge Massachusetts. The museum recreates life in rural New England as it was during the 1790s through 1830s. 

There’s a working farm with heritage breed animals, historic buildings, and horse drawn sleighs. Costumed historians are very engaging and will regale you with historic tales.

You can walk the village and meet the skilled craftsmen who still practice their trade. You can also take a wagon ride. The Village offers several events throughout the year — Winter Photo Walk, Sunday Brunch, and Dinner in a Country Village.

sunset in Ogunquit Maine

22. Ogunquit Maine (1:30 Hour Drive)

Feeling like a beach day? Nestled along the coast, tiny Ogunquit has been a resort village since the 19th century.

The word Ogunquit translates to “beautiful place by the sea.” You can see why immediately. Ogunquit is like a mini Provincetown. 

The town is a popular summer beach destination in New England, and I came here often as a child. Ogunquit has two beautiful long beaches, Ogunquit Beach and Footbridge Beach. Footbridge is the quieter of the two beaches.

Ogunquit is most renowned for its coastal path, the Marginal Way . It’s a paved 3 mile seaside stroll, starting at Ogunquit Beach and meandering to Perkins Cove.

Perkins Cove is a tiny artisans village, filled with sea-weathered buildings, where you’ll find some art galleries and seafood eateries.

Smith College in Northampton

23. Northampton (2 Hour Drive)

Just under 2 hours from Boston, the rural town of Northampton is a cultural nerve center in New England. It’s a pretty town, ringed by 5 colleges and college museums.

Grand mansions line tree-shaded streets. The beautiful Main Street is filled with with shops, art galleries, bookshops, etc.

In downtown Northampton, there are more than a dozen visual arts venues. The Northampton Center for the Arts offers poetry readings, film screenings, and concerts. The Calvin Theater is the premiere concert venue, hosing major touring music and comedy acts.

Mount Holyoke College

Four of the five colleges near Northampton offer theater and visual arts. Smack in the middle of Northampton is Smith College. Its beautiful  Smith College Museum of Art  just received a $35 million makeover. The museum offers a year round series of art lectures, contemporary art exhibitions, and films.

Just down the road is  Mount Holyoke College Art Museum . It offers contemporary and traditional exhibitions year round.

You can also admire contemporary work at Amherst’s Mead Art Museum or check out national and international exhibits at Amherst’s University Gallery.

Northampton has a good foodie scene too, with both great pizzerias and haute cuisine. There are two dairies nearby, so the town’s cheese and ice cream options are among the best in New England.

the pretty town of Peterborough

24. Peterborough New Hampshire (1:30 Hour Drive)

Peterborough is a charming New Hampshire hamlet set along the Contoocook River. Peterborough is rich in art and culture, with a charming downtown centered on Depot Square. Thornton Wilder’s Pulitzer Prize winning play,  Our Town , was based on Peterborough.

Peterborough has two theater groups and a renowned artist colony, The MacDowell Colony. The colony is the oldest artist’s retreat in the US, hosting many exhibitions. 

In 1997, it was awarded the National Medal of Arts. Peterborough is also known for its antique shops and galleries.

Nature lovers can head to Miller State Park , which has several trails (and a road) leading to the summit of Mount Monadnock. Edward MacDowell Lake has trails as well, in addition to a beach and boat ramp.

Plimoth Plantation

25. Plymouth (45 minutes)

Situated at the mouth of Cape Cod Bay, Plymouth is a historical haven for Boston day trippers. The town was the very first permanent settlement by Europeans north of Virginia. Today, it’s a thriving small town with a lovely historic district, perfect for history buffs.

After parking, first head to the  Mayflower II . It’s is a full scale replica of the original 17th century Mayflower.

The Mayflower is famous as the ship that brought pilgrims to the US in 1620. You can even take a tour of the ship itself, which is docked in Plymouth Harbor

Gurnet Lighthouse

Also, to learn the pilgrims’ tale, stop in the state’s oldest museum,  Pilgrim Hall . There, you’ll find an unmatched collection of ancient artifacts and possessions of the pilgrims. Afterwards, you’ll get to wander around historic  Howland House  and visit the 18th century Court House.

If you want to really step back in time, head to  Plimoth Plantation . It’s a living museum that aims to explore the daily lives of the Colonial Americans. The village has been carefully recreated, with thatched roofs and giant open fireplaces.

The actors in the museum are in period costume and never step out of character. You can watch them performing 17th century tasks including building, gardening, and military exercises.

cityscape of Portland

26. Portland Maine (1:45 Hour Drive)

 Located on a peninsula jutting into Casco Bay, Portland is a rare metropolis in a state filled with small hamlets. It’s a hip and laid back place that almost seems too cool for one of  New England’s most beautiful towns . Portland is a great day trip from Boston for foodies.

Portland has myriad cultural offerings and is a bastion of historical preservation. The restored Old Port is a warren of cobbled streets with a movie set feel. This area is filled with vibrant Victorian buildings and buzzing farm to table eateries.

Start on Commericial Street, the main drag, and work your way inward. The Old Port is known for its cobblestone streets, 19th century brick buildings, and fishing piers. It’s also a hive of activity.

street in the Old Port

In downtown Portland, there’s a thriving art school, infusing the city streets with creative types. And there are 24 commercial art galleries.

Opened in 1983, Portland’s crown jewel and premiere art destination is the  Portland Museum of Art , an architectural masterpiece designed by I.M. Pei of  Louvre  fame. Its innovative architecture allowed curators to redefine the art viewing experience.

Restaurants and coffee bars are filled with visual art. In June, the revived downtown hosts the Old Port Festival, described as “part freak show, part art festival, part fashion parade.”

Commerical Street in the Old Port

Portland is also a hot spot for restaurants, coffee shops, and entertainment. Did I mention breweries? Beer lovers will be happy to know that Portland has 18 breweries all its own. It’s the Craft Bew Capital of America.

If you want to delve more deeply into Portland’s foodie culture, there are some awesome tours.

This tour takes you on a culinary walking tour of the Old Port and this tour lets you feast on seafood in the Old Port. If you’re a fan of craft beer, this tour gives you a taste of Portland’s amazing brew pubs.

beautiful Portsmouth NH

27. Portsmouth New Hampshire (1 Hour + Drive)

The New Hampshire town of Portsmouth has also made an appearance on Forbe’s list of America’s Prettiest Towns. Portsmouth is a small town in southern New Hampshire along the Piscataqua River. 

Portsmouth is a great Boston day trip destination for art lovers and foodies. It’s known for its upscale farm to table eateries and art galleries.

Portsmouth’s funky downtown is adorable, with activity centered on Market Square. You’ll find classic white steepled churches, rustic brick shops, and sidewalk cafes. Portsmouth Book & Bar combines books, coffee, and live events.

gardens in Prescott Park

History lovers should check out the Strawbery Banke Museum . It’s a 10 acre outdoor museum featuring period gardens, preserved historic buildings and detailing the story of how the Portsmouth settlement was founded. 

There are 39 historic buildings dating from 1695 to 1820. The Goodwin Mansion is the most impressive.

Prescott Park is a waterfront park near Strawberry Banke, which is great place to picnic. Enjoy the gardens and the Prescott Park Arts Festival, featuring concerts and foodie events.

in 2017, Travel & Leisure called Portsmouth the “Christmas Capital of North America.” It’s a wonderful New England Christmas destination. “Vintage Christmas” is a month long celebration kicking off December 1. A trolley does a loop of the downtown and a candlelight stroll is held on weekends.

Here’s my guide to the best things to do in Portsmouth in one day .

cityscape of Providence

28. Providence Rhode Island (1 Hour Drive)

Nicknamed the “cooler city” by GQ, Providence is one of the  best towns on the East Coast . Providence is home to an Ivy League college, design schools, and a culinary institute. 

The city is a hodgepodge. It combines big city sophistication with small town charm. It has a vibrant local culture, celebrated restaurants, and sparkling waterfront parks. Providence is full of historic Yankee monuments, but also has a young and funky vibe.

Providence is an easy day trip from  Boston , less than an hour away. But this little jewel box of a city is often overlooked by travelers and definitely underrated. So much the better for its admiring visitors.

aerial view of College Hill and Brown University

Be sure to explore Providence’s Little Italy on Federal Hill. Then, head to the East Side to encounter Providence’s Colonial past. Benefit Street is a bucolic 1.2 mile walk that’s an architectural showcase.

You’ll see some of the most beautiful Federal era architecture in the United States. You’ll also find the lovely campus of Brown University.

And you can’t leave Providence without visiting the fabulous  Rhode Island School of Design Museum . A major cultural institution in the United States, RISD houses over 100,000 works. It’s one of the best small museums in the world .

READ: 1 Day Itinerary For Providence

Provincetown Beach in Cape Cod

29. Provincetown Massachusetts (2 Hour Drive Or Ferry)

Do you want to combine a day at the beach with great art? head to Provincetown. The pretty town is tucked away on the far end of Cape Cod.

It’s been attracting artists and creative types for more than a century. Eugene O’Neill wrote his first play here. Modern art luminaries like Helen Frankenthaler, Marsden Hartley, and Hans Hofmann had studios here.

Nowadays, there are 60 art galleries scattered down Provincetown’s picturesque streets. It’s the perfect place for art lovers on the East Coast.

The town’s premiere art venue is the Provincetown Art Association and Museum on Commercial Street. The museum highlights local and New England artists with single artist and themed shows.

entry to the Macmillan Wharf in Provincetown.

The Schoolhouse Center for Art & Design is home to several galleries as well. The Silas-Kenyon Gallery focuses on contemporary art. If you like vintage photography, head to the Driskel Gallery.

The big ticket art festivals you should have on your radar are the Spring Arts Showcase Weekend in May and the Fall Arts Festival in September and October. There’s also an International Film Festival in June.

Don’t forget to eat some lobster, preferably at the Lobster Pot . You can go wine tasting at  Truro Vineyards  or sip craft beers at the  Provincetown Brewing Company .

If you visit Provincetown in the summer, you could spend hours in traffic at the Sagamore Bridge if you drive. But you can also take the Providence Ferry . The fast ferry runs direct from Boston to Provincetown from mid-May through mid-October. It’s only 95 minutes each way.

Rockport Massachusetts, a beautiful seaside town that's a great day trip from Boston

30. Rockport Massachusetts (55 Minute Drive)

I f a stunning seaside town is on your Boston day trip agenda, head to Rockport. This little town is on Cape Ann, the “other” cape in northeast Massachusetts. There’s a reason why North Shore residents treasure Rockport as a lovely weekend getaway.

There are plenty of things to do in Rockport. Stroll around and admire all the fishing boats and painted cottages. Check out the shops and art galleries on Bearskin Neck, a cute area perched on the edge of town.

Sample some fudge at Rockport Fudgery , eat lobster rolls, relax on the beaches, or take a walk along the rocky coastline at  Halibut Point State Park . You can even go on a  Cape Ann whale watch .

Concord Point in Rye

31. Rye New Hampshire (1:10 Hour Drive)

Another good beach option is Rye. The picturesque town of Rye is home to the best beach on the 18 mile long New Hampshire shoreline.

First settled in 1623 on Odiorne Point, Rye is the birthplace of New Hampshire. Rye is largely undeveloped because it’s subject to strict zoning laws.

Rye is a serene contrast to the more frenzied Hampton Beach down the road. In Rye, the tide is small and rolling. It’s a perfect place for a beginner surfer.

You can also take a scenic drive down Route 1A past Millionaire’s Row and ogle at Rye’s breathing early 20th century mansions.

historic center of Salem

32. Salem Massachusetts (45 Minute Drive)

Even if you haven’t traveled in Massachusetts , you’ve probably heard of Salem. Known as the “Witch City,” Salem is a beautiful seaside town and an easy day trip from Boston.

In Salem, you can learn about Salem’s creepy past as the “witch capital” of the United States. Salem embraces its notorious past, when the infamous 17th century Witch Trials defined the town.

Salem is replete with whimsical magic shops, all things haunted horror, and ghostly tour options. Many of Salem’s top attractions are devoted to its witchy history. This means that the best time to visit Salem in during Halloween.

Salem is also famous for its beautiful 17th century Colonial and Georgian architecture and delicious seafood. Essex Street is the historic cobblestoned district, with the original brick  Old Town Hall .

best places to visit near boston ma

Old Town Hall dates from 1816. The second floor still stands as a public hall and the first floor is used as a public art space.

If you’re a literary fan, you should visit the  House of the Seven Gables . Built in 1668, it’s one of the oldest Colonial mansions still standing in the United States. Nathaniel Hawthorne immortalized the house in his 1851 novel of the same name.

Inside, you’ll find a recreation of the secret staircase from the novel. The house where Nathaniel Hawthorne was born is also on the property.

Click here to buy ferry tickets to Salem.

There are some excellent guided tours in Salem. If you’re a history buff and want to take a witchcraft trials walking tour, this is an excellent guide . If you’re staying overnight in Salem, you can also take this haunted history nighttime tour or this ghosts of Salem walking tour .

Stellwagen Bank National Marine Park

33. Stellwagen Bank National Marine Park (30 Minute Drive)

Want to view some of the most massive animals on the planet? The  Stellwagen Bank National Marine Park  is one of the best whale watching spots in the entire world. It’s a wild ocean destination not far from Boston, just 37 miles away.

The sancturay has an extremely productive and diverse environment, which encourages a wide mix of marine wildlife.

Each summer, around 50 recognized humpbacks return. You can also spot dolphins and seals. There are plenty of whale spotting tours available in the area departing from Gloucester or Provincetown. Click  here  for a list of boat tour operators.

pretty lane in Stockbridge

34. Stockbridge Massachusetts (2 Hour Drive)

Stockbridge is the quintessential New England town. It’s one of my favorite day trips from Boston.

Stockbridge was settled in 1734 by British missionaries. It’s blessed with simple charm and a fabulous line up of cultural attractions.

Three of the greatest American artists and authors called Stockbridge their home — Edna St. Vincent Millay, Herman Melville, and Norman Rockwell. One of America’s greatest treasures is the  Norman Rockwell Museum .

Rockwell was one of the greatest artists and illustrators in American history. Stockbridge was Rockwell’s long time residence and what he called his “best studio yet.”

the Norman Rockwell Museum in Stockbridge

You can also visit  Chesterwood , the home of Daniel Chester. It’s a 1920s Colonial Revival house.

It comes complete with the soaring studio of the legendary sculptor and landscape architect. Chester created the statue of President Lincoln seated in the Lincoln Memorial in Washington D.C., and you’ll see plaster models in the museum.

Every summer, Stockbridge (along with Lenox) hosts the Tanglewood Music Festival. It’s a series of concerts across all musical disciplines.

Stockbridge is also home to one of the Berkshires Gilded Age “cottages,”  Naumkeag . You can tour this quirky 44 room mansion designed by Stanford White, a famed starchitect of the time.

the Cog Railway in the White Mountains

 35. White Mountains, New Hampshire (2 Hour Drive)

It’s a hike to get to the White Mountains from Boston. But it’s worth the long drive to spend a day immersed in nature.

The White Mountains are New Hampshire’s premiere attraction. It’s the best day trip from Boston for fall foliage .

The White Mountains are incredibly beautiful, with plenty of natural wonders. They’ve long attracted vacationers, photographers, and adventurous hikers and skiiers. Mount Washington is the Northeast USA’s peak of superlatives. 

The sinuous Kancamagus Highway in the White Mountains is the granddaddy of New England drives. It’s a scenic 35 mile stretch of highway. You’ll be dazzled by the incredibly unspoiled scenic views along the way.

best places to visit near boston ma

There a few pullouts for trailheads, providing great photo and hiking opportunities. Continue east until you hit the Rocky Gorge Parking Lot. Here, you can take a walk along the Swift River and get views of the beautiful Falls Pond.

 In Crawford Notch State Park , you can explore the backroads and revel in the beautiful fall colors. If you’d like to do some hiking, there are 35 hiking trails of varying difficulty.

Don’t leave without experiencing the  Mt Washington Cog Railway . It’s a historic train ride up to the summit of Mt. Washington. The mountain is the tallest one in the northeastern United States at 6,289 feet.

Aside from driving around soaking up the scenery, you can explore the cute downtown of North Conway, relax at  White Lake  in Tamworth, do a canopy tour at  Bretton Woods , go on a  waterfall hunt  near Conway. 

cityscape of Worcester

36. Worcester (1 Hour Drive)

Right in the heart of Massachusetts, Worcester is one of the best day trips from Boston. Worcester is the second largest city in Massachusetts after Boston. It’s just an hour away from Beantown.

Once in Worcester, take a gander through the huge exhibitions at the  Worcester Art Museum . You can easily spend a good few hours inside. The museum has works of Impressionism, Roman mosaics on the Renaissance Court floor, medieval armor, and Paul Revere’s silver collection.

Be sure to visit the  Bancroft Tower . On the National Register of Historical Places, it’s been around in Worcester since 1900. This fantasy medieval castle was built on a whim to honor a US Navy pioneer. It’s a miniaturized castle in the middle of a park.

At night, you can take in a theater or music performance at the elegant Hanover Inn, Mechanics Hall, or Tuckerman Hall.

Chatham Massachusetts

I hop you’ve enjoyed my guide to the best day trips from Boston. You may enjoy these other New England travel guides:

  • 3 day itinerary for Boston
  • 1 day in Hanover New Hampshire
  • 35 Landmarks in Boston
  • 10 day itinerary for New Hampshire
  • Berkshires Road Trip Destinations
  • Hidden Gem Towns on the East Coast
  • 10 day itinerary for coastal Maine
  • 7-10 day itinerary for Vermont
  • One week itinerary for southern New England
  • Fall foliage road trip in New England

If you’d like to take some day trips from Boston, pin it for later.

Pinterest pin for guide to the best day trips from Boston

4 thoughts on “35+ Amazing Day Trips From Boston Massachusetts”

Nice collection of day trips, but with the review of Salem, MA I can’t believe you left off both the Peabody Essex Museum (one of the best art and culture museums in New England) and no mention of any of the NPS sites and all the maritime history this city has.

I know the Peabody Essex Museum is amazing. I’ve written about it in my Salem article and in my article on the best museums in New England. I will add something here. But with a round up post, you can only write so much for each town.

This was definitely a trip down memory lane. I lived in New England for 23yrs and visited many of these destinations. You certainly did a great job on the history. I especially enjoyed the colorful pictures. I am drooling over just the thought of the lobster rolls on the Maine and New Hampshire coast.

I would love a lobster roll right now!

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Last Updated on July 4, 2023 by Leslie Livingston

Boston   Travel Guide

best places to visit near boston ma

30 Top-Rated Things to Do in Boston

best places to visit near boston ma

As Massachusetts' capital and the birthplace of the American Revolution, there's no shortage of historical sites for travelers to explore within Boston's city limits (and beyond). There's even a Boston Tea Party Museum on the harbor

  • All Things To Do
  • 1-Day Itinerary
  • 2-Day Itinerary
  • 3-Day Itinerary

best places to visit near boston ma

Freedom Trail Freedom Trail free

Stretching 2½ miles, the Freedom Trail weaves past 16 of the city's most historic sites, including Faneuil Hall Marketplace , the Paul Revere House and Old North Church . Taking in all of the trail's attractions requires at least half a day (and some comfortable walking shoes), but you can easily plot points of interest before you begin your jaunt from Boston Common .

Though most visitors agree the trail is easy to navigate on your own, some recommend a guided tour or downloading an app to tell you about the sites. (You'll find a handful of apps available for Apple and Android devices.) If you have a Go Boston Card, standard guided tours given by the Freedom Trail Foundation are covered by your pass.

best places to visit near boston ma

Faneuil Hall Marketplace and Quincy Market Faneuil Hall Marketplace and Quincy Market free

U.S. News Insider Tip: Every Friday and Saturday, Haymarket (one America's oldest open-air markets) pops up adjacent to Faneuil Hall. In order to navigate this often-chaotic scene successfully make sure to bring small bills, leave bulky bags at the hotel and keep it moving on the sidewalk. - Jill LeGrow

Four buildings – Faneuil Hall, Quincy Market, North Market and South Market – constitute Faneuil Hall Marketplace, with the oldest being Faneuil Hall. Built in 1742 and now a stop on the Freedom Trail , Faneuil Hall has had a long and important history in Massachusetts politics. Samuel Adams once stood here to push for resistance against the British, and abolitionists and suffragists have stood on their soapboxes here. In fact, this is where colonists famously challenged the Stamp Act of 1764 by proclaiming, "no taxation without representation." From those illustrious days, the marketplace has expanded to include more than 100 shops and restaurants.

best places to visit near boston ma

Boston Public Garden Boston Public Garden free

Though the Boston Public Garden sits right next to Boston Common , the two are quite different. The public garden is newer (established in 1837) and holds the distinction of being America's first public botanical garden. Flowers and trees are beautifully organized and kept in quality condition throughout. You can see the colorful arrangements and exotic trees from the 6-acre pond as you glide along the water in a Swan Boat. Additionally, the park houses two of Boston's most iconic statues: Make Way for Ducklings (a bronze sculpture of a duck and her eight ducklings) and a sculpture of George Washington (which shows America's first president riding on a horse).

Visitors looking to relax after sightseeing will enjoy the Boston Public Garden. Parkgoers say you'll find plenty of shade beneath the park's trees, which comes in handy on hot summer days. Plus, you'll likely spot some ducks and geese swimming around the lagoon. And if you have a few dollars, visitors recommend taking a 15-minute ride on a Swan Boat. The large paddle boats cost $4.50 to ride (or $3 for kids ages 2 to 15 and $4 for seniors); travelers with Go Boston Cards ride for free. Swan Boats are usually available between mid-April and Labor Day.

best places to visit near boston ma

Popular Tours

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Boston Hop-On Hop-Off Trolley Tour with 14 Stops

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best places to visit near boston ma

North End North End free

Chances are you'll end up in the North End at least once during your visit to Boston. It's steeped in the city's rich history as it holds the title of Boston's oldest neighborhood and houses three attractions on the Freedom Trail . What makes this neighborhood a top point of interest, however, is its Italian culture: The North End is considered Boston's Little Italy.

While Italians weren't the first to settle in this area (English settlers arrived first then European Jews, African Americans and Irish immigrants), their cultural influence on the North End withstood the test of time. Today, you'll find all kinds of Italian food from classic pizza pies served at the popular Regina Pizzeria to Sicilian-style seafood, such as black linguine (made with squid ink) and calamari meatballs at The Daily Catch . For dinner, try Mamma Maria for fine dining, Giacomo's for its affordable, made-in-house pasta or Bricco , which sources its meats and bread from its own meat and bread shop, located right next door. If you’re only interested in pizza, hit up Galleria Umberto for delectable solo slices or Antico Forno for its full-size, wood-fired pies. Prezza is known for its extensive wine list, boasting hundreds of wine labels to choose from. For dessert, make sure to pick up a cannoli at Mike's Pastry or Modern Pastry , or tiramisu at the 24-hour Bova's Bakery .

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Museum of Fine Arts Museum of Fine Arts

If you want to make the most out of the Museum of Fine Arts, one of the most comprehensive art institutions in the country, then you'll need to spend a good chunk of your day here. The museum is home to one of the best art collections in the world, including the celebrated Art of the Americas wing. Inside this sprawling collection, you'll encounter galleries showcasing iconic pieces from indigenous cultures in North, South and Central America to works by contemporary artists like Edward Hopper.

You'll also find an impressive collection of Asian art here, plus works from Monet, Renoir, Manet and Rembrandt on display. And in special temporary exhibits, you can admire masterpieces from Black artists like Diedrick Brackens and Picasso, among others.

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Boston Common Boston Common free

The grounds of Boston Common started as a cow pasture in the mid-1600s. It was also used for Puritan punishments, like whipping, and even for hangings. In 1768, the area was transformed into a British camp. After the Revolutionary War, the park became a popular locale for public speeches and rallies. Now, the Common is best known because of its status as the oldest public park in the country. You'll also find a variety of activities and events – including theater and musical performances and free fitness classes – hosted here throughout the year. If you plan to traverse the Freedom Trail , you'll start the walk here at Boston Common.

Though some visitors say you won't find much to do in this park, Boston Common is great for picnics or a leisurely stroll. Travelers also mention that this site is a wonderful spot to take young children. In addition to ample running room on the park's green space, kids can play at the Tadpole Playground or Frog Pond. Frog Pond offers a spray pool during the warmer months and an ice skating rink in the winter. Some visitors do note that the park tends to draw Boston's homeless population, particularly at night.

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Best Boston Tours

best places to visit near boston ma

Boston Tours

The 15 Best Boston Tours

March 14, 2024

best places to visit near boston ma

Photo Tour: Four Seasons Hotel One Dalton Street, Boston

June 26, 2023

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Fenway Park Fenway Park

U.S. News Insider Tip: If you want to watch a Sox game without a ticket, head to the Bleacher Bar on Lansdowne Street. Located beneath the bleachers of Fenway, the best tables are positioned directly in front of the huge garage window that overlook centerfield. – Jill LeGrow

Fans of America's favorite pastime won't want to miss a game at Fenway Park. Home to the Boston Red Sox, this stadium has been the site of home runs, stolen bases and grounders since 1912. Regardless of whether or not you're a diehard Red Sox fan, you should try to catch a game and admire the ballpark's original architecture. Must-see features of the park include Pesky's Pole – the right field foul pole named after former Red Sox player Johnny Pesky – and the 37-foot-tall "Green Monster" wall in left field.

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Isabella Stewart Gardner Museum Isabella Stewart Gardner Museum

After Isabella Stewart Gardner's husband died in 1898, the art enthusiast carried out their plan to buy land in Boston's Fenway area and open a museum to display her impressive collection of Italian art. The museum, which was fashioned after the Palazzo Barbaro in Venice , was completed in 1901, at which point Gardner moved in to the fourth floor and began installing her collection. Today, you can visit this Boston museum to get your fill of the Italian masters, such as Raphael and Titian. The building also showcases a cache of beautiful furniture, photographs, sculpture and rare books straight from Europe. The museum's New Wing, designed by Renzo Piano, includes a glass atrium, greenhouses and landscaped gardens.

The art isn't the only interesting thing here: the museum is also the site of the single largest property theft on Earth. In the wee hours of March 18, 1990, two thieves made their way into the museum disguised as police. The duo stole 13 works, including pieces by Rembrandt, Vermeer, Degas and Manet. Today, the museum has empty frames on the walls as placeholders until the art returns to the museum. As you may have guessed, the crime has not been solved and the works haven't been recovered. The museum is even offering a sizable reward ($10 million) for information leading to the art. 

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Freedom Trail: Small Group Walking Tour of Revolutionary Boston

(3198 reviews)

from $ 39.00

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

(934 reviews)

from $ 46.00

Boston's Best Freedom Trail Tour

Boston's Best Freedom Trail Tour

(1747 reviews)

from $ 25.00

best places to visit near boston ma

Boston Public Library Boston Public Library free

A library isn't always all about books. The main branch of the Boston Public Library in Copley Square, which opened in 1895, is so much more, according to recent visitors who call the architecture "beautiful" and a “must-see.” Walking into the Renaissance Revival building is akin to visiting a museum. On Dartmouth Street, two immense stone lions sculpted by Louis Saint-Gaudens stand guard by the main entrance. Inside, Bates Hall, the library's main reference reading room, is a 218-foot-long room with a barrel-arch ceiling soaring 50 feet high.

Visitors can take a free tour and learn all about the murals found throughout the library, including John Singer Sargent's series on the "Triumph of Religion." Other murals include works by French artist Pierre Puvis de Chavannes, who depicted eight library-centric disciplines in "The Muses of Inspiration," and Edwin Austin Abbey's "The Quest and Achievement of the Holy Grail."

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John F. Kennedy Presidential Library and Museum John F. Kennedy Presidential Library and Museum

A must for any history buffs or fans of our nation's 35th president, this excellent library and museum details the life of President John F. Kennedy. Exhibits include his presidential papers; masses of Kennedy memorabilia, including re-creations of his desk in the Oval Office and of the television studio in which he debated Richard M. Nixon in the 1960 election; and artifacts from the U.S. space program. There's permanent display on the late Jacqueline Kennedy Onassis plus plenty of other artifacts and information about Kennedy's life and presidency. The building itself is quite striking and was designed by architect I. M. Pei.

Museumgoers say that while the museum is off the beaten path (it sits about 5 miles south of downtown on Columbia Point), it is well worth the trek thanks to the exhibits and staff. However, some wish the exhibits had a more detailed explanation of Kennedy and events during his life. The views from the museum are amazing, add some visitors.

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Boston Harbor Islands National and State Park Boston Harbor Islands National and State Park

If you want to get outdoors in the greater Boston area, consider hopping a ferry (which operates from mid-May through mid-October) to the Boston Harbor Islands. This collection of 34 islands located in the Massachusetts Bay boasts plenty of things to do and see including historic sites, hiking trails, beaches, wildlife and much more. Popular islands include Spectacle, Georges and Peddocks, though ferries also go to Lovells, Grape, Bumpkin and Thompson.

The 114-acre Spectacle Island is a great option for those looking to hike. Here, you'll find 5 miles of trails, including one which leads to the harbor's highest hill, offering incredible views of Boston's skyline. If you’re looking for a place where you can sink your toes into the sand, head to Lovells Island. Here, you’ll find secluded shorelines as well as tide pools (when it's low tide, a whopping 71 acres are added to the island's land mass). Meanwhile, history lovers will enjoy a trip to Georges Island. Georges Island is home to Fort Warren, which the U.S. government used for patrolling and training Union troops as well as housing Confederate prisoners during Civil War times. Peddocks Island, one of the largest of the Boston Harbor Islands, offers a little bit of everything. This island is considered a prime camping spot and features scenic hiking trails that pass through coastal forests, headlands connected by tombolos and the biggest beach of any island. You'll also find a little bit of history thanks to Fort Andrews and a restored chapel from World War II.

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Newbury Street Newbury Street free

Located in the Back Bay along eight blocks between Massachusetts Avenue and Arlington Street, Newbury Street is home to gorgeous 19th century brownstones. It's also Boston's premiere destination for dining and shopping. Newbury Street has been called one of the most expensive streets in the world, thanks in large part to the significant cluster of expensive shops on the lower end (by numbered address) nearest Arlington Street.

Starting at the higher end, by Massachusetts Avenue, you'll find more budget-friendly retailers like TJ Maxx and Forever 21, as well longtime local favorites Newbury Comics and Trident Booksellers. In fact, Newbury Comics' opening in 1978 was the catalyst that began the transformation of Newbury Street from a heavily upper-class retail destination to a hipper, trendier spot for everyone.

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Samuel Adams Brewery Samuel Adams Brewery

Despite its location outside of city center, visiting the Samuel Adams Brewery is a popular stop for beer lovers. This brewery location acts as Samuel Adams' testing facility for new and specialty brews, which patrons can try. You can also take a guided tour of the facility to learn more about the brewing process.

Whether you're a local or a tourist, odds are you'll enjoy a visit to this brewery. Visitors say the staff is knowledgeable, but note there can be long entry lines.

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Boston Tea Party Ships & Museum Admission

(1784 reviews)

from $ 35.00

Boston Ghosts and Gravestones Trolley Tour

Boston Ghosts and Gravestones Trolley Tour

(1883 reviews)

from $ 47.20

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

(2151 reviews)

from $ 33.34

best places to visit near boston ma

Cambridge Cambridge free

Cambridge, which sits about 3 miles northwest of Boston's city center, is home to both Harvard University and MIT , but there's more to see in Cambridge than just the schools themselves. The city features an impressive array of cultural institutions that feature collections and exhibitions ranging from fine art to technological innovations.

The Harvard Art Museums , which include the Fogg Museum, Busch-Reisinger Museum and Arthur M. Sackler Museum, house a wide range of periods, styles and mediums within its walls. Here, you’ll find a mix of modern photography, 13th century sculpture, paintings from legends like Georgia O’Keeffe, Picasso and Jackson Pollock, and much more. If you prefer history, head to the Peabody Museum of Archaeology & Ethnology , which boasts exhibits exploring everything from ancient Latin American cultures to the evolution of American eating habits and tableware to the lives of Native Americans. If science is more your speed, head to the Harvard Museum of Natural History to view dinosaur fossils, rare minerals and animal specimens from New England to Asia.

best places to visit near boston ma

Beacon Hill Beacon Hill free

Beacon Hill is arguably Boston's most beautiful neighborhood. Located north of Boston Common , Beacon Hill is awash with quaint, cobblestone-lined alleyways, corners dotted with gas street lamps, stately townhouses affixed with bay view windows and vibrant, flower-filled window boxes. It's Beacon Hill's incredible style, a stunning mix of Federal and Greek revival architecture, that make this neighborhood an attraction in and of itself. And recent visitors couldn't agree more.

Travelers who venture to Beacon Hill are charmed by its beauty and say that it's the perfect place to take a long stroll and wander around. While here, make sure to make your way to noteworthy spots including the picturesque Louisburg Square and Acorn Street, the latter of which is one of the most photographed places in Boston. After, head down Charles Street, where you'll find restaurants, shops and bars. Fans of the TV show "Cheers" will want to walk down Beacon Street to find the bar that inspired the program.

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Old North Church Old North Church

Most people who know anything about American history have heard of Paul Revere's famous midnight ride, when he rode through town to warn people about the arrival of British troops. Before heading off to Lexington, Revere gave orders at Old North Church. Robert Newman – the church's sexton – and Captain John Pulling Jr. – the church's vestryman – then climbed the steeple and held two lanterns as a signal that the British were indeed coming, but by sea.

The church itself, which is officially named Christ Church, is filled with beautiful relics from the past, including North America's oldest set of change ringing bells and chandeliers brought in from England in the early 1700s. The pews have a long history as well; Pew No. 54 was reserved for Paul Revere's son.

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Boston Children's Museum Boston Children's Museum

With a giant milk bottle structure at the front of the building, it's hard to miss the Boston Children's Museum. Here, hands-on exhibits present a fun and engaging way for kids to learn about various sciences, culture, art and health and wellness, among other subjects. Among the museum's standout exhibits are "Construction Zone," where little ones can learn about and play with kid-sized construction equipment, "The Common," where kids play with color, games and music, and "Japanese House" – a 100-year-old authentic Japanese house reconstructed in Boston by Japanese carpenters.

Museumgoers praise the variety of engaging exhibits tailored to kids within different age groups and can't recommend it enough. Others warn the museum gets crowded, especially in the summer.

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Rose Fitzgerald Kennedy Greenway Rose Fitzgerald Kennedy Greenway free

Boston is packed with cool outdoor spaces, but this nearly 1½-mile-long series of parks and gardens offers more than most. The Rose Fitzgerald Kennedy Greenway was established to link Boston's diverse neighborhoods through a series of lawns, parks and walkways that occupy a former highway tunnel. Since opening in 2008, visitors have flocked to this sprawling green space to enjoy temporary public art displays, bubbling fountains, numerous food vendors and a carousel. Plus, the park offers free weekly events, including food and art festivals, summer concert performances and seasonal fitness classes.

Many previous visitors said the Rose Fitzgerald Kennedy Greenway not only offers a much-needed respite from the city, but also an easy way to explore Boston with kids during the warmer months. And, in many sections of the Greenway, you're never more than a few steps away from the Freedom Trail .

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Boston Small-Group Walking Food Tour With Tastings

(816 reviews)

from $ 103.50

Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

(396 reviews)

from $ 48.00

Sunset Cruise

Sunset Cruise

(427 reviews)

from $ 29.44

best places to visit near boston ma

Boston Tea Party Ships & Museum Boston Tea Party Ships & Museum

This hands-on museum offers an entertaining look at one of Boston's pivotal moments. You can toss (fake) tea overboard, climb around replica ships and converse with period actors about Colonial issues. Exhibits at the museum, which is located on Griffin's Wharf (close to where the actual Tea Party occurred on Dec. 16, 1773) include 3D holograms, talking portraits and the Robinson Tea Chest, an authentic tea chest from the Boston Tea Party. Two of the three ships have been recreated, the Beaver and the Eleanor, which are fun to explore. The film "Let It Begin Here" depicts the events that immediately preceded the American Revolution. You can also grab a cup of tea or a snack in Abigail's Tea Room, which has one of the best views of the harbor around.

Visitors love the interactive nature of the museum and tossing tea overboard, saying their time there was entertaining for all ages. They also add that the guides are informative and stay in character.

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Museum of Science Museum of Science

If you're traveling with young ones in tow, be sure to swing by the Museum of Science. Here, kids can learn about astronomy, earth sciences and anatomy, not to mention participate in some fun interactive exhibits. Budding scientists can examine the Arctic in "Arctic Adventure: Exploring with Technology" exhibit or play on swings to learn about physics in "Science in the Park." The museum also features the Charles Hayden Planetarium, where you can indulge your inner astronaut during shows. Meanwhile, at the Mugar Omni Theater, you'll feel like you're actually in the IMAX film thanks to its cutting-edge sound technology and five-story-high projection screen.

Although the museum is very kid-focused, past visitors said that young-at-heart adults and even teens will get a kick out of the museum's engaging displays and shows. Though most travelers spend about half a day exploring the museum, you could easily allocate an entire day to this attraction. Also, remember that separate tickets (which cost extra) are needed for some museum features, such as IMAX films, planetarium shows and the Garden Walk and Insect Zoo.

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Boston Duck Tours Boston Duck Tours

Wander Boston for a couple of hours and you're sure to see a Duck Tour quacking its way through the streets (and waterways). These "Truck Duck" vehicles recreate the look of a DUKW truck used by the U.S. military during World War II and transport tourists all over the city by land and water. The tours drive past a number of landmark sites including the Old State House, Newbury Street , Prudential Tower, Public Garden and the Swan Boats, and Copley Square (home to the Boston Public Library ). Once launched into the water, you'll cruise down the Charles River checking out MIT, the Longfellow Bridge, as well as the Esplanade and the Hatch Shell. 

Besides giving tours around the city, Boston Duck Tour boats have been used in all of the victory parades since 2002 for the Patriots, Red Sox, Celtics and Bruins (the city's major teams for football, baseball, basketball and hockey, respectively). What started off simply as a way to roll the Patriots through downtown Boston for a Superbowl celebration has turned into a much-loved tradition that continues today.

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Boston Symphony Orchestra Boston Symphony Orchestra

Even if you're not a classical music aficionado, you can't miss attending one of the Boston Symphony Orchestra's world-renowned performances at Symphony Hall. The BSO began performing in 1881. Today, the symphony performs everything from family shows to traditional concerts and Boston Pops – a lively performance filled with singing and a variety of music. The BSO performs at Symphony Hall from September through April, then heads to Tanglewood (which is about 130 miles west of Boston) in the summer.

Past spectators not only praised the world-class talent, but also noted the impressive acoustics of Symphony Hall as a main selling point for attending future concerts. If you can't score tickets to an orchestra performance, consider taking a free tour of Symphony Hall. Tours, which are offered in the fall, winter and spring, provide information about the property, as well as insight into the orchestra's musicians and conductors.

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New England Holocaust Memorial New England Holocaust Memorial free

Gaze up at the six 54-foot glass towers that comprise the New England Holocaust Memorial, and you're bound to be awestruck. Dedicated in 1995, each haunting tower is etched with numbers. The 6 million numbers represent the Holocaust's victims, while the towers represent the six major death camps. There is also a granite path covered in quotes from survivors that leads visitors inside the towers.

Recent visitors described walking through the columns as an emotionally charged and unforgettable experience. The monument's location next to Faneuil Hall Marketplace makes it very accessible while walking the Freedom Trail .

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Boston Day Tour by Ferry: Salem Witch Trials Past to Present

(74 reviews)

from $ 101.20

1 or 2 Day Hop-On Hop-Off Sightseeing Trolley Tour of Boston

1 or 2 Day Hop-On Hop-Off Sightseeing Trolley Tour of Boston

(2287 reviews)

from $ 38.40

Boston Codzilla High-Speed Thrill Boat Ride

Boston Codzilla High-Speed Thrill Boat Ride

(358 reviews)

from $ 37.80

best places to visit near boston ma

Paul Revere House Paul Revere House

For a glimpse of what life was like in the late 1700s, head to Paul Revere's former residence in the North End . The house, which is situated on the Freedom Trail , offers insight into how homes looked in Revere's time (it's even filled with period pieces, including fine silver). Inside, history fans can admire the building's sweeping beams, spacious fireplaces and some original furnishings owned by the Revere family.

If you like American history, travelers say you'll enjoy seeing the Paul Revere House. This house is small, though, so don't allot more than an hour to tour the property. Docents are friendly and knowledgeable.

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Massachusetts State House Massachusetts State House free

The golden-domed Massachusetts State House is an important building for many reasons and is one of the stops on the Freedom Trail . The land it sits on was originally used as John Hancock’s cow pasture. It was designed by Charles Bulfinch and completed in 1798 and the cornerstone was laid by Samuel Adams in 1795. A copper dome was installed by Paul Revere in 1802 (later covered in gold). Nowadays, senators, state representatives and the governor conduct the Commonwealth's business here.

Free tours are offered by docents who explain the building's history and discuss the important art and architecture within. Make sure to look for the Sacred Cod in the House of Representatives Chamber. The almost 5-foot wooden cod symbolizes the importance of the salt cod industry to the area.

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New England Aquarium New England Aquarium

Your kids will find plenty to love at the New England Aquarium, starting with the Atlantic harbor seals that hang out just beyond the ticket booth. Inside, you'll find thousands of marine critters to study, and at the center: the Giant Ocean Tank. This four-story tank includes a coral reef habitat that houses more than 1,000 underwater creatures including green sea turtles, eels and barracuda. In other parts of the aquarium, you'll find exhibits dedicated to penguins, sea jellies and seadragons, plus a six-story high projection movie screen with digital surround sound, where you can watch films about sea creatures and more. And don't forget to check out the Shark and Ray Touch Tank, which allows visitors to graze sharks and rays as they swim by.

While some visitors bemoan the aquarium's compact size (which, in turn, made for thick crowds), many appreciate the attraction's variety of animals. Several travelers also recommend watching a penguin or seal feeding.

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USS Constitution USS Constitution free

U.S. News Insider Tip: Every July 4th, the USS Constitution takes her annual "turnaround" sail in Boston Harbor. The particular sail is the only one open to the public and the US Navy holds a lottery with the lucky winners getting to board "Old Ironsides." – Jill LeGrow

History lovers, boat enthusiasts and military aficionados alike can't miss the chance to board the USS Constitution. Docked at the Boston National Historical Park in Charlestown, this historic vessel is the world's oldest commissioned warship still operational today. It is helmed by United States Navy sailors, who also serve as the ship's guides. The ship's accompanying museums displays nearly 2,000 artifacts related to the ship's history.

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Bunker Hill Monument Bunker Hill Monument free

Bunker Hill Monument is part of the Boston National Historical Park and a stop on the Freedom Trail . The first major battle of the American Revolution took place on Breed's Hill in June 1775, though originally it was supposed to take place on nearby Bunker Hill. Names aside, the British won the battle but fared worse than their American foes. The British sacrificed about nearly half of their 2,400 men; American casualties were between 300 and 500 out of an army of 1,400 to 1,800 soldiers. Construction of the monument started in 1827 and was completed in 1842. The 221-foot granite obelisk offers fabulous views from its observatory, though you have to work for it by climbing 294 steps to the top.

Start your visit at the Bunker Hill Museum, located across the street. Exhibits explain the Battle of Bunker Hill, the construction of the monument, and the history of Charlestown. Free tickets are required to climb the monument and you can also pick them up at the museum. Visitors enjoy the museum and say the monument is awe-inspiring and the grounds beautiful.

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Boston Premier Dinner Cruise on Odyssey

(134 reviews)

from $ 137.50

90-Minute Boston Harbor Sunset Sightseeing Cruise

90-Minute Boston Harbor Sunset Sightseeing Cruise

(281 reviews)

from $ 54.97

Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

(355 reviews)

from $ 58.45

best places to visit near boston ma

View Boston View Boston

U.S. News Insider Tip: To save some cash on your sightseeing, pick up a Boston CityPass which allows you to visit up to four attractions (such as the Museum of Science , New England Aquarium , Boston Harbor City Cruise and View Boston) for one discounted price. – Jill LeGrow

Replacing the iconic Top of the Hub restaurant and Skywalk Observatory that closed in 2020, View Boston opened in June 2023 to offer 360 panoramic views of Boston from atop the 52nd floor of the Prudential Center. Taking over the top three floors of the Prudential Center, View Boston includes an observatory, a wraparound roof deck and indoor/outdoor cocktail bar called Stratus, and a floor with interactive exhibits such as a projection-mapped 3D model of Boston. There's also Beacon, a bistro offering seasonal beverages and food.

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The Mapparium The Mapparium

Located at the Mary Baker Eddy Library, this three-story, stained glass globe never fails to elicit wonder. Designed by the architect of the Christian Science Publishing Society building, Chester Lindsay Churchill, the globe depicts the world as it was in 1935.

The "How Do You See the World" experience includes the globe; the "Our World: Mapping Progress," which highlights humanity's achievements since 1935; and "Points of Progress," where you can learn about significant events in human rights, scientific advances, exploration, and other fields. A 10-minute audio narration features clips from President Franklin D. Roosevelt, Jane Goodall, Wangari Maathai (a Kenyan Nobel laureate) and others. One of the coolest features of the globe is that it is a "whispering gallery." Stand at one end of the gallery while a friend stands at the other. Whisper something to them and they will be the only one to hear it.

best places to visit near boston ma

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New England Wanderlust

Connecticut , Maine , Massachusetts , New Hampshire , New York , Rhode Island , Vermont  ·  March 30, 2022

34 Awesome Road Trips From Boston & Best Itineraries (2024)

Boston is an amazing starting point for adventures all over New England and the Northeast. With so many options to visit tons of nearby coastal towns, exciting cities and plenty of quaint, charming villages, there are endless possibilities for road trips from Boston. And since I’ve been road-tripping and traveling all over the Northeast for over 10 years now, I know all the destinations that are worth your time.

This list includes destinations that are all individually under 6 hours from Boston, and if you’re looking for road trip itineraries that combine destinations from this list, be sure to scroll to the end for suggested itineraries to make the most of your road trip!

best places to visit near boston ma

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

🚙 Need to rent a car for your epic road trip? I’ve got you covered! Click here to check the best prices on Discover Cars!

Best Road Trips From Boston

For this list, I’ve broken down the destinations into four categories: Coastal, City, Charming Towns and Luxury Getaways. For each destination, I’ve also included the time it takes to get there from Boston, highlights of the best things to do, what to expect once there, and nearby things to do.

Coastal Road Trip Destinations From Boston

1. plymouth, ma.

Distance From Boston: 40-50 minutes

If you’re looking for a quick, easy getaway from city life in Boston, a little road trip to Plymouth is a fun way to do that. While the town is known for its history dating back to the early 1600s, they are also lots of outdoor activities, parks and beaches, and combine that with a small-town feel, Plymouth makes for a lovely little escape from Boston.

Best things to do in Plymouth:

  • Plimoth Patuxet Museum is a living replica of the original pilgrim colony settlement. If you’re a history buff, this is a must-see. You can even climb aboard the Mayflower II, an exact replica of the ship that brought the pilgrims to Plymouth.
  • Plymouth Long Beach is a 3-mile long stretch of public beach that’s perfect for getting out by the water.
  • Plymouth Farmer’s Market is held every Thursday from May through October, and was Yankee Magazine editor’s pick for best Farmer’s Market in 2018.
  • Brewster Gardens is a tranquil, waterfront park that’s sure to invite lots of relaxation.
  • Walk around the charming downtown to visit the shops and restaurants,
  • Pop into Dirty Water Distillery for an artisanal spirits tasting.
  • Go on a whale watch tour with Captain John’s Boat Tours .
  • Spend the day getting pampered at Mirbeau Resort & Spa , and even stay for lunch or dinner, or the night for the ultimate day of relaxation.

Click here to book your stay at Mirbeau Resort & Spa!

Psst! I have an entire post on visiting Plymouth, MA , if you need more ideas!

2. Cape Cod, MA

Distance From Boston: 1-2.5 hours, depending on where you to choose to go on Cape Cod.

Cape Cod is the ultimate beach road trip from Boston

With over 500 miles of shoreline to explore, Cape Cod is the ultimate beach road trip from Boston because you can get there in about 2 hours and feel like you’re in a whole other world. There are 15 towns in Cape Cod to choose from for your visit, and more beaches than anyone can count. Fill your days being ocean-side, exploring beautiful little coastal towns, eating fresh seafood and taking in amazing sunsets.

Best Things To Do on Cape Cod :

  • Visit The Cape Cod National Seashore
  • Explore Chatham’s downtown
  • Visit Provincetown and the Pilgrim Monument
  • For more on the best things to do on the Cape, click the link below for my detailed travel guide.

You may also enjoy:

  • Can’t Miss Things To Do When Visiting Cape Cod For The First Time
  • Best Things To Do On Cape Cod For Adults
  • Best Towns To Stay In On Cape Cod
  • What To Pack For Cape Cod
  • Unique Things To Do On Cape Cod

3. Nantucket, MA

Distance From Boston: 2-3 hours, which includes time to park at the ferry terminal, and ride the ferry.

Nantucket Island is just off the coast of Cape Cod, and can easily be combined with the Cape for a road trip from Boston.

Nantucket is a gorgeous island off the coast of Cape Cod bursting with charm and natural beauty. A day trip to Nantucket is common while visiting Cape Cod, but staying overnight for a night or two would be the best way to make the most of your road trip from Boston. This is a great island to explore if you’re looking for stunning beaches and a beautiful downtown area.

To get to Nantucket, you’ll need to take the ferry from Hyannis on Cape Cod. From there, you can choose between Hyline Cruises or Steamship Authority to get to Nantucket.

Best Things To Do on Nantucket:

  • Explore the shops and restaurants in the main town.
  • Visit Brant Point Lighthouse.
  • Rent a moped to explore the local beaches and towns.
  • For more amazing things to do on Nantucket, click the link below for my detail travel guide on a Nantucket day trip.
  • The Best Nantucket Day Trip Travel Guide
  • How Many Days Do You Need On Nantucket + Suggested Itineraries
  • How To Visit All The Nantucket Lighthouses

4. Martha’s Vineyard, MA

The cliffs in Aquinnah on Martha's Vineyard are absolutely stunning, and shouldn't be missed when visiting.

Martha’s Vineyard is the other island off the coast of Cape Cod, and it’s more popular as an overnight destination, versus a day trip because it’s bigger. Comprised of 6 beautiful towns, Martha’s Vineyard is home to beautiful beaches, quaint Main Streets for shopping and dramatic cliff-lined shores.

To get to Martha’s Vineyard, you’ll need to take a ferry from either Woods Hole or Hyannis (both terminals located on Cape Cod). There is no benefit to picking one over the other, and it’s best to just pick whichever location is more convenient for you (usually it’s Hyannis for most people).

Best Things To Do on Martha’s Vineyard:

  • Gingerbread Cottages in Oak Bluffs
  • Edgartown downtown and lighthouse
  • Aquinnah Cliffs and Gay Head Lighthouse
  • South/Katama Beach
  • For more information on visiting Martha’s Vineyard, click the link below for my guide on deciding between Nantucket or Martha’s Vineyard for a day trip.

You may also find these Martha’s Vineyard posts helpful:

  • Is Nantucket or Martha’s Vineyard Better For A Day Trip?
  • The Ultimate Martha’s Vineyard Day Trip Guide
  • How To See Martha’s Vineyard Without A Car

5. Marblehead, MA

Distance From Boston: 40-50 minutes.

Sunrise at Castle Hill is a wonderful thing to experience in Marblehead, MA.

Marblehead is an adorable little coastal town along the North Shore of Massachusetts, and a very quick road trip from Boston. This is the place to come if you’re looking for historical homes, small-town charm, great seafood, dramatic, rocky coastline and options for beaches.

Best Things To Do in Marblehead, MA:

  • Marblehead Lighthouse & Chandler Hovey Park
  • Self-guided historical home walking tour.
  • Take in the views at Castle Hill Rock.
  • For more information on the best things to do in Marblehead, click the link before for my detailed travel guide.

Click here to read even more awesome things to do in Marblehead!

6. Salem, MA

Distance From Boston: 30-40 minutes.

Salem makes for a great road trip from Boston year-round, not just in October. Be sure to visit the Sail Loft in the Historic Maritimes Park.

Salem is another little coastal town along the North Shore of Massachusetts, and is known for being the premier New England destination for all things spooky. While visiting Salem in October is definitely a bucket list-worthy goal, it’s actually a really wonderful town to visit all year round. It’s very walkable with a variety of things to do, and makes for a great day trip, or a weekend getaway.

Best Things To Do in Salem, MA:

  • Winter Harbor Park and Lighthouse
  • Salem Witch Trials Memorial
  • Salem Maritimes National Historic Site
  • Essex Street Pedestrian Mall
  • House of Seven Gables
  • Peabody Essex Museum

Psst! I have some helpful guides including planning the perfect Salem, MA day trip , and the best time to visit Salem if you need more information 😉

7. Rockport, MA

Distance From Boston: 50-60 minutes.

Motif 1 in Rockport, MA is the most painted building in the country.

Rockport is one of my favorite coastal towns in all of New England. It has so much character, wonderful shops and restaurants, and really invites you to slow down a bit to take it all in. It’s a small town, and can be done in a day, but a weekend here would be a very relaxing road trip from Boston.

Best Things To Do in Rockport, MA:

  • Visit Motif 1, the most painted building in New England, if not the country!
  • Go for a scenic walk or hike at Halibut Point State Park.
  • Meander through the shops on Bear Skin Neck.
  • For more things to do in Rockport and the North Shore region, click the links below for my detailed travel guides.

Click here for more amazing things to do in Rockport!

Click here to read my travel guide on the best things to do on Cape Ann!

8. Newburyport, MA

There's charm at every corner of Newburport's downtown.

Newburyport is a delightful little coastal town in Massachusetts that has a very traditional New England feel with beautiful homes at every turn, and an adorable little downtown area and waterfront park. Newburyport is also home to Plum Island, which is a gorgeous part of town with amazing beaches and wildlife sanctuaries.

Best Things To Do in Newburyport, MA:

  • Visit Oldies Marketplace to look for antiques and treasures.
  • Meander the streets of downtown to explore the beautiful storefronts.
  • Take a leisurely stroll along the waterfront park.
  • Pack a picnic or take a nature walk at Maudslay State Park , which has over 500 acres to explore.
  • Head out on the open waters with Yankee Clipper Tours , and cruise around the Merrimack River and Newburyport Harbor.
  • Drive over to Plum Island to visit Plums Island Beach, buy some handmade soaps at Plum Island Soap Co. , and walk the stunning nature trails at the Parker River National Wildlife Refugee .

Click here to read my full guide to visiting Newburyport & Plum Island!

9. Block Island, RI

Distance From Boston: 3-3.5 hours, which includes time to park at the ferry terminal, and ride the ferry.

Block Island is a beautiful island off the coast of Rhode Island with gorgeous beaches, walking trails, water activities, salt marshes, great restaurants and is overall a wonderful place to relax while appreciating the outdoors. This actually might be one of my top underdog suggestions for a weekend getaway from Boston.

It actually reminds me a bit of Prince Edward Island, so if you’re looking to live out your Anne of Green Gables dreams, but can’t make it to Canada, this is a great place to do that. There’s even a lovely hotel on the island called Avonlea.

To get to the island, you’ll need to drive to the Pt. Judith ferry terminal in Rhode Island. For more information on the ferry, click here .

Best Things To Do on Block Island, RI:

  • Take in the views at Mohegan Bluffs.
  • Rent a moped to explore the entire island.
  • Spend some time swimming at Mansion Beach.
  • Visit the island’s two lighthouses.
  • Have lunch with a water view at The Oar .

Click here to read all my tips for taking a Block Island day trip!

10. Newport, RI

Distance From Boston: 1.5 hours, but always anticipate extra traffic crossing the Newport bridge.

Goat Island Lighthouse is a fun place to visiting when in Newport, RI.

Newport is a stunning coastal city in Rhode Island that’s the perfect destination for sailing, shopping, dining and being by the water. Even though it’s technically a city, I wanted to include it in the coastal destinations group because it definitely feels more like a resort waterfront town than a city.

With so many things to do, you could easily spend a weekend here, but Newport will also work for a day trip.

Best Things To Do in Newport, RI:

  • Walk along Cliff Walk for amazing coastal views.
  • Visit Bowen’s Wharf for shopping and dining.
  • Grab a lobster roll at the Newport Lobster Shack .
  • Walk over to Goat Island to see the lighthouse and take in views of the Newport Bridge.
  • Sail around Narrangansett Bay with Sightsailing of Newport .
  • Visit the unique shops along Thames Street.
  • Grab lunch and cocktails at The Lawn at Castle Hill Inn , overlooking the water. Better yet, book an overnight stay for the ultimate Newport experience!

Click here to book your stay at The Castle Hill Inn in Newport .

Click here to read all my tips for taking a Newport, RI day trip!

Click here to read about all the best things to do in Newport, RI in the winter!

11. Mystic, CT

Distance From Boston: 1.5 hours

This adorable little town sits along Mystic River, and has an awesome mix of preserved maritimes history, small-town charm and nature. While Mystic is mostly visited for its quaint, waterfront downtown, it’s also home to parts of two bordering towns, Stonington and Groton, giving you opportunity to explore a few different coastal Connecticut destinations during your visit.

Best Things To Do in Mystic, CT:

  • See penguins, beluga whales, sharks and sea lions at the Mystic Aquarium .
  • Learn all about maritimes history at the Mystic Seaport Museum and Village , which is regarded as one of the best, if not the best, Maritimes museums in the country.
  • Hit the trails at Bluff Point State Park.
  • Take a sunset or moonlit cruise with Poet’s Lounge Sailing Charters .
  • Grab a warm lobster roll, which originated in CT, at Ford’s Lobster in nearby Noank.

Click here to read about all the best things to do in Mystic, CT!

12. The Hamptons, NY

Distance From Boston: 5.5 hours if driving the whole way, 6 hours if you drive to New London, CT to take the ferry.

The beaches in the Hamptons are one of the best things to do when visiting during a road trip from Boston.

The Hamptons needs no introduction, as it’s become a famous summer destination in New York thanks to many celebrities calling it a secondary home. Sitting along the Long Island sound, you can expect gorgeous beaches, amazing shopping and restaurants, specialty food markets and farmer’s markets, wineries and plenty of opportunity for rest and relaxation.

The Best Things To Do in The Hamptons:

  • Have a beach day and watch the surfers at Coopers Beach in Southampton.
  • Go vineyard hopping, and taste some of the local wines. Channing Daughters Winery and Wölffer Estates are two great options.
  • Take in the views at Montauk Lighthouse.
  • Enjoy an afternoon of rest and restoration at the Montauk Salt Caves .
  • Have some amazing and fresh seafood at Bostwick’s Chowder House in East Hampton.
  • Rent a bike and ride along Gin Lane in Southampton for incredible views of the ocean, and to see some amazing houses.

13. Ogunquit, ME

Distance From Boston: 1 hour and 15 minutes

It's worth taking a road trip from Boston just to visit Marginal Way in Ogunquit, ME.

One of my favorite beach towns in all of New England is Ogunquit, which is one of the best places to visit in Maine in the summer , but it’s really fun in spring and fall, too. Offering both dramatic and rocky coastline that Maine is famous for, as well as a long, sandy beach that’s perfect for swimming, you’ll get the best of both worlds here. Ogunquit’s town is entirely walkable, so once you drive in, you’ll be able to leave your car behind and get almost everywhere by foot. There’s an amazing downtown scene with plenty of shops and restaurants, and you’re never that far from Ogunquit Beach.

Best Things To Do in Ogunquit, ME:

  • Walk along Marginal Way, where you’ll get the most amazing views of the rocky coastline.
  • Visit Perkins Cove to enjoy its charming shops and restaurants.
  • Spend plenty of time at Ogunquit Beach, one of the best beaches in Maine.
  • For more information on things to do in Ogunquit, click the link below for my detailed travel guide.

Click here to read about more amazing things to do in Ogunquit!

14. Kennebunkport, ME

Distance From Boston: 1 hour and 25 minutes

Just a short distance from Ogunquit is Kennebunkport, so these two destinations could easily be combined, and both are worth your time. Kennebunkport is full of character, and can be visited as either a day trip, or a weekend getaway, from Boston. Offering both beaches and a wonderful downtown scene, this is a great place to relax, unwind and enjoy being by the water.

Best Things To Do in Kennebunkport, ME:

  • Visit Gooch’s Beach for a walk along the shore, or go for a swim.
  • Have an authentic lobsterman experience with Rugosa Lobster Tours .
  • Walk around the downtown and Dock Square shops.
  • Grab an artisanal ice cream cone at Rococo Ice Cream .
  • Have some craft cocktails and beer at Batson River Brewing and Distillery .
  • Walk along Parson’s Way for amazing views of the dramatic coastline.
  • Grab fresh seafood takeout from The Clam Shack .

Click here to see why Kennebunkport is one of the best Christmas towns in New England!

15. Bar Harbor/Acadia National Park

Distance From Boston: 4 hours and 45 minutes

Acadia National Park and Bar Harbor is one of the best road trips from Boston you can take.

One of the absolute best places to visit in all of Maine is Bar Harbor and Acadia National Park, and this will make an epic road trip from Boston. Bar Harbor is the adjacent town to Acadia, and where most people stay when visiting the park. Bar Harbor is a fun destination on its own because it’s full of character, and has great restaurants, and a beautiful harbor-side walking path and park.

Acadia National Park is one of the top destinations in all of New England, providing over 120 miles of hiking trails, and countless opportunities to take in some of the best and most incredible coastline views in the entire Northeast. In my opinion, this is one of the best roads trips from Boston you can take.

Best Things To Do in Bar Harbor & Acadia National Park:

  • Walk along the Ocean Path trail inside Acadia, which is a flat, easy path along Shore Road that provides the most payoff for minimal effort when it comes to the most famous views in the park.
  • Have lunch and popovers at Jordan Pond House inside Acadia, which offers views of the lawn and Jordan Pond.
  • Drive to the summit of Cadillac Mountain inside Acadia for sunrise or sunset.
  • Explore Bar Harbor’s downtown.
  • Take a leisurely walk along Shore Path in Bar Harbor for the best views of the harbor.
  • Visit Bass Harbor Lighthouse inside Acadia.

Tip : You’ll need to purchase a park pass to enter any attractions inside Acadia National Park. Park passes can be purchased online in advance by clicking here .

Psst! I have some posts on Acadia that you may find helpful, including my Acadia National Park Itinerary , and the Best Time To Visit Acadia National Park .

Luxury Road Trip Destinations From Boston

These destinations don’t have to be all about luxury, but since it’s nice to treat yourself every now and then, I wanted to include a few of my favorite luxury resorts that are easy road trips from Boston. If all you’re looking for is a little R&R and some serious pampering without having to leave the resort grounds, these are amazing places to visit.

16. Cliff House in Cape Neddick, ME

If you’re looking for the ultimate coastal Maine getaway to fully relax and recharge, then Cliff House will be the perfect road trip from Boston for you. This oceanfront resort sits atop 70 acres of cliffs, and offers incredible amenities that will allow you fully emerse yourself in Maine’s natural beauty without having to go far. Almost every square foot of this property has an ocean view, so there’s no way you can be stressed during your visit.

What To Expect During Your Stay At Cliff House:

  • Beautifully-appointed rooms with a private terrace, and your choice of partial or full ocean views. Some rooms are also ocean-front.
  • Complimentary coffee, tea and water stations on each floor.
  • A full-service spa.
  • Three oceanfront restaurants and a coffee cafe.
  • Manicured gardens and pathways for relaxing walks.
  • Two outdoor pools, two indoor pools and a hot tub.
  • On-site shopping.

Click here to book your stay at Cliff House!

17. Ocean House in Westerly, RI

Distance From Boston: 1 hour and 45 minutes

For one of the very best luxury experiences in all of New England, Ocean House in Westerly, RI is a truly amazing destination. With the entire properly overlooking the Block Island Sound, it’s guaranteed you’ll be able to relax during your stay. Travel + Leisure has even named Ocean House as one of the top 100 hotels in the entire world.

What To Expect During Your Stay At Ocean House:

  • Freshly designed and elegant coastal New England rooms and suites.
  • Complimentary use of the hotels Mercedes-Benz convertibles for self-guided tours.
  • Complimentary activities within the resort, such as daily yoga and cooking classes.
  • Valet parking included in your room rate.
  • Four on-site restaurants, and lobster dinners on the lawn during the summer.
  • An on-site spa.
  • Beautifully manicured lawns with yard games.
  • Complimentary refreshments throughout the day.

Click here to book your stay at the Ocean House!

18. Mohonk Mountain House in New Paltz, NY

Distance From Boston: 3 hours and 45 minutes

If you’re looking for the ultimate road trip from Boston that combines hiking in the mountains with total relaxation, then Mohonk Mountain House is perfect for you. Located in the small college town of New Paltz, Mohonk Mountain House is right in the heart of the Hudson Valley of New York, and is surrounded by 40,000 acres of forest.

Overviews of the resort have been used in the Amazon Prime series Upload , and has long been rumored to be the inspiration behind Stephen King’s The Shining . But don’t let that scare you away! That only thing that will actually scare you once here is how amazing the views are.

If an overnight stay doesn’t work with your plans, guests can also purchase a day pass to the resort grounds, which allows you access to the hiking trails. This is a great way to enjoy the scenery without committing to an overnight stay.

What To Expect During Your Stay At Mohonk Mountain House:

  • Traditionally-decorated rooms and suites that overlook the mountains. Most rooms also come with private balconies and rocking chairs.
  • Lake Mohonk on the resort grounds.
  • An all-inclusive stay where breakfast, lunch, afternoon tea and dinner, as well as all outdoor activities such as kayaks, row boats and canoes, are all included in the room rate.
  • 85 miles of hiking trails right outside your door.
  • Farm-to-table dining.
  • Benches and chairs situated all over the resort grounds for moments of rest, and to clear your mind.

Click here to book your stay at Mohonk Mountain House!

Click here to read my detailed review of a Mohonk Mountain House Day Pass!

19. Mirbeau Spa in Rhinebeck, NY

Distance From Boston: 3 hours and 10 minutes

Mirbeau has a few locations throughout the Northeast, but my favorite of them all is in Rhinebeck, NY, a beautiful little town in the Hudson Valley. This particular Mirbeau Spa is one of the newer additions to their family, and is decorated in a modern, Parisian style, which makes it feel like a unique destination.

The spas at Mirbeau are really amazing. I’ve personally had massages and treatments at different locations, and they’ve always been consistent in quality (and, of course, relaxation). Guests are invited to walk around in robes, including at lunch, and the on-site hotel allows you to continue your relaxation journey into the evening for the perfect overnight stay.

What To Expect During Your Stay At Mirbeau in Rhinebeck, NY:

  • A serene, calm spa atmosphere throughout the entire grounds.
  • A relaxation room, aqua terrace and steam facility within the spa.
  • Different spa packages to customize your stay that include dining options to make your visit stress-free.
  • Luxurious and Parisian-inspired accommodations with options including in-room fireplaces and soaking tubs.

Click here to book your stay at Mirbeau in Rhinbeck!

Charming Small Town Road Trip Destinations From Boston

If you’re looking to visit some of the most charming towns in New England and New York for your road trip, I’ve got your covered! Here are the most adorable little towns to visit that make awesome road trips from Boston.

20. Saratoga Springs, NY

Distance From Boston: 3 hours and 15 minutes

While technically a city, Saratoga Springs’ historic downtown feels very much like a quaint village. Located in Upstate, NY and known for its horse racing track season, this destination has so much more to offer including a wonderful Main Street for shopping and dining, gorgeous parks, beautiful and historic architecture and live entertainment.

Best Things To Do in Saratoga Springs, NY:

  • Walk around the grounds of Saratoga Spa State Park, which is a National Historic Landmark. You can enjoy a round of golf at an 18-hole championship course, have a picnic by the reflecting pool and admire the architecture of the Hall of Springs.
  • July – Labor Day, visit the Race Track , and even try your hand at placing bets on the winner!
  • Stroll through Congress Park, and find the mineral springs to taste the local water.
  • Enjoy a healing bath at the Roosevelt Baths & Spa . The spa staff is trained on how to draw the perfect bath at just the right temperature, and the minerals in the waters have been said to have health benefits such as reducing sinus congestion and arthritis symptoms.
  • Take in a live show at SPAC , one of the the country’s most renowned outdoor concert venues.
  • Walk up and down Broadway, downtown’s main street, to visit the local shops and restaurants.
  • Grab delicious cocktails with lunch or dinner at Morrissey’s Lounge & Bistro inside the famed Adelphi Hotel. Better yet, book an overnight stay at this Gilded Age-era boutique hotel, located in the heart of Saratoga’s downtown.

Click here to book your stay at the Adelphi Hotel in Saratoga Springs!

21. Skaneateles, NY

Distance From Boston: 5 hours and 20 minutes

Skaneateles is a lakeside town in the Finger Lakes region of Upstate, NY, and is a wonderful place to visit, especially in the Summer. With Skaneateles Lake right in the heart of downtown, and an adorable Main Street with really nice shops and restaurants, the quaintness of the town is perfect for rest and relaxation, but also offers plenty to do to keep from ever being bored.

Best Things To Do in Skaneateles, NY:

  • Walk around Main Street to visit the boutiques.
  • Sit and admire the views of the lake from the town’s many waterfront areas.
  • Visit Anyela’s Vineyards to enjoy a tasting, or sip on a glass of wine and take in the peaceful views of the vineyards.
  • Head out onto the lake for a boat tour.
  • Grab dinner and drinks at the Sherwood Inn , located right in the heart of town, and just across the street from the lake.
  • Spend the day getting pampered at Mirbeau Inn & Spa , the original Mirbeau location, which is home to a Monet-inspired garden and bridge.

Click here to book your stay at Mirbeau Inn & Spa in Skaneateles!

Click here to read more suggestions on the best things to do in Skaneateles, NY!

22. Lake Placid, NY

Distance From Boston: 5 hours

Ice skating on Mirror Lake is one of the best things to do in Lake Placid in the winter during your road trip from Boston.

Known for hosting two Olympic games, Lake Placid in the Adirondack region of Upstate NY has so much more to offer (although, the Olympic sites are definitely worth visiting!). I personally love visiting Lake Placid in the winter because the alpine-inspired town really seems to come alive with apres-ski vibes, but it’s really a great destination all year round. While in Lake Placid, you’ll be surrounded by mountains and fresh air, and feel like you’ve truly escaped from every day life.

Best Things To Do in Lake Placid, NY:

  • Walk around Mirror Lake, located in the heart of Lake Placid’s downtown.
  • In the winter, enjoy skiing at Whiteface Mountain , and ice skating and a Toboggan Chute on Mirror Lake.
  • Enjoy the miles of hiking trails in the nearby mountains.
  • Walk around the alpine-inspired downtown village to visit the quaint shops.
  • In the summer, go for a swim in Mirror Lake from the public beach area.
  • Visit the Olympic sites, including the ski jump, ice arena and the Lake Placid Olympic Museum .
  • Walk around High Falls Gorge, a 22-acre nature park with waterfalls.
  • Grab drinks and lunch or dinner at The Cottage, a restaurant at Mirror Lake Inn Resort & Spa that sits right on Mirror Lake. Better yet, book an overnight stay, and also enjoy the on-site spa for the ultimate Lake Placid getaway!

Click here to book your stay at the Mirror Lake Inn Resort & Spa in Lake Placid .

Click here to read my post on all the best things to do in Lake Placid in the fall!

23. Hudson, NY

Distance From Boston: 2 hours and 45 minutes

Located in the Hudson Valley of New York, Hudson is known as being incredibly charming, and one of the best destinations for antiquing in the area. This is a great little town to visit if you’re looking to relax, enjoy a small-town atmosphere and see where the day takes you. Hudson is also a great destination if you’re looking to explore the entire Hudson Valley region.

Best Things To Do in Hudson, NY:

  • Antiquing! There are countless antique shops in Hudson, and you’ll definitely want to check out The Antique Warehouse , which has over 300,000 sq. feet of treasures.
  • Stroll down Warren Street, where most of the storefronts can be found.
  • Take a boat cruise along the Hudson River with Hudson Cruises , which offers tours to the Hudson-Athens Lighthouse, and even murder mystery cruises!
  • The Hudson Farmer’s Market is regarded as one of the best in the region, and is open every Saturday in-season, and also has a winter location February-April.
  • Tour the local art galleries.
  • Go for a nature walk in the Greenport Conservation Area, which is home to over 7 miles of trails, and is walkable from downtown Hudson.

Click here to read my post on the best things to do in Upstate New York in the fall!

24. Manchester, VT

This small little town in Southern Vermont is the perfect place to disconnect and relax. As you cross the New York/Vermont border, you’ll begin to see the tall mountains all around you, and instantly feel more at peace. In fact, you’ll be able to see the surrounding mountains from everywhere in downtown Manchester. And with everything to do from shopping and dining to hiking and nature walks, you’re sure to find something that everyone in your group will enjoy.

Best Things To Do in Manchester, VT:

  • Hike or drive up Mt. Equinox, the tallest mountain in the Taconic Range, and enjoy the incredible views from above.
  • Browse through Northshire Bookstore , an amazing independent bookstore that’s been in business since 1976. Here, you’ll find new and used books, a wonderful children’s section, and unique Vermont-inspired gifts and souvenirs.
  • Visit Hildene , the Lincoln family estate, where visitors can tour the gardens, walking trails, farm land and indoor exhibits, and enjoy sweeping views of the Vermont countryside.
  • Rent a tube at Vermont River Runners and take a relaxing water tube ride along the Battenkill River, which is perfect for a warm summer day.
  • Grab a sandwich as big as your head at Zoey’s Deli . I also love their homemade chips!
  • Hike the Lye Brook Falls trails to visit a beautiful waterfall. The trailhead is a short 5-minute drive from town center.
  • Go for a dip in the Dorset Marble Quarry for a unique swimming experience!
  • After your swim, visit the Dorset Union Store , a quintessential Vermont country store.

Click here for an awesome Vermont covered bridges tour itinerary!

25. Woodstock, VT

Distance From Boston: 2.5 hours

Of all the Vermont towns on this list, I think Woodstock might be my favorite. I love them all, but there’s something about Woodstock that just screams New England charm, and perfectly balances being a town that caters to tourists, while not losing any of the local character. It’s one of those idyllic towns you’ll daydream about moving to.

Best Things To Do in Woodstock, VT:

  • Walk through the truly adorable village and enjoy the local shops and coffee cafes.
  • Head over to the Woodstock Middle Covered Bridge, located right in the village, for a picture-perfect Vermont moment.
  • Get your hands muddy with a pottery workshop at Farmhouse Pottery .
  • Drive to nearby Quechee and visit the Simon Pearce Restaurant & Mill , and take in a live glass-blowing demonstration, as well as lunch overlooking the gorge.
  • Head over to Quechee Gorge Village after Simon Pearce for some antiquing.
  • Visit Billings Farm & Museum to tour a working dairy farm, gardens and orchards, and see live demonstrations. The grounds here are truly spectacular!
  • Hike Mount Tom for stunning views of Woodstock from above.
  • Best Places To Stay In Vermont In The Fall
  • Best Things To Do In Woodstock, VT
  • Best Winter Getaways In New England

26. Stowe, VT

Distance From Boston: 3 hours and 20 minutes

Stowe is an adorable little village in Northern Vermont that I love to visit, and it always puts a smile on my face. Even though it’s a well-known ski destination in the winter months, it’s a great little place to visit year-round will lots of outdoor activities and perfect Vermont scenery all over, including some beautiful covered bridges.

Best Things To Do in Stowe, VT:

  • Hike Mount Mansfield, the highest mountain in Vermont, or drive the auto road to the summit.
  • See if you believe in ghosts at Emily’s Covered Bridge. Legend says it’s haunted by a girl who hung herself on the bridge after her boyfriend never came to meet her.
  • Walk the Stowe Recreation Path, a 5.5-mile long paved path that goes through beautiful scenery throughout the village. The path can be accessed from several locations in the village.
  • Connect to the Quiet Path along the Rec Path, which is reserved for walkers only (meaning, no bikes wizzing by you). It meanders through parts of Mayo Farm, and is a very relaxing way to spend an afternoon.
  • Go hiking at Smuggler’s Notch State Park.
  • Visit the nearby Ben & Jerry’s Factory for a tour.
  • Explore Sterling Falls Gorge.
  • In the winter, hit the slopes at Stowe Mountain Ski Resort.
  • Pick up some chocolates from Lake Champlain Chocolates.
  • Best Things To Do In Stowe, VT
  • Best Stops To Make When Driving From Boston to Stowe, VT
  • Best Things To Do In Vermont In The Winter

27. Greenwich, CT

Distance From Boston: 3 hours

Greenwich is an absolutely beautiful town that sits right on the border of New York, and also very accessible to Manhattan. I love coming to this idyllic little town when I want a day of relaxing, shopping, dining, being outside, visiting the beach and enjoying the gorgeous scenery.

Best Things To Do in Greenwich, CT:

  • Shop the stores along Greenwich Avenue.
  • Enjoy a serene walk through the Donald M. Kendall Sculpture Gardens in nearby Purchase, NY.
  • Meander through Montgomery Pinetum, a public park that’s very relaxing, and also has beautiful ponds, nature trails and gardens with an educational center and greenhouse.
  • Head to the Lobster Bin for an amazing lobster roll on-the-go.
  • Spend some time at the beaches along Greenwich Point Park.
  • Admire the architecture of the historic district buildings.

28. Jackson, NH

Let’s head to the White Mountain National Forest in New Hampshire! One of the best towns to stay in is Jackson, where you’ll find a lovely downtown and Main Street, an iconic red covered bridge, and endless opportunities to explore the White Mountains region, including lots of hiking and outdoor activities. While it’s most popular during the winter for skiing, and the fall for foliage season, Jackson can be enjoyed year-round.

Best Things To Do in Jackson, NH:

  • Visit Honeymoon Bridge, the town’s famous red covered bridge.
  • Drive to the summit of Mount Washington, the highest peak in New England.
  • Hike the Glen Ellis Falls Trail.
  • Explore the downtown shops and restaurants.
  • In the winter, go skiing at Black Mountain. In the summer, the mountain offers horseback riding and lots of hiking trails.

You may also like: The best things to do in New England in the fall!

City Life Road Trip Destinations From Boston

Even though you’re road-tripping from a city already, it’s still exciting to explore a new one. There are quite a few cities that make for amazing road trips from Boston, and many of them can be combined with other destinations from this list to offer the best of city life, and coastal or small-town living.

29. Portsmouth, NH

Distance From Boston: 1 hour

Portsmouth, NH's harborwalk is a great thing to do when visiting the city.

This charming little city is just a short drive from Boston, and definitely feels more like a town than a city. Portsmouth is a port-side city with a gorgeous downtown filled with quaint shops and boutiques, and is known as being a huge foodie destination. This is a great city to visit if you’re looking for a lot of character, and lots of options when it comes to being outside, dining and shopping.

Best Things To Do in Portsmouth, NH:

  • Grab some fresh and delicious pastries from Elephantine Bakery , and be sure to enjoy them just outside the cafe in the most adorable little courtyard.
  • Shop the boutiques in downtown Portsmouth.
  • Walk along Prescott Park, which has over 10 acres of waterfront gardens and paths, and is home to live entertainment in the summer months.
  • Take a dip in the water at Great Island Common Park.
  • Go brewery hopping, as Portsmouth is home to five breweries.
  • Enjoy a drink at the Book & Bar , a combined bookstore, cafe and bar.
  • Head out onto the water with Portsmouth Harbor Cruises .
  • Visit Portsmouth Harbor Lighthouse.

30. Providence, RI

Providence, RI sits along Providence River, and makes for a wonderful road trip from Boston.

Providence is the capital of Rhode Island, and also home to famed schools Brown University and the Rhode Island School of Design. It’s also a really fun city to be a tourist! With Providence River running through the city, you still have opportunities to feel like you’re connected to nature, and with tons of restaurants, shops, nightlife and history, this destination makes for an amazing road trip from Boston.

Best Things To Do in Providence, RI:

  • Visit The Arcade , the country’s very first shopping mall designed with Greek revival architecture, and now home to some awesome boutiques and art galleries.
  • Visit the Roger Williams Park Zoo , which is the third oldest zoo in the country, where guests can feed giraffes and other farm animals, and see over 160 different species while visiting. You can also jump on the Explore and Soar ride, which is a fun zip ride and train excursion through the forests.
  • Enjoy a leisurely walk along the Providence Riverwalk.
  • During the summer, experience WaterFire, where braziers are set with bonfires in the middle of the river.
  • Take in the exhibits at the RISD Museum of Art.
  • Take a Venetian gondola ride along the river at Waterplace Park.
  • Do a self-guided historical walking tour along Benefit Street to see some of the city’s most historic houses and buildings.
  • Take a boat tour along the Providence River.

Click here to read my post on the best day trips from Providence!

31. Portland, ME

Portland Head Lighthouse is a must-see during your road trip from Boston.

Portland is an exciting waterfront city in Maine that sits on a peninsula along Casco Bay, and provides the best of both worlds as far as being a city destination that’s also coastal. With things to do outdoors along the dramatic coastline, to an amazing restaurant and food scene, Portland has a little something for everyone during your road trip from Boston.

Best Things To Do in Portland, ME:

  • Portland Head Lighthouse is a must! It’s the most famous lighthouse in Maine, and one of the most iconic in all of New England. Nearby, you can also visit Spring Point Ledge Light and Bug Light, and do a mini lighthouse tour without leaving the city!
  • Visit one of my favorite breweries in New England, Bissell Brothers . They also get bonus points for being close to the waterfront at Thompson’s Point.
  • Meander around Old Port to see the city’s fishing industry come to life.
  • Walk along the lively waterfront scene on Commercial Street for shopping, dining and water views.
  • Tour the open waters on a beautiful Schooner tour with Portland Schooner . They also invite you to pack a picnic with beer and wine to enhance your experience.
  • Tour the Portland Arts District, which is filled with art galleries, museums and theaters.
  • Take a culinary tour of the city and learn the very best places to eat, led by a local. Click the link below to book your tour, or learn more info.

Click here to book your walking culinary tour in Portland!

You may also like:

  • Best Boston Hotels Near The Aquarium
  • Best Stops To Make Driving From Boston To Portland, Maine
  • Best Day Trips From Portland, Maine
  • Best Breweries In Portland, Maine
  • Best Things To Do In New England For Your Bucket List

32. New York City

Distance From Boston: 3 hours and 45 minutes (but always allow extra time for traffic)

Be sure to walk across the Brooklyn Bridge, and take in views from a distance at Pebble Beach.

New York City needs no introduction, and if you’ve never been to the city that never sleeps, this is an absolute must if you’re looking into road trips from Boston. Below is a list of my absolute favorite things to do when I visit NYC, which includes the best things to do for first-time visitors.

The Best Things To Do in New York City:

  • Walk the Brooklyn Bridge and visit DUMBO for sweeping views of both the Brooklyn and Manhattan bridges.
  • Get bagels at Brooklyn Bagel (the best in the city).
  • Visit Central park, and be sure to stop at Bow Bridge, Belvedere Castle and The Mall walkway.
  • Grab a slice of pizza at Joe’s (150 E 14th St.)
  • Explore the MET Museum and Cloisters.
  • Take the Staten Island Ferry for views of the Statue of Liberty (this is free and way better than the official tours, which are super crowded!).
  • See a broadway show.
  • It’s touristy, but I love going to the top of the Empire State Building.
  • Walk around the West Village for amazing streets and brownstones.

33. Burlington, VT

Church Street in Burlington, VT is a must-see if you decide to road trip here from Boston.

Burlington is a small and beautiful city in Northern Vermont that sits along Lake Champlain, and is wonderfully diverse, exuberant and also very relaxing. This is a great destination if you’re looking for a small-town feel set in a bigger city, waterfront and outdoor activities, an art scene and plenty of amazing restaurants.

Best Things To Do in Burlington, VT:

  • Walk around Church Street, a pedestrian-only area lined with unique shops and restaurants.
  • Stroll around the waterfront to admire the views of Lake Champlain, as well as the Burlington Breakwater Lighthouse.
  • Bike the Burlington Bike Path, a beautiful path along the lake that’s over 7 miles long.
  • Go kayaking or stand up paddleboarding on the lake.
  • Head to nearby Shelburne to tour Shelburne Farms , one of my favorite things to do in all of Vermont! There are tons of hiking and walking trails through the 1400-acre picturesque grounds, and you can stop to sample their homemade cheeses and baked goods along the way.
  • Take in the art scene on the South End, which is loaded with galleries and shops.
  • Get a taste for the local brews with a Sip of Burlington Beer Tour. Join a small group for dinner, and learn from a local brew expert as you taste all the different beers that are brewed nearby. Click the link below to learn more, or book your tour.

Click here to book your Beer of Burlington experience!

34. Philadelphia, PA

Philadelphia is a great city destination when planning a road trip in the Northeast.

Last but most definitely not least on our round-up of the best road trips from Boston, is the city of Brothery Love, Philadelphia. Philly is Pennsylvania’s largest city, and is deeply rooted in history, but there are all kinds of things to do from exciting nightlife and amazing food to parks and waterfront activities.

Best Things To Do in Philadelphia, PA:

  • Run up the Rocky Steps at the Philadelphia Museum of Art, and snap a picture with the Rocky statue. A bit touristy, but if you’re a fan of the movie, you gotta go for it.
  • Speaking of the Philadelphia Museum of Art , after your Rocky moment, be sure to visit. They have an amazing American art collection, as well as works by famed impressionists Renoir, Degas and Monet.
  • Tour Independence Hall, regarded as the birthplace of the United States, and where the Declaration of Independence was debated by our Founding Fathers.
  • Venture just outside the city to visit Longwood Gardens, an expansive garden oasis filled with both indoor and outdoor gardens and, and beautifully designed grounds.
  • Grab a Philly cheesesteak at Woodrow’s Sandwich Shop .
  • Stroll along the Delaware Riverfront to explore Cherry Street and Race Street Piers, and take in amazing views of the Benjamin Franklin Bridge.
  • Hop on a BYOB trolley tour of the city, hosted by hilarious guides that share historic and entertaining information, and take you to some of the top sites in the city. Click the link below to learn more, or book your tour.

Click here to book your Historically Hilarious Trolley Tour in Philadelphia!

Road Trip Itinerary Options

If you’re looking to combine towns from this list into longer roads trips, or are wondering which towns are close enough to combine together to maximize your time and cover the most ground, I’ve got you covered! Below you’ll find suggested itineraries with different routes you can take while planning the best road trips from Boston.

Option 1: Massachusetts North Shore Road Trip From Boston

A map of the North Shore route from Boston.

For this route, you’ll head north from Boston and visit the following destinations:

  • Newburyport & Plum Island
  • Portsmouth, NH

Days Needed For This Route: 2-4 . If you’re looking for an easy road trip from Boston with lots of options, this is an awesome route to take. You can do it in as little as 2 days for a weekend trip, or add on two additional days to take your time and explore each town.

Option 2: Cape Cod & The Islands Road Trip From Boston

A map of the Cape Cod road trip from Boston route.

For this route, you’ll head south from Boston and visit the following destinations:

  • Martha’s Vineyard

Days Needed For This Route: 7-8 days. Because this route requires ferries from Cape Cod to the islands, and with Cape Cod being a larger region to explore, I recommend a week.

If you have less time, the islands could be done as day trips, and you could attempt this route in about 5 days . If you have 10 days, I would suggest spending one night in Plymouth, 5 days on Cape Cod, two nights on Nantucket and two nights on Martha’s Vineyard for the ultimate Cape Cod road trip.

Option 3: Boston To Bar Harbor Road Trip

A map of the route from Boston to Bar Harbor.

This route will take you up the coast of Maine and stop in these destinations:

  • Newburyport, MA
  • Ogunquit, ME
  • Kennebunkport, ME
  • Portland, ME
  • Bar Harbor, ME

Days Needed For This Route: 7-10 days. I suggest this much time because your final destination, Bar Harbor, is home to Acadia National Park, and there’s so much to see and do just in the park. And each stop along the way is a very worthy destination to spend at least one night in.

If you’re very short on time, you can do this route in 4 nights with this itinerary:

  • On your way to Ogunquit, pass through Newburyport and spend 2-3 hours there. Arrive in Ogunquit late afternoon to spend the night.
  • The next day, spend the morning in Ogunquit, and then drive to Kennebunkport to spend about 3 hours exploring there. Drive to Portland, and spend the night.
  • The next day, spend your morning in Portland, and then drive to Bar Harbor to arrive by mid-afternoon. Spend 2 nights in Bar Harbor.
  • Drive back to Boston.

I have a detailed Boston To Bar Harbor, Maine Road Trip Itinerary if you’d like more help with planning!

Option 4: Vermont Road Trip From Boston

A map of the Vermont road trip from Boston route.

For this route, you’ll head northwest of Boston, and drive through the best towns in Vermont from this list. You’ll cover these destinations:

  • Manchester, VT
  • Woodstock, VT
  • Burlington, VT

Note : This route isn’t as direct as the other routes, and will include 6.5 hours of driving time to get from Boston to Burlington, stopping at the other destinations along the way. But then you can drive direct from Burlington to Boston on your way home, which will only take 3.5 hours.

Days Needed For This Route: 3-5 days . This could easily be a long weekend itinerary if you don’t stop in each town overnight, and just visit Manchester and Stowe for a few hours each. You could, of course, take your time, and do up to 5 nights for this itinerary.

Option 5: Rhode Island & Coastal Connecticut Road Trip From Boston

A map of the coastal Rhode Island road trip from Boston route.

This route will take you southwest from Boston, and you’ll visit these destinations:

  • Providence, RI
  • Newport, RI
  • Block Island, RI
  • Westerly, RI

Days Needed For This Route: 3-6 days . This is another itinerary you could also do in a weekend if you only spend a few hours in Mystic, as a day trip from Newport, and skip going to Block Island. To visit all these destinations, you’ll need about 5 days, but 6 would be ideal to not feel rushed.

Tip : If you wanted to extend your road trip further along this route, there is a ferry that leaves from New London, CT, and goes to the Hamptons!

Option 6: Boston To New York City & The Hamptons Road Trip

A map of the route from Boston to New York City and the Hamptons.

This route will take you to these destinations:

  • Rhinebeck, NY
  • New Paltz, NY
  • New York City
  • The Hamptons
  • Optional add-on: Philadelphia, PA

Note : The route from Boston to The Hamptons, while making all the stops in the Hudson Valley in-between, is not direct, and will take about 7.5 hours without stops, so I highly suggest you stop overnight in at least one of the towns to break up your drive. If you wanted to visit Philadelphia, this would be the route you would want to add that destination to, as you will have to drive through NYC to get there.

Days Needed For This Route: 1 week. To do this route in 7 days, I would suggest spending a few hours each in Hudson and Rhinebeck, then spend the night in New Paltz (splurging at Mohonk Mountain House is definitely worth it!). Then drive to NYC the next day, and spend 3 nights there. Then drive to The Hamptons, and spend 3 nights. If you want to add Philadelphia, you’ll want to add an extra night or two.

If you’re short on time and want to do this route in fewer days, I would suggest spending a night in the Hudson Valley (same as above), spend 3 nights in NYC, but include a day trip to The Hamptons. Or, if The Hamptons is of more interest to you, you could spend one night in NYC, and spend a night or two in The Hamptons. And then drive back to Boston.

The other option is to drive direct from Boston to New York City, and leave out the Hudson Valley towns entirely. On that route, your focus would be New York City and The Hamptons.

What Towns Are 1 Hour From Boston?

Plymouth, Salem, Rockport, Newburyport are all within an hour from Boston, and make for wonderful road trips or day trips from Boston.

Towns not mentioned on this list that are also an hour or less from Boston that are perfect for a road trip are Scituate, Gloucester, Manchester-By-The-Sea and Essex, all of which are located in Massachusetts.

What Cities Are 6 Hours From Boston?

New York City, Portsmouth, NH, Philadelphia, PA, Portland, ME, Burlington, VT and Providence, RI are all within 6 hours or less from Boston, and are all included on this list as amazing road trips from Boston.

Is Boston Close To Niagara Falls?

Boston is over 7 hours from Niagara Falls, and for that reason, didn’t make this list of road trips. But if you have extra time, it could be added to a road trip itinerary for Skaneateles, NY and the finger lakes region.

  • 7-Day New England Road Trip Itinerary
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  • Boston In The Fall: Fun Things To Do!
  • The Best New England Gifts and Souvenirs to Look For During Your Trip
  • 60+ Things To Do In Vermont
  • Summer In New England: Best Places To Go & Things To Do!
  • Incredible New England Resorts & Spas
  • Best Time To Visit New England
  • Driving Boston To New York City: Best Stops & Routes To Take

That’s A Wrap On The Best Road Trips From Boston

As you can see, Boston is really an incredible gateway to all of the Northeast, making it easy to take lots of different road trips. Whether you want to explore the coast of Massachusetts and Maine, go cute-town-hopping through Vermont or visit as many cities as you can, you’re now ready to plan which of these road trips from Boston is perfect for you.

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20 best day trips from boston (+ weekend trip options).

Are you looking to take some of the best day trips from Boston on your upcoming trip? This guide covers some diverse (and amazing!) Boston day trips to add to that itinerary!

If youʻre booking your trip to Boston last minute, you may want to book your tours and hotels ASAP to ensure availability!

🇺🇸  Best day tours, tickets, and activities in Boston:

  • Martha’s Vineyard island tour from Boston (best day trip!)
  • Whale-watching cruise in Boston (half-day seasonal option)
  • Historical sightseeing cruise around Boston
  • Boston Tea Party ships and museum tour (great for kids!)

🛌  Our favorite places to stay in Boston:

  • The Revolution Hotel (affordable and hip!)
  • The Godfrey Hotel Boston
  • Omni Boston Hotel at the Seaport (rooftop pool!)

🚗  Looking to travel around Boston independently? Click here to check MA rental car rates !

The city of Boston is extremely diverse and it really packs a punch for travelers all over the world… but, there is more to Boston than means the eye.

There are top-notch universities, US history (and lots of it!), and more in this New England city. You will also find incredible food and some of the best day trips from any city in the country.

Best day trips from Boston (Rockport, MA)

This guide covers the best places to visit near Boston and day trips that will make your trip even better. And, some of these trips are a bit longer and are better done as weekend getaways from Boston.

Did we miss any fantastic day or weekend trips from Boston? Let us know in the comments. Thanks!

In this post...

Boston Day Trips (Within 2 Hours)

Boston day trips (2-3 hours), best places to stay in boston, additional new england travel guides, pin this day trips from boston guide, 1. whale watching in boston.

Spending time out on the water whale watching is a leisurely way to spend part of your day outside Boston . 

The great news is that you don’t even have to travel very far – many whale-watching ships depart directly from Boston Harbor. 

Whale watching in Boston

The best months to go whale watching in Boston are from May to October, which is when many people choose to visit Boston anyway. 

There are a number of tour companies that offer the opportunity to get up close and personal with the ocean’s most magnificent creatures – prices generally start around $70 per person for adults. 

>> Click here to check whale-watching tour rates and availability

Location: Massachusetts Distance from Boston: 24 miles (35 minutes)

Founded in 1626, Salem is one of the oldest towns in the United States. It is certainly best known for the 1692 Salem Witch Trials. 

Most people visit in the fall for its October Haunted Happenings festival, however, Salem is fantastic to visit year-round.

While witches capture much of the visitor’s imagination, Salem is also home to spectacular architecture, world-class museums, and historical sites that showcase its long legacy. 

When you first arrive, be sure to request tickets for the Salem Witch Museum. You will often get a zoned entry time for several hours later.

Depending on when your entry is, spend some time exploring the Salem Heritage Trail, a self-guided tour of historic Salem that begins with a brief film at the National Park Service Visitor Center.

Salem, MA

Be sure not to miss the House of the Seven Gables, the oldest house in New England; the Witch House, the only remaining house from the Witch Trials period; and the Burying Point and Howard Street Cemetery, the town’s 2 largest cemeteries, where the victims of the witch trials are buried.

The Peabody Essex Museum is also absolutely worth a visit.

Salem is only about 40 minutes away from Boston, making it super ideal for a day trip. It’s definitely easiest to take the commuter rail from Boston’s North Station – just hop on the Newburyport-Rockport line. 

Be sure to take advantage of the frequently discounted “all you can ride” tickets for $10 if you’re visiting on a weekend.

If you do decide to drive, it’s a short distance, but beware that you could hit a decent amount of traffic and the parking situation is very challenging.

The commuter rail stops a mere few blocks from downtown and runs on a regular schedule, approximately every hour.

3. Providence

Location: Rhode Island Distance from Boston: 51 miles (1 hour)

Providence is the highly underrated capital city of Rhode Island, the smallest state in all of the USA . What it lacks in size, it makes up for in gastronomy, culture, history, and attitude. 

One of the best things to do in Providence is to visit the RISD (Rhode Island School of Design) Museum. RISD is one of the leading art schools in the entire country, and the museum showcases the work of its students. 

You can see everything here from textiles and blown glass to paintings and hand-crafted jewelry.

Strolling around the old colonial streets of the East Side or exploring vintage shops and hip restaurants on the West End are also popular things to do. 

Be sure to stay for lunch and dinner, so you have twice the opportunity to check out some of the best restaurants in Providence.

Providence, Rhode Island

If you happen to be visiting on a Saturday in the summer months, be sure to check out Waterfire. Waterfire is an event exclusive to Providence, where fires are lit along the center of the Providence River. 

Street vendors and performers are eager to show off their crafts and menus as you stroll around Waterplace Park. If you want a really special experience, gondola rides are available on the river as well.

Providence is extremely pedestrian-friendly, though public transportation is prevalent and reliable. The fastest way to come from Boston is to take the train, which takes under 30 minutes and leaves you in the city center. 

Driving or taking the bus are also options, these will take around 50 minutes to an hour. 

There are parking garages in downtown Providence for a fee or you can find metered parking on some streets. You WILL get a ticket if you don’t feed the meter, though!

4. Rockport

Location: Massachusetts Distance from Boston: 43 miles (49 minutes)

Rockport is a perfect place for a day trip as it’s a quaint, seaside village just under an hour north of Boston.

It’s on the tip of the Cape Ann peninsula, making it a great place for a boat ride to enjoy the views from the water. Or, enjoy the beautiful tapestry of boats surrounding the village.

One of the most famous sites is the red fishing shack with buoys hung on one side called Motif Number 1.

The name is believed to have come from an artist and it’s certainly a view that’s quintessential New England, drawing art lovers in for a visit. 

Rockport, MA

Walk to the nearby Front Beach or wander the many shops in the town.

Most are small and independently owned with an eclectic mix of offerings. Rockport is an artist colony and you’ll see lots of amazing galleries around town as well. 

Get a “lobstah,” as the locals call it, or a lobster roll at Roy Moore Lobster Co. and enjoy it with sea views. 

Then, walk out onto the rock jetty at the end of the picturesque Bearskin Neck to enjoy the waves crashing around you.

Head back into town for handmade ice cream at the adorable little Ice Cream Store. You’ll love this quaint small town that’s so representative of coastal New England.

5. Hampton Beach

Location: New Hampshire Distance from Boston: 52 miles (57 minutes)

Given the fact that New Hampshire’s coastline is less than 20 miles long, you can be sure that Hampton Beach is jam-packed with beach-oriented activities. 

The whole place is a fun, diversified mix of vacationing families and partying college kids. The first time I visited here, I was a partying college kid myself, as I went to a university not too far away. 

Hampton Beach boasts a long stretch of white, soft sand with waves that fluctuate from barely-there to surf-worthy. 

Directly behind the beach is a wide ‘boardwalk,’ where you can find shops, restaurants, bars, arcades, and food trucks with plenty of options to accommodate everyone in your group.

Hampton Beach, NH

Another place worth visiting is the Hampton Beach Casino. This place has tons of fun options for shopping, food, and entertainment.

There are arcade games, a water slide, indoor miniature golf, and souvenir shopping.

The preferred (and fastest) way to get to Hampton Beach from Boston is driving. This takes just under an hour.

However, if driving isn’t an option, take a train to Newburyport from North Station, and a short 20-minute taxi ride from Newburyport. 

This option takes just under an hour and thirty minutes.

6. Concord & Lexington

Location: Massachusetts Distance from Boston: 19 miles (32 minutes)

For history buffs, a day trip from Boston to Lexington and Concord is nothing short of perfection.

These two towns are perfectly positioned to visit both during a day trip from Boston and give incredible insight into the start of the American Revolution. 

In fact, this is where it all began, at the Battle of Lexington and Concord when the Minutemen courageously fought for America’s freedom from Britain.

In addition to American historical sites, a popular stop in Lexington is Wilson Farm. The farm has a great selection of prepared foods, cheese, fresh fruits, and freshly baked confections.

In Concord, you can visit the house museum of Louisa May Alcott, the author of the famous book Little Women . A tour of her original home gives you insight into her life and family, on whom she based her book. 

Bring a backpack in case you want to picnic at Walden Pond, Henry David Thoreau’s famous sanctuary.

At Walden Pond, you can take a dip or discover the remnants of Henry David Thoreau’s home. A walk around the pond will take roughly an hour.

Concord, MA

Be sure to visit Lexington Green, where the first battle between the Minutemen and Redcoats transpired. This stunning green is right in the center of Lexington and is brimming with history. 

Take some time to stroll through the center, exploring shops and eateries.

Minuteman Historical Park in Concord is where you can explore battlefields and monuments, and perhaps see a reenactment if your timing is right. 

Coming from Boston, this day trip is only a 20-minute car ride. If you’re limited to public transportation, you can take the subway and then a bus, which will take you about an hour and twenty minutes.

7. Plimoth Patuxet Museums

Location: Plymouth, Massachusetts Distance from Boston: 40 miles (47 minutes)

Another absolute gem for lovers of yesteryear, Plimoth Patuxet Museums  is essentially a living history museum. 

Ever wondered what life might have been like for the first pilgrims who arrived in America? 

Plimoth Patuxet is where you will see first-hand. Travel through time to Massachusetts in the 17th century as you explore, learn, and experience. 

The open-air museum includes a replica of the Mayflower, a small village, a working water-powered mill, and a replica of a Native American settlement. 

Plimoth Plantation in Plymouth, MA

There are actors who portray people living during this time, actual livestock that would have been used, working farms, and more.

In the Native American (Wamponaug) settlement, there are no actors, but Native American people who are dressed in traditional period clothing. 

They speak in modern terms and give incredible insight into the complex relations between the pilgrims and the Native Americans.

The museum is open from March through November.

The easiest way to arrive from Boston is to take a bus to Plymouth and then a short (less than five minute) taxi ride to Plimoth Patuxet Museums. The entire journey takes just over an hour. Wear your walking shoes!

8. Portsmouth

Location: New Hampshire Distance from Boston: 63 miles (1 hour 10 minutes)

Located on New Hampshire’s Seacoast region right along the border with Maine, Portsmouth is a must-see in New England and an eminently doable day trip.

Located just over an hour’s drive from Boston, Portsmouth was incorporated into the colony of New Hampshire in 1653 and served as the seat of government and a bustling shipping hub for many years.

Today, due to New Hampshire’s lack of sales tax, the popularity of Portsmouth as a shopping destination continues.

Driving is likely the best way to get to Portsmouth from Boston, and there is a lot of parking available for only $2 per hour, which is quite reasonable. 

The best thing to do in Portsmouth is to just walk around and take it all in. Meander around the sublime waterfront of Prescott Park and marvel at the period architecture that prevails all over town. 

Portsmouth, NH - Great Boston day trip

Or, pop into the nearby Strawbery Banke Museum, which has lovingly preserved 40-period buildings from the 17th through 20th centuries. Spend time people-watching, shopping, and dining in Market Square. 

This is the main hub of the town, filled with delightful boutiques, ice cream parlors, and cute lunch options.

Don’t miss the beautiful North Church, and stick around the area to hear buskers perform.

If you’re in the mood for another museum in the afternoon, the USS Albacore Museum has much to offer maritime history aficionados, or perhaps consider crossing the border into Kittery, Maine, just across the bridge.

9. Old Sturbridge Village

Location: Massachusetts Distance from Boston: 60 miles (1 hour 6 minutes)

Old Sturbridge Village is an open-air, living history museum that makes for an easy day trip from Boston. Here, you’ll find true-to-form replicas of New England life in the early 19th century. 

Old Sturbridge has antiquated buildings, functioning farms, educational exhibitions, and sprawling grounds to explore.

Similar to Plimoth Plantation, there are actors that are adorned in period costumes and act as an interpreter into early rural New England life. 

This is a fully immersive experience that allows for a greater depth of understanding of the era. 

Old Sturbridge Village

Before or after your museum experience, take a little time to explore Sturbridge itself. Sturbridge has fostered a seamless amalgam of contemporary comfort and authentic charm. 

The small, enchanting town has a wide variety of shopping, restaurants, and outdoor activities to enjoy.

From Boston, it’s fastest to drive, taking just around an hour. If you are using public transportation, take a bus to Sturbridge and then a 4-minute taxi ride, or leisurely walk, to Old Sturbridge Village. 

This is a popular day trip in New England and worth a full day!

10. Bristol

Location: Rhode Island Distance from Boston: 65 miles (1 hour 21 minutes)

Bristol , Rhode Island is a classic New England coastal town. It is located on a peninsula nestled between Narragansett and Mount Hope Bays, offering stunning views throughout town.

Bristol has an extensive history, including the oldest continuous Fourth of July celebration in all of the United States!

If you happen to be in the area during Independence Day, do yourself a favor and take a day trip from Boston to experience this timeless celebration. 

There are plenty of things to do in Bristol year-round, however. Blithewold Mansion, Colt State Park, and the East Bay Bike Path are popular tourist stopovers. 

Historic Blithewold Mansion in Bristol, RI

There are delicious restaurants in town and quaint coffee shops to sit and people-watch. Bristol maintains its “Main Street America” vibe with colonial estates, tree-lined streets with stone sidewalks, and old town storefronts.

Getting to Bristol from Boston is quickest by driving, which takes just over an hour. 

If you’re taking public transportation for your Boston day trips, you can take a train to Providence followed by a bus to Bristol, putting you there in about an hour and a half.

11. New Bedford

Location: Massachusetts Distance from Boston: 59 miles (1 hour 16 minutes)

New Bedford is a coastal city in southern Massachusetts. Its ideal harbor location made it the heart of the fishing and whaling industries in the 19th century.

New Bedford was once the world’s premier whaling port, and, for a short while “the city that lit the world,” due to its whale oil production.

Aerial view of the New Bedford Whaling Museum

You’ll find the waterfront full of narrow cobbled streets and alleys, historic buildings, and fine dining restaurants. The Whaling Museum is an absolute MUST when visiting New Bedford. 

The best way to reach New Bedford from Boston for a day trip is to take a bus. It takes roughly the same amount of time as driving (approximately an hour and fifteen minutes), and this way you won’t have to deal with parking.

12. Lincoln Ice Castles

Location: North Woodstock, New Hampshire Distance from Boston: 130 miles (1 hour 58 minutes)

Ice Castles is an internationally acclaimed attraction found in four cities throughout North America, one of which is ideally situated for a day trip from Boston – Lincoln, NH.

The event is created using millions of icicles that are meticulously placed by expert ice artists. The castles include (somewhat garish) LED-lit sculptures, carved ice tunnels, slides and luges, fountains, and more.

Lincoln Ice Castles - Keith J Finks - Shutterstock.com

Lincoln, NH is about a two-hour drive from Boston. If taking public transportation, a bus will take around three hours. 

13. Portland

Location: Maine Distance from Boston: 114 miles (1 hour 54 minutes)

Portland is the largest city in Maine by population and is located just about 100 miles north of Boston. It’s one of the best day trips from Boston, allowing you to explore the quintessential New England vibes that Maine exudes . 

Portland is a coastal city with a dense concentration of boutiques, eateries, museums, art galleries, tours, and more. There’s so much packed into this small city, it’s easy to spend more than a day here. 

Portland ME

Some of the most popular attractions in Portland, aside from strolling around the harbor and admiring the views (and the famous lighthouse !), include the Museum of Art, the Observatory, Victoria Mansion, and the Old Port. 

Driving to Portland from Boston takes under two hours, however, if you’re taking the train it’ll take two and a half hours. The bus is slightly cheaper and takes two hours and ten minutes.

14. Kennebunkport 

Location: Maine Distance from Boston: 91 miles (1 hour 41 minutes)

Kennebunkport is a seaside town in Maine . It is one of the most popular tourist destinations in the state and is well-known for its shopping, character, and beach access.

The center of Kennebunkport is very pedestrian-friendly. Sidewalks are wide, crosswalks are abundant, and window shopping is promoted.  There are many art galleries, restaurants, and local shops to explore.

Another popular thing to do in Kennebunkport is to visit its many beaches. The best are Kennebunk Beach, Gooch’s Beach, Mother’s Beach, and Parson’s Beach. 

Kennebunkport in fall

While driving from Boston can get you to Kennebunkport in under two hours, if you are taking a bus or train it will take just over two hours. 

Kennebunkport is a popular day trip in New England, and its close proximity to Boston makes it an easy one. However, if you opt to stay overnight in Kennebunkport, you will find plenty of accommodation options !

While these last four options are doable as a day trip, I strongly recommend spending a night or two if you are taking public transportation. 

15. Provincetown

Location: Massachusetts Distance from Boston: 116 miles (2 hours 13 minutes)

Located at the easternmost point in Massachusetts, Provincetown is located right at the tip of Cape Cod. It’s home to a burgeoning artist community, boasting a huge number of galleries and boutique shops. 

Provincetown (or, P-Town as it is affectionately referred to by locals) is extremely keen on tolerance and acceptance, paving the way to it becoming a premier LGBTQ holiday destination. 

Grab an afternoon cocktail and hit up a ‘tea party’! Drag shows are a super-fun way to spend an evening as well.

Its remote and peaceful location also makes it a great family destination. There are white sandy beaches that are ideal for sunbathing or playing in the surf. 

Provincetown

Race Point Beach is frequently listed among the top beaches throughout the country. I personally don’t love swimming on the Cape due to the presence of sharks but to each their own. 

Getting to P-Town from Boston is half the fun. From the World Trade Center Pier, you can hop right on a ferry that will take you directly to Provincetown. 

If you take the earliest ferry there and the latest ferry back, you’ll get about nine hours in town, which is fine for a day trip. You’d arrive around 10:30 and depart at 19:30.  Be sure to check the schedule in advance to avoid any surprises.

16. Martha’s Vineyard

Location: Massachusetts Distance from Boston: 90 miles (2 hours 35 minutes)

Martha’s Vineyard is a large(ish) island located off the Cape Cod peninsula. Like many seaside locales on the east coast, it was once a whaling center. 

Today it’s a popular vacation destination for the upper elite and celebrities alike. 

Martha’s Vineyard comprises six small towns , each with its own personality and selection of restaurants and accommodations. There’s a shuttle service that can take you between towns if you don’t have a car or feel like riding a bicycle. 

Martha’s Vineyard

Popular things to do on Martha’s Island include visiting the Gay Head cliffs at Aquinnah, Moshup Beach, and Menemsha, where you can see the sunset over the water – one of the few places on the east coast where this is possible.  

If your level of ambition is high, Martha’s Vineyard is doable as a day trip from Boston. I suggest spending at least a night, so you’re not rushing and can blend with the laid-back nature of the island. 

It’s ideal for a weekend getaway.  From Boston, drive to Woods Hole to catch the ferry. The drive takes an hour and a half, the ferry takes forty-five minutes. 

A bus is available to Woods Hole which takes an hour and forty-five minutes.

>> Click here to check day tour rates to Martha’s Vineyard

17. Nantucket

Location: Massachusetts Distance from Boston: 100 miles (must take a ferry)

Nantucket is the second main vacation island destination in Massachusetts. The island provides peaceful harbors, impressive cliffs, soft-sand beaches, old lighthouses, dramatic mansions, and quite a few of its own limericks!

Fun things to do in Nantucket include visiting Bartlett’s Farm for flowers, produce, and baked goods. The island is home to beautiful lighthouses and cliffs to explore. 

And simply walking around the quintessential town center with an ice cream cone makes for a perfect evening. If you want to get out on the water for a day, charter a fishing boat and see what you can catch for dinner!

Nantucket

Although it’s further from Boston, if you ask me which I prefer between Martha’s Vineyard and Nantucket, I’ll always opt for Nantucket. They both emit a slightly elitist atmosphere, but I find it less so in Nantucket. 

That being said, it’s definitely smart to not cram this one into a day trip – a weekend getaway from Boston is ideal. 

From Boston, drive to Hyannis, which takes an hour and a half. From there, the ferry will take just over two hours. If traveling by bus from Boston to Hyannis , it will take longer.

18. New York City 

Location: New York Distance from Boston: 217 miles (4 hours 1 minute)

I don’t think NYC needs much of an introduction, it’s a city that literally everyone in the world has heard of. The Big Apple has a ton to offer. 

It’d take much longer than a day to see it all, but you can certainly see the highlights on one of the most ambitious day trips from Boston.

NYC has so many things to see and do, it’d be impossible to list them all. Highlights for a first-timer might include the Empire State Building, Times Square, or the Statue of Liberty. 

These are super-touristy, however, and you can find way cooler hidden gems in NYC (in my humble opinion). 

There are countless museums, the UN Headquarters, world-class restaurants and speakeasies, Central Park, Brooklyn Botanical Gardens, and more. 

New York City 

One of these days I’ll get around to publishing a compilation of the most unique things to do in NYC – I lived in Brooklyn for a while and have quite a few personal favorites.

Taking a day trip from Boston to NYC requires a bit of discipline. To make the travel time worthwhile, get up early for the 5:05 train, which will put you in NYC around 8:45 (there is also a 6:05 option that gets you there an hour later). 

I never mind the early trains because they’re easy to sleep on. Returning to Boston, depart NYC at 19:00 to get back to Massachusetts before midnight. 

If you want to experience a taste of some of NYC’s nightlife, there’s also a 2:40 train, which takes longer but you will sleep, that arrives in Boston at 8:00, just in time for breakfast.

19. Kripalu Center

Location: Massachusetts Distance from Boston: 133 miles (2 hours 13 minutes)

For the ultimate day of relaxation and reprieve from the hustle and bustle of Boston, Kripalu is an excellent option. 

Situated in Stockbridge, in the Berkshires, Kripalu offers daily programs that include meals, yoga, meditation, and other activities on their gorgeous, sprawling grounds. 

Popular activities include kayaking , hiking, canoeing, dance classes, workshops, and more. The daily programs are always changing but usually start fairly early in the morning. 

Kripalu Grounds

In this case, your best option would be to arrive in Stockbridge the evening before and spend the night, either at an independent hotel or at Kripalu (which can admittedly be quite expensive). Programs are available here. 

Driving to Kripalu from Boston takes about two and a half hours, more if you’re restricted to public transportation.

20. White Mountain National Forest

Location: New Hampshire Distance from Boston: 176 miles (3 hours )

White Mountain National Forest attracts millions of visitors each year for phenomenal hiking, snow sports, and camping exploits in the stunning White Mountains.

With over 1,000 miles of trails, snowmobile trails, and more than 20 refined campgrounds, the New Hampshire forest has plenty to entertain with!

White Mountain National Forest

From Boston, White Mountain National Forest is most easily accessible from North Conway, New Hampshire. Driving will take around two and a half hours and is the suggested way to travel. 

Public transportation takes longer and makes a day trip difficult. There are plenty of lodging options in North Conway if you’d like to spend the night, or camping is also available. There are also many amazing state parks nearby!

If you’re sticking around Boston and not turning any of the aforementioned trips into overnighters, you will need a great hotel to crash at! 

Below are some of our top picks for the best hotels in Boston for your trip!

  • AC Hotel by Marriott Boston Downtown
  • The Revolution Hotel (affordable and cool!)
  • The Boxer Boston

Did we miss any amazing day trips from Boston on this guide? Let us know your favorite Boston day trips in the comments below. Thanks!

  • Best New England state parks
  • Best lobster roll in Boston
  • Places to visit in Maine
  • Winter in Acadia National Park
  • Things to do in Kennebunkport
  • Lighthouses in Maine
  • Small towns in Maine

Looking for some exciting day trips from Boston? This guide covers the best nature, historical, and unique Boston day trips (plus some weekend getaways)! | Places to visit near Boston | Boston itinerary | Weekend getaways from Boston | Weekend trips from Boston | Boston weekend trips | What to do in Boston | Things to do in Boston | Boston to Salem | Boston to Providence | Boston to Nantucket | Boston to Martha's Vineyard | Boston to New York City

Megan is a travel blogger and writer with a background in digital marketing. Originally from Richmond, VA, she now lives in Finnish Lapland after previous stints in Norway, Germany, Armenia, and Kazakhstan. She has a passion for winter travel, as well as the Nordic countries, but you can also find her eating her way through Italy, perusing perfume stores in Paris, or taking road trips through the USA. Megan has written for or been featured by National Geographic, Forbes, Lonely Planet, the New York Times, and more. She co-authored Fodor’s Travel ‘Essential Norway’ (2020) and has visited 45 US states and 100+ countries.

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New England With Love

Ultimate Boston Bucket List: 50 Best Things to Do in Boston (2024)

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Boston, Massachusetts is an essential New England destination. In fact, it’s the first stop on my epic New England road trip itinerary . You won’t be at all surprised to hear that there are tons of fun things to do in Boston.

As New England’s biggest and most famous city, Boston is where old meets new. The convergence of historical sites and modern attractions can be seen within every cobblestone street and modern shopping center. You can start your day at Paul Revere’s House and end your night on a downtown rooftop bar. The possibilities are endless.

If you’re planning to spend some time in Boston, there’s no shortage of amazing activities, experiences, and food to be had here. From the world-class museums and trolley rides to seaside restaurants and quirky ghost tours , Beantown checks all the boxes. To make sure you do and see all the best this city has to offer, here is my ultimate things to do in Boston bucket list: 50 fabulous things to do in the city!  

Pinterest graphic reading \"Boston Bucket List\"

Table of Contents

Wander the Museum of Fine Arts.

This behemoth of an art museum, located on Huntington Ave, has over 100 galleries that display only a fraction of its massive 450,000-piece collection. Over 1 million visitors wander the MFA each year to view artifacts from the Americas, Folk and Contemporary, Egyptian mummies, famous impressionist painters, and special traveling exhibitions. Tickets sell out fast, so purchase them in advance to ensure you get in.

Read Next:  Go Boston Card vs Boston CityPASS: Which is Better?

Make friends with penguins at the New England Aquarium.

For the aquatically inclined, the New England Aquarium is not to be missed. This massive public aquarium, found right in Boston’s lively seaport neighborhood, is home to an incredible collection of over 600 aquatic species. Visit any day of the week to see its giant squid, turtles, or penguins during feeding (one of our favorites!). Challenge yourself – can you catch a glimpse of every single one of the 20,000 types of animals living here?

Admire the Isabella Stewart Gardner Museum. 

Lush courtyard garden inside the Isabella Stewart Gardner Museum in Boston, MA, showcasing a Venetian-style palazzo architecture with a glass roof, balconies, and vibrant red poinsettias.

I think that the Isabella Stewart Gardner Museum is one of Boston’s hidden gems. Although, it’s becoming more well known as people learn about the art heist that took place there. In 1990, a legendary art heist unfolded (history’s biggest art heist, in fact) during which 13 famous works of art were stolen without a trace. Over 20 years later, there are still no real leads on the theft or missing art, although there are some fascinating podcasts and documentaries out there.

But the heist aside, this fine art museum is well worth the visit, and the building is a work of art itself. You could spend hours perusing the glorious collection that Mrs. Isabella Stewart Gardner amassed and loved. 

Interior view of a historical room in the Isabella Stewart Gardner Museum, Boston, featuring ornate European Renaissance art, elaborate furniture, and intricate wall tapestries under soft lighting. one frame is empty

I adored my visit to this museum. It is stunning throughout, from the iconic courtyard to the gorgeous works of art. And what is especially fascinating is that the frames of the stolen pieces still hang, an eerie reminder of what was lost.

Shop and dine at Faneuil Hall Marketplace.

Smiling woman in a plaid headband and winter jacket posing in front of Faneuil Hall, a must-visit location on any Boston bucket list, with festive Christmas decorations in the background

Dubbed by America’s Founding Fathers in 1742 as “The Cradle of Liberty,” Faneuil Hall Marketplace has cobblestone promenades, impressive sweeping architecture, and over 70 retailers of specialty carts, locally owned shops, and restaurants. As Boston’s most popular shopping and dining spot, you can stay entertained here for hours on end.

Catch a Red Sox game at Fenway Park.

Sunny day view of the iconic Fenway Park in Boston, with its green diamond and rows of red seats, a key highlight for any sports fan's Boston bucket list

Home to the MLB’s Boston Red Sox since 1912, Fenway Park is beloved by locals and visiting fans alike. See the Green Monster for yourself (both the green right field wall, and Wally the mascot!), cheer on Boston’s team, and indulge in overpriced snacks. What a wholesome all-American pastime!

Stroll the grounds of Boston Common. 

Autumnal view from the Boston Common with vibrant fall foliage against a clear blue sky, overlooking the cityscape, an idyllic spot for any Boston travel itinerary

Boston Common , a 50-acre park at the center of the city, is often considered the heart and soul of Boston. It’s also the oldest public park in America, established in 1634 (before our nation’s founding!). Today, people love to jog, lounge, converse, and attend fun events here. In the winter, ice skating on Boston Common Frog Pond is a must-do activity.

Explore the first botanical garden in America.

Visitors strolling through the Boston Public Garden under a clear blue sky, with the park's signature blue and gold sign in the foreground, a peaceful activity among the many things to do in Boston

Right next to Boston Common is the Boston Public Garden , the first botanical garden in America. With a gorgeous Victorian design, vibrant floral patterns, fountains, monuments and the Lagoon, the Public Garden is simply delightful. It’s a romantic spot, so don’t be shocked if you accidentally stumble upon a wedding!

Travel tip: Find the ‘Make Way for Ducklings’ sculpture near the corner of Charles and Beacon Street, it’s totally adorable. 

Have fun with your kids at the Boston Children’s Museum.

Bringing the whole family to Boston? Your kids will have an amazing time playing at the Boston Children’s Museum . Created for educating and bringing joy to children, this museum has various exhibits that teaches kids to be curious, investigate using their senses, build, and use their creativity. Plus, you don’t have to be young to enjoy bubbles!

Read Next:  19 Awesome Things to Do in Boston with Kids

Learn about our 35th president at the JFK Library & Museum.

Interested in the life of John F. Kennedy? Well, Boston has the JFK Library & Museum , a building entirely dedicated to his life and legacy. You can explore permanent exhibits about his childhood, inauguration, the space program, First Lady Jacqueline Kennedy, and much more.

Tour the Mount Auburn Cemetery.

Autumn at the Mary Baker Eddy Monument in Mount Auburn Cemetery in Boston, with its classic white gazebo reflected in the tranquil pond amidst a tapestry of fall foliage, a peaceful scene for reflection and nature enjoyment

Mount Auburn Cemetery in Cambridge is not your average burial ground. This expansive cemetery, where 100,000 people are buried, is also a National Historical Landmark, a botanical garden , and the resting place of many renowned individuals. From artists and poets like Winslow Homer and Henry Longfellow, to activists, inventors, and Supreme Court Justices, there are so many memorable lives to commemorate here. 

Jam out at Wally’s Cafe Jazz Club.

Curious about delving into the world of jazz, or just a lover of live music? Wally’s Cafe Jazz Club is the place to beat. This classy, old-school jazz club hosts local student performers 365 days a year. Get cozy in this historical building and unwind to some top-notch jazz and blues, performed by musicians mastering their craft.

Watch an art-house film at Brattle Theatre.

Brattle Theatre in Cambridge is a rare establishment. This repertory movie theater located in the charming Brattle Hall has only one screen, featuring just one movie at a time. It was established with the purpose of highlighting indie, art-house films, as well as foreign films and first-run films. You’ll find some cutting-edge cinema here, so stop by Brattle Theatre and watch something you can’t find in normal theaters.

Ride glow-in-the-dark swings at the Lawn on D.

Ever swung on a glow-in-the-dark swing? Well, a nighttime visit to the Lawn on D is your chance. This innovative outdoor event space has a big lawn and concessions, and it frequently hosts live concerts and other lawn game events. But most people know it for its O-shaped hanging swings that glow at night. They make for awesome photo ops (and just a generally fun time!). 

Learn about dinosaurs at the Museum of Science.

A child gazes in wonder at a large hanging model of Mars in the Museum of Science, Boston, an educational and interactive experience to add to the 'things to do in Boston' list.

Located in Science Park, the Museum of Science is nothing short of a house of wonders. This part-science museum, part-indoor zoo has imagination-sparking educational exhibits, interactive installations, and life-sized dinosaur models! You’ll leave knowing significantly more about human anatomy, technology, and natural history, and have a great time in the process. 

My toddler son loved our recent visit to the Museum of Science Boston, and he especially enjoyed the massive planet of Mars suspended in the atrium area.

Exhibit of 'Spot', the advanced mobility robot by Boston Dynamics, on display at the Museum of Science in Boston, a cutting-edge attraction for technology enthusiasts exploring Boston

As for my husband and I, we couldn’t get enough of the robot dog from Boston Dynamics. Amazing stuff. The photo above shows one of the robotic dog models up close, but you could watch one in action behind the window to the right. Of course, after it does one pass around the space, you have to wait for it to lay down again and charge up a bit!

Witness American history at the Boston Tea Party Museum.

"Historic tall ship docked at the Boston Tea Party Ships & Museum, a waterfront highlight and one of the premier Boston attractions for history buffs

History buffs will get totally swept away in the legendary Boston Tea Party story at the Boston Tea Party Ships & Museum. This amazing floating history museum is the definition of living history. Climb abroad replicas of the very ships docked at harbor in the 1700s, watch live reenactments, and stop by the tearoom for a taste. The thrilling 250th anniversary of the Boston Tea Party was just celebrated in December 2023 and hundreds of people turned out to join the occasion.

Visit Bunker Hill Monument.

Bunker Hill Monument in Boston, a 221-foot granite obelisk reminiscent of the Washington Monument in Washington D.C., commemorates the Battle of Bunker Hill. This famous battle was one of the first significant engagements between Patriots and British soldiers in the Revolutionary War. There is a spiral staircase that will take you to the top of the monument as well, making for spectacular 360-degree aerial views. 

Find unique architecture at Trinity Church.

If you enjoy spotting unique church architecture when visiting a new city, Trinity Church is a beautiful one. This historical church was founded in the 1700s and was an important site during the American Revolution. Its original building actually burned down in 1776 but was subsequently rebuilt and now serves as an important pillar of the Boston community. 

Get your car fix at the Larz Anderson Auto Museum.

Do you love cars? Located in Brookline at the Anderson Carriage House is the oldest collection of motorcars in the United States. Larz Anderson Auto Museum houses a fantastic array of historical motorcars from the 1800s through the 20th century. And even the manicured museum grounds themselves are worth seeing!

Walk in Paul Revere’s footsteps at Old North Church.

Ground-level view of fallen yellow leaves paving the way to the historic Old North Church in Boston, a quintessential sight in the array of things to see in Boston

Ever hear of Paul Revere’s famous ‘Midnight Ride’ through Boston? In 1775, Old North Church was his first stop on the ride, where he instructed two Patriots to climb to the steeple and hang lanterns to warn of British troops approaching. Aside from this fascinating piece of history, Old North is also the oldest church in the city and a National Historic Landmark. 

Visit the oldest commissioned ship in the United States Navy.

The USS Constitution is in the Charlestown Naval Yard, located next door to the USS Constitution Museum . This ship has a fascinating story – it was commissioned as a warship in the early years of America’s independence to defend it from invaders and pirates. Learn all about it at this commemorative and interactive museum. 

Take a sunset cruise around Boston Harbor.

There’s nothing quite like seeing Boston from the water. Boston Harbor Cruises offers a 90-minute sunset cruise around the harbor. Embarking from the Wharf at 7pm, you’ll learn interesting facts about the Boston cityscape. And there’s nothing better than taking in the views at golden hour, it’s very romantic !

You can check out the best Boston boat tours here!

Visit the site of the Boston Massacre. 

The Old State House, a historic Boston site, stands prominently among modern skyscrapers under an overcast sky, offering a stark contrast between colonial and contemporary architecture

In 1770, five people were shot and killed by British soldiers who opened fire in front of the Old State House . Today, you can visit this stop on the Freedom Trail . Take a guided tour of the Old State House to learn about Revolutionary history, and this building’s role in the Declaration of Independence.

 Explore the Museum of African American History.

A significant historical and cultural institute showcasing the lives and contributions of African Americans is found right in Boston: the Museum of African American History . With two preserved historic sites, two Black Heritage Trails, and permanent exhibits, you will learn all about black individuals and communities from the Colonial era through the 19th century.  

Go shopping on Newbury Street.

A joyful woman standing on a sidewalk in Boston's historic Back Bay neighborhood, with its charming brownstone buildings and bare trees, a delightful stroll included in the best things to do in Boston

Boston has a lot of charming, quaint history, but it also has very fashionable and modern districts. If you love to shop, not many strips are better than Newbury Street in the upscale Back Bay neighborhood. From Anthropologie and Urban Outfitters to Ralph Lauren and Nordstrom, you will be surrounded by the latest apparel and beauty trends .

Twinkling lights wrap around a tree on Newbury Street in Boston, with the iconic brownstone buildings lining the street, creating a picturesque scene that embodies the best of Boston's urban charm

And Newbury Street is extra charming with shops set inside these historic brownstones. It’s especially cute decorated for the holidays!

Hang out with gorillas at the Franklin Park Zoo.

This 72-acre zoo in Boston is home to hundreds of exotic animals from around the planet. Franklin Park Zoo is the place to go if you want to encounter majestic creatures, such as a family of gorillas, ancient tortoises, and crocodiles. You will be supporting an institution that conserves, protects, and promotes better care of the natural world.

Visit the home of Paul Revere.

The historic Paul Revere House, nestled in Boston's North End, framed by autumn leaves, is a captivating landmark and one of the essential places to go in Boston for a walk through history.

Interested in the history of the American Revolution? You can visit the home of one of America’s most significant Revolutionary figures, Paul Revere. This 1680 house still stands today, preserved and open for tours in Boston’s North End. Go learn about the cultural heritage of Paul Revere and his importance to the early days of Boston and America as a nation.

Read Next:  Top 20 Historic Sites in Massachusetts

Enjoy recreation and Revolutionary history at Castle Island.

Castle Island is one of Boston’s most valuable outdoor gems. This peninsula off the Harbor of Boston is connected to the Harborwalk, and has beautiful parks and paths for walking, biking, and picnicking along the beautiful beach.

This is also the site of Fort Independence, a granite bastion that defended Boston’s harbor as early as the American Revolution.

Discover booktopia at the Boston Public Library.

There’s something so satisfying about a good city library, and Boston definitely has a killer one. Boston Public Library in Copley Square is the oldest public library in America and has gorgeous Beaux-Arts and Renaissance style architecture. It feels like a Hogwarts-esque dream come true (plus free books!).

Stroll along the Charles River Esplanade.

Located right in downtown Boston is the beloved Charles River Esplanade . This beautiful 3-mile stretch of green space along the Charles River is rich in recreational opportunities. Along this pedestrian pathway made for strolling and biking, you’ll see fascinating monuments, great city views, boat launches, and grassy picnic areas.

Crack open a cold one at Samuel Adams Brewery. 

Bostonians love their beer, period. Samuel Adams reigns king in the city (Harpoon is a close second), so it’s only natural you stop by the Samuel Adams Statue and then try a brew at Samuel Adams Taproom . These light and refreshing beers are served on tap, with offerings of light fare to go with your drink. You will also be right near Faneuil Hall, the Old State House, and other fascinating sites. 

Take a stroll along the Harborwalk.

A thoughtful moment captured on a serene Boston waterfront, with a man and woman sitting on the edge contemplating the view, a peaceful scene to enjoy on a Boston trip

Boston Harborwalk is a public pathway that extends for 43 miles along the shore of Boston. Not only is the Harborwalk amazing for recreational activities, social gatherings, and picnic lunches, but it’ll give you amazing views of the city and ocean. Access it from multiple locations in the North End or Downtown to enjoy the wharves, beaches, piers, and benches as you stroll along. 

Read Next:  13 Best Walking Tours in Boston to Take

Take a Harvard University campus tour.

Want to explore America’s oldest college (established before America was even America)? Harvard University in Cambridge has an incredible campus for you to enjoy. With free public tours offered at the university, you can learn about Harvard’s history and wander the sprawling quads, historical buildings, multiple libraries, and museums. 

Visit the picturesque Beacon Hill neighborhood.

A quaint cobblestone alley in Boston, flanked by historic red brick buildings with greenery, capturing the essence of the charming places to visit in Boston

Dreaming of walking through a quaint, cobblestoned European town? Well, Boston has its very own neighborhood to make your dreams come true. Beacon Hill, one of the oldest neighborhoods in the city, is famous for its narrow cobblestone streets lined with federal style houses and lanterns. It feels like a magical fairytale, especially in autumn.

Don’t miss out on Acorn street, one of the best and most iconic photo spots in Boston. And be sure to step with care; those cobblestones are no joke!

Take a Boston beer tour.

Have people told you your eyes are bigger than your stomach? Well, you won’t be judged like that on a Boston Brew Tour . Embark on this 5-hour adventure to taste up to 16 different local brews at four different breweries. Enjoy entertainment, Boston beer history, transportation, and a deliciously paired meal at the end. Make sure to book your tickets in advance!

Hit the nightlife scene at Central Square.

Central Square in East Boston is an unsuspectingly happening neighborhood for nightlife. With everything from basement bars to clubs to fine dining and great music venues, this spot draws a youthful and lively crowd. Grab a pint at The Plough and Stars , then a gelato dessert at Toscanini’s , and when you’re finished catch a live show at The Middle East . 

Go ice skating at Canal District Kendall.

Formerly known as Kendall Square, Canal District Kendall in Cambridge is an innovative community with so much to do. There are green spaces, frequent outdoor live music events, and quality restaurants. But a local favorite is the large public ice rink that’s open for skating mid-December through mid-March. Bring your own skates or rent a pair. 

Read Next:  25 Ideas for a Wonderful Winter in Boston

Get spooked on a haunted ghost tour.

Because it is one of America’s first cities, Boston has some of the oldest cemeteries, buildings, and monuments in the nation. This makes for some captivating ghost stories; legends, haunts, mysteries, and myths are imbued in the very fabric of Beantown. If you love all things ghostly, why not take the Ghosts and Gravestones Trolley Tour ? Your costumed guides will share spooky stories as you roll through the creepiest locations. 

Chow down on Asian cuisine in Chinatown. 

Chinatown is a great neighborhood for foodies. This area of Boston is densely packed with a delectable variety of Asian cuisines. You can’t really go wrong no matter where you stop for dinner, but a few great selections include The Q for Chinese, Gourmet Dumpling House for dumplings, Pho Pasteur for Vietnamese, and RUKA for sushi.

Discover a secret store within a store. 

I bet you’ve never been to a store like Bodega ! This shoe and streetwear boutique is hidden behind a secret entrance that looks like a convenience store from the front. Upon closer inspection, you’ll find a backdoor that leads to the real Bodega, where the latest trends in sneakers, sportswear, and caps are waiting for you. 

Browse three floors of used books at Brattle Book Shop.

stacks of used books in a brick lined alleyway in boston: the iconic outdoor Brattle Book Shop

Boston is full of old things, and bookstores are no exception. Brattle Book Shop on West Street is one of the oldest and largest used book shops in the nation. This store has three whole floors of literary wonders. You’ll also find an excellent selection of magazines and some rare first editions.

Read Next:  10 Literary Sites in Boston All Book-Lovers Should Visit

Step inside a three-story globe.

Want something totally off the beaten path, and totally cool enough to land a spot in the Atlas Obscura? Located within the Mary Baker Eddy Library, the Mapparium is a three-story globe you can walk through! This map is a beautiful glowing orb that provides a unique experience for visitors, and the library that houses it is also worth a look.

Indulge in Cannoli at Mike’s Pastry or Modern Pastry.

Hand holding a decadent chocolate chip cannoli, a treat not to be missed when listing the top things to do in Boston, with a blurred park backdrop suggesting a leisurely snack outdoors

Boston’s #1 Cannoli war rages on in the North End, the city’s “Little Italy.” Is it Mike’s Pastry , or Modern Pastry? Well, we don’t see why we have to choose one or the other, so let’s just eat both! Mike’s typically has longer lines but heftier portion sizes and a greater flavor variety. Modern Pastry is less mobbed and has a richer cream filling, but a smaller cannoli.

Read Next:  Where to Find the Best Cannoli in Boston

Drink a cappuccino at Caffe Vittoria, the first Italian cafe in Boston.

Interior of the charming Caffè Vittoria in Boston's North End, displaying an array of espresso machines and bottles, a unique stop for coffee enthusiasts and a must-do in Boston

Andiamo! Caffe Vittoria in the North End was established in 1929, making it Boston’s first Italian cafe. This beloved local coffee shop has four floors filled with vintage Italian decor, a coffee bar, and all the best drinks that you could find in Italy.  I adore this place!

Read Next:  13 Best North End Restaurants in Boston

Shop local at Boston Public Market.

Found at Haymarket Station is Boston Public Market , an expansive year-round indoor marketplace. This community space consists of over 30 New England artisans, farmers, and shop owners selling fresh foods, crafts, and locally sourced meals. Shopping here not only allows you to experience the tastes and creations of New Englanders, but it helps uplift small businesses. 

Kayak on the Charles River.

Love that dirty water! Charles River is a local favorite for recreational adventures. This river extends for 80 miles and cuts right through the city. You can rent kayaks, canoes, or paddleboards from Charles River Canoe and Kayak and either take a guided tour along the Charles River or embark on your own solo adventure. 

Witness oddities at the Warren Anatomical Museum.

If you like museums but also want to see something out-of-the-box, visit the Warren Anatomical Museum at Harvard. This anatomy and pathology museum was started in the 1800s by a Harvard anatomist to preserve specimens for student education. You will find oddities like an old plastic surgery kit, eagle skeletons, and the actual skull of Phineas Gage. 

Read Next:  50 Wicked Awesome Quotes About Boston

Visit a skinny house built out of spite .

Skinny House, or “Spite House,” is a 10-foot-wide, four-story home at 44 Hull Street. Squeezed between two brick facades, this is known as the narrowest in Boston. Legend has it that during the Civil War, it was built out of spite by a soldier to get revenge on his brother. Being left with only a small piece of their land inheritance after his brother built a massive home on it, the skinny house was built to block his brother’s views and sunlight.

Read Next:  15 Unique Boutique Hotels in Boston to Book in 2023

Go island hopping at Boston Harbor Islands State Park.

Boston Harbor Islands State Park is a New England coastal gem. Just one mile from the city center, this oceanic park is a collection of 34 islands and peninsulas that can be accessed by a park ferry. But the ocean isn’t the only thing you’ll see amongst these islands; you can also visit one of the historical forts, mainland parks, or the Boston Lighthouse.

Have breakfast at Trident Booksellers & Cafe.

Close-up of a scrumptious breakfast sandwich with a side of coffee, a staple for a foodie's morning in Boston, inviting a taste of the local cuisine

Books are even more wonderful when paired with good coffee and a meal. Trident Booksellers & Cafe offers this match made in heaven. Part-bookstore, part-coffee shop, a visit to Trident will come complete with the latest bestsellers and classics. Not only is it a fantastic independent book store, but the breakfast is fantastic. My monte cristo sandwich and French toast latte were one of the best meals I’ve had in Boston.

Join the community fun at Harvard Square.

Want to see what locals are doing for fun in Cambridge? Harvard Square is where it all comes to life. There are events taking place in and around this large triangular plaza almost every day of the week. Listen to live music, attend author readings at Harvard Bookstore, go on a chocolate tour, or even join in on a beginner’s Tai Chi class. This is one hopping corner of Boston. 

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52 Best Weekend Trips and Getaways from Boston

Outdoor adventures.

weekend trips getaways boston massachusetts new england

PHOTO BY TRENT BELL

1. Peak’s Island, Maine

Two hours by car

Different Strokes | If the idea of wearing a tank top seems profoundly depressing, skip the sports club in favor of an upper-body workout that’ll replace the reflection in the gym mirror with a view of Maine’s wild and rocky coast. And thankfully, there’s little exertion in getting there. Drive up Friday night; stay at Portland’s Regency Hotel (two hours from Boston); then catch the nearby ferry at 9:15 a.m. to Peaks Island, where the affable staff of Maine Island Kayak Company will escort you to a kayaker’s paradise. After an introductory paddling course, a primer on the vagaries of ocean weather, and some disclaimers, you’re ready to slide into a single-person sea kayak and head for open water. You’ll first need to get your heading: Peaks Island, just off Portland’s coast in Casco Bay, is one of the area’s dozens of small islands, many of which are public. Some feature Civil War–era forts, sea birds, and coastal flora and fauna. Expeditions are led by registered Maine guides—in other words, experienced outdoorspeople who know their way around a compass and can handle almost anything Mother Nature tosses their way. Although the company does offer half-day excursions (sans meals, $65 per person), we recommend a full-day jaunt ($115 per person), which allows plenty of time to practice maneuvering. Meanwhile, if you’ve already got kayaking chops and want to spend as much time near the water as possible, opt instead for the two-night camping trip.

Maine Island Kayak Company, Kayak Beach, Peaks Island, Maine, 207-766-2373,  maineislandkayak.com . Stay: Portland Regency Hotel, 20 Milk St., Portland, Maine, 207-774-4200,  theregency.com .

2. Stowe, Vermont

Three hours, 45 minutes by car

It’s All Downhill | Singing, dancing, precious urchins mugging for the camera…and yet, you don’t see much mountain biking in The Sound of Music. But the state-of-the-art trails at Stowe’s Trapp Family Lodge (owned and operated by the movie’s same family) make the hills come alive—with the grunts and groans of cyclists testing their mettle on more than 25 miles’ worth of track.

700 Trapp Hill Rd., Stowe, Vermont, 800-826-7000, trappfamily.com .

3. Lake Champlain, Vermont

Peak Experiences | You’ve seen fall foliage from the car, the hiking trail, and the boat—now how about from the sky? Parafly Paragliding offers classes in the Lake Champlain valley; on a cloudless day, you’ll get 360-degree views of the fiery sugar maples stretching clear to the northern border.

116 Waybury Rd., Colchester, Vermont, 802-879-3507, paraflypg.com . Stay: Willard Street Inn, 349 S. Willard St., Burlington, Vermont, 802-651-8710, willardstreetinn.com .

4. Craftsbury Common, Vermont

Four hours by car

Cause A Row | The Craftsbury Outdoor Center almost kisses Canada, but it’s still close enough for a two-day escape. The rustic resort sits on a long, narrow lake surrounded by farmland, and is the perfect place to explore the rarefied world of sculling. Craftsbury offers intensive, all-inclusive weekend programs for every level, some of which come with yoga classes. Bonus: It also rolls out running camps, and has arguably the finest cross-country skiing trails in New England.

535 Lost Nation Rd., Craftsbury Common, Vermont, 802-586-7767, craftsbury.com

5. Charlemont, Massachusetts

Two hours, 45 minutes by car

See the Forest for the Trees | Zipline tours got their start in Central America in the 1970s, but it’s only been in recent years that they’ve hit New England in a big way. Most are in the northernmost part of the region, though two Charlemont-based companies are competing to be the go-to source in Massachusetts. Zoar Outdoor Canopy Tours emphasizes the educational aspect, with guides who describe the local foliage and fauna. Meanwhile, Berkshire East goes for the thrill, with two 2,000-plus-foot ziplines that plunge downhill at 50 miles per hour.

Zoar Outdoor Canopy Tours, 800-532-7483, zoaroutdoor.com ; Berkshire East, 413-225-2425, berkshireeast.com . Stay: Warfield House Inn, 200 Warfield Rd., Charlemont, 888-339-8439, warfieldhouseinn.com .

6. Block Island, Rhode Island

One hour, 45 minutes by car to ferry

Natural Selection | Afternoon sun glistening on the clay bluffs, seagrass waving on a stretch of reclaimed farmland—nearly half of Block Island is designated as conservation land, and the other half is so picturesque that it might as well be. With 10 compact square miles of land area, you can bike anywhere in under 20 minutes, so it’s easy to spend all weekend on two wheels.

Stay: Hygeia House, 582 Beach Avenue, Block Island, Rhode Island, 401-856-9920, thehygeiahouse.com . See Block Island Ferry schedule at blockislandferry.com .

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The Best Public High Schools in Greater Boston, Ranked for 2024

The great american beer hall opens in medford, a brookline gem vs. a rambling westwood residence, the surprising and sobering truth about kids and smartphones, greek restaurant kaia opens in boston’s south end this fall, in this section.

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The 17 Best Things to Do in Boston

Iconic Old State House Boston Massachusetts America

Built on almost 400 years of history, Boston's character is as layered and distinct as a Kennedy accent. The city has reinvented itself countless times over, serving at different times and to different communities as the birthplace of the American Revolution, as an international academic capital, and as a biotech hub. Boston’s wharves whisper of tea parties, its libraries of literary greats, and its ballpark of curses broken. Each year, its famed universities keep this old city young with an ebb and flow of some 150,000 students from around the world—and these smarties keep the city lively round the clock.

All that, plus some of the finest  food and  drink make Boston one of America’s greatest and most enduring cities. Across its patchwork of squares, corners, and crossings, here are the best things to do in  Boston —including the occasional jaunt across the Charles River to neighboring  Cambridge —whether you're in town for Marathon Monday (better known as Patriot's Day around here), making a summer stop on your way to the Cape and islands , or on a fall foliage journey .

Read our complete Boston travel guide here .

This gallery has been updated with new information since its original publish date.

Boston MA Museum Isabella Stewart Gardner Museum

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This is one of  our favorite museums in Boston —and the country. At once intimate and unparalleled in its grandeur, the Isabella Stewart Gardner Museum draws on the vast art collection of its eponymous (and eccentric) founder, who had a thirst for travel, a bohemian lifestyle, and the fine luxuries of ancient cultures. Set within a Venetian-style palazzo, surrounding an elegant courtyard, masterpieces by the likes of Botticelli, Raphael, Titian, and John Singer Sargent share space with impressive architectural elements. Stewart Gardner herself delicately arranged the collection of more than 7,500 fine and decorative art objects, 2,700 books and manuscripts, and over 8,000 historic objects from around the world, including sculptures, furniture, textiles, metalworks, and ceramics, that she collected during her lifetime. A Renzo Piano–designed wing opened in 2012, and provides interdisciplinary, multipurpose space for contemporary artists, musicians and scholars.

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New England Aquarium Arrow

It all starts with the penguins—when you first enter, you're greeted by African Penguin and Rockhopper colonies that are by any measure an absolute delight to watch. Just past, the main attraction is the 40-foot wide, floor-to-ceiling, 200,000 gallon salt water Ocean Tank, home to about 1000 marine animals, including turtles, eels, and tropical fish. A cylindrical walkway makes it possible for guests to experience the tank from every depth and angle, and a number of smaller satellite rooms contain informational displays and touch tanks that kids and adults alike will enjoy. This is a popular field trip spot, so you're likely to be surrounded by schools of rambunctious kids on any given day, especially from the lunch hour onwards. The museum implemented timed ticketing during the pandemic and is likely to keep it moving forward, which acts as a good form of crowd control, but the quietest times to visit are still weekdays first thing in the morning.

best places to visit near boston ma

High Street Place Arrow

Food halls are complicated. Make them too pedestrian and they quickly fall into the “food court” category, recalling the sad shopping mall eateries of our youth. But throw in a James Beard finalist, and an eclectic mix of some of Boston’s most discerning foodie favorites from across the city, and you’ve got a worthwhile detour for locals and visitors alike. Highlights include: bagels and pastrami from Brookline favorite Mamaleh’s; artisanal doughnuts from Blackbird; and Bubble Bath, a Champagne bar complete with Moët & Chandon vending machine. There’s tons of seating, a sleek LED entertainment system playing multiple sports games at once, and an airy, atrium-type feel that never feels overly crowded or cramped. There are a number of excellent food halls serving downtown Boston’s office-dwelling population, but this one feels less like a corporate convenience stop and more like a proper microcosm of the city’s food scene.

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Public Garden Arrow

Bostonians may breeze through the Public Garden to get from one side of town to the other, but there's plenty to linger over in this city-center oasis. The lagoon, which wanders almost the entire length of the garden, is where the famed Swan Boats have been peddled for over a century; and the flowers are beyond vivid. The Commonwealth Avenue entrance serves as the park’s most enchanting introduction, where a statue of George Washington comes flanked by flowers at the gate. In this pleasurable moment, remember that Victorian Bostonians found this park to be offensively bright. My, how times have changed.

Boston Public Library Library Boston

Boston Public Library Arrow

There’s a lot to love about the Boston Public Library: It’s the oldest municipally-funded lending library in the country, its McKim Building is considered the masterwork of iconic Gilded Age architect Charles Follen McKim, and an ongoing calendar of free events all year-round means there is quite literally always a tour to go on, lecture to attend, or exhibit to peruse. Architecture nuts should reserve a spot on one of the thrice-weekly Art & Architecture Tours, which unlocks some of the premises’ lesser-known gems, including tile arches by famed Spanish builder Rafael Guastavino, and the first mural commission from John Singer Sargeant. The museum is home to all sorts of treasures beyond just books–including the lesser-known but entirely worthwhile Norman B. Leventhal Map Center, which houses over 250,000 geographic objects.

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Arnold Arboretum of Harvard University Arrow

A gorgeous 281-acre green space within Boston, Arnold Arboretum of  Harvard University is the oldest public arboretum in North America (c. 1872) and the highlight of Frederick Law Olmsted's famed  Emerald Necklace series of green space in the city. Prolific biking and walking trails zigzag past more than 16,000 accessioned plants, many meticulously marked with signs. The natural splendor is a feast for the eyes, which are able to spot the sheer diversity of trees and plants at every turn. QR-coded signs and the arboretum’s easy-to-use  Expeditions app make it possible to dig deep into the environment.

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The Freedom Trail Arrow

The Freedom Trail starts at the  Boston Common , the oldest public park in the United States, following a red brick path lined with 16 historic landmarks, which paint a picture of Boston’s revolutionary history. Although tourists flock to the 2.5-mile Freedom Trail, this pedestrian path also coincides with day-to-day rush of downtown Boston. You’ll see revolutionary sites in a modern setting and walk alongside commuters and after-school kids. If you’re short on time, prioritize the North End section of the trail, home to landmarks like the  Paul Revere House , Old North Church, and Copp’s Hill Burial Ground, in a historic neighborhood that’s known as Boston’s Little Italy. If you want to go deeper, find all the hidden Freedom Trail spots locals love to visit here.

Street scene of young woman strolling in the shopping district of Charles Street and Chestnut Street in Beacon Hill...

Charles Street Arrow

Beacon Hill, one of Boston’s oldest neighborhoods, is home to some of the finest examples of Federal-style brick row houses in the country, and Charles Street is the perfect launching point from which to explore it all. Tiny sidewalks, gaslit corners, and Instagrammable charm await on this busy thoroughfare, which starts by the Massachusetts General Hospital campus and concludes on the Boston Common. Charles Street has an independent bent that locals love to support. Come here for contemporary accessories at December Thieves, mouthwatering truffles at Beacon Hill Chocolates, custom stationery at Gus + Ruby Letterpress, and “this might have belonged to a Kennedy” antiques at Upstairs Downstairs Home. And if you’re a book lover (or bookstore lover), don’t leave town without visiting Beacon Hill Books & Cafe , a stunning townhome-turned-bookshop that’s restoring this city’s faith in the importance of independent booksellers.

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Lookout Rooftop Arrow

With a deserved reputation as Boston's premiere rooftop bar, Lookout often reaches capacity with the city's work-hard, play-hard young professional crowd (Reservations are required these days; no walk-ins). For most, Lookout isn't a novelty—it's a mainstay—though you may find the occasional bridge-and-tunnel-type folks later on weekends. The crowd definitely likes a solid cocktail but they're here for the views and highly social atmosphere. In a city that skews historic and can feel sometimes like a  college town, The Lookout Rooftop provides big-city appeal with a cool crowd, awesome skyline views, and strong drinks. It's a place to hang out with friends and just have some boozy fun.

Fenway Park Baseball Stadium Boston

Fenway Park Arrow

What’s Boston without Fenway Park? America’s “Most Beloved Ballpark” isn’t just a stadium–it’s a piece of living history. It’s the home of the Red Sox, who play there each year from late March through October, but it’s also known for its popular summer concert series, and its fascinating behind-the-scenes tours offered in the off-season. Sure, there are parts of Fenway’s history that aren’t exactly worth celebrating–the Red Sox remained segregated longer than any other MLB team, and it wasn’t until Lady Gaga’s Joanne World Tour came in 2017 that a woman headlined a concert there–but at the end of the day, it’s one of the most enjoyable places to visit in Boston. When you’re in the cheap seats, having paid way too much for a beer and a hot dog and the crowd starts singing “Sweet Caroline,” it’s clear there’s a sense of history here that even non-sports lovers can get excited about.

Charles River Esplanade Park Boston

Charles River Esplanade Arrow

If you’re exploring Boston for the day, take a walk up through Back Bay from Massachusetts Avenue and loop back down along the Esplanade or head over the Harvard Bridge to Cambridge (Ironically, the Harvard Bridge ends at M.I.T.). It's a narrow paradise along both sides of the Charles River, stretching for several miles between the Longfellow Bridge to the west and the Boston University bridge to the east. More than 1,500 trees line the walkway (or runway, if it's marathon-training season), while playgrounds, ponds, and gardens bring a lyrical quality to this meandering landscape. It's best viewed in autumn, when the Esplanade shows its true colors. The Hatch Shell is a performance space that serves as home base for all things at the Esplanade including the famous performance by the  Boston Pops on the Fourth of July.

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South End Arrow

This neighborhood has the kind of charm that'll make you move to Boston. There are so many historic plaques that show off the neighborhood's rich past and an abundance of hidden art galleries and boutiques that will keep you searching for more. Design aficionados should definitely come here on Sundays, when you can visit SoWa Open Market (short for South of Washington Street) for food trucks and entertainment as well as SoWa Vintage Market and the SoWa Farmer's Market, and a number of one-of-a-kind boutiques and design showrooms. Plus, a foodie's trip to Boston isn't complete without a stop here casual bistros and oyster-slinging wine bars: Don't miss Black Lamb , an elevated American brasserie that impresses with a sensational raw options and sublime lobster rolls. Late night, stop by Beehive or Wally's Cafe for lively local jazz sets in casual bar settings. And for one of Boston's best dive bars (and best burgers) where everybody knows your name, hit cozy wood-paneled DeLux Cafe on cobblestoned Chandler Street.

Boston MA Museum Museum of Fine Arts Boston

Museum of Fine Arts, Boston Arrow

The MFA’s vast collection of art and artifacts is exceptional by any standard. The museum houses one of the best collections of Korean art outside the Korean peninsula, the only permanent exhibition space for ancient coins in the United States, one of the world’s largest holdings of ancient Egyptian treasures, and a comprehensive collection of work by John Singer Sargent. The museum’s claims to fame are so varied, in fact, you could spend weeks documenting its exceptionality. Whatever you take in during your visit, don’t miss the Claude Monet gallery in the European Wing, with one of the greatest caches of the Impressionist’s work outside of France, or the impressive Arts of Islamic Cultures Gallery, whose 2019 reinstallation was developed in collaboration with local Muslim groups. All said and done, the MFA is the crown jewel of  Boston's art scene .

woman running. Seaport

Seaport District Arrow

Boston Seaport is one of the city's most talked-about neighborhoods—and for good reason. The former no-man's land, just over the bridge from Downtown, has quickly evolved into a center of innovation, mixed-use development, and modern culture, attracting prominent companies like Amazon, big names in biotech, and major developers competing to erect Boston’s priciest, sky-scraping condos. A young, ambitious work force has followed, as have some great businesses—including the  Institute of Contemporary Art ,  Legal Harborside 's rooftop bar, Wood Hills Pier 4 for farm-to-table cuisine, darts bar Flight Club, the Lookout Rooftop, and Mediterranean hotspot  Committee.

The Barking Crab Boston

The Barking Crab Arrow

The last vestige of the old Seaport—a once rough-around-the edges neighborhood that’s now filled with glass skyscrapers, corporate types, and Lululemon stores—this indoor-outdoor seafood institution fills with diners and happy hour revelers of all stripes, from construction workers to management consultants. The waterfront destination feels like a coastal summer clam shack with its tented roof and picnic tables, and, indeed, it got its start as a seasonal restaurant back in 1994. Now, it includes a more permanent wing with an old time-y tavern feel, but the seaside, atmosphere persists throughout. That vibe pairs perfectly with the menu of seafood platters; raw bar favorites; fried scallops, shrimp, and clams; fish sandwiches; entrees; and lobster in all forms, including boiled, grilled, roasted, and rolled.

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Brattle Book Shop Arrow

In the heart of Boston’s downtown, carts and shelves of $1, $3, and $5 books fill an alley off of West Street. The seller: Brattle Bookshop, a store that encompasses three floors of used books, the top one filled with rare collectibles. Its purveyor, Ken Gloss, is a regular appraiser on the PBS’ Antiques Roadshow and has gained modest fame among antiquers and public-television addicts.  Independent bookshops attract an eclectic mix of characters, and that’s as much a part of the experience as the books themselves. Curmudgeonly regulars, bespectacled students, and travelers who value a good read all make Brattle Bookshop an institution. Even the famously reclusive J.D. Salinger stopped here once.

Harvard Square Landmark Boston

Harvard Square Arrow

Take an afternoon and evening to sink into this corner of Cambridge, and you’ll have discovered a city unto itself. You certainly don’t have to be a student to savor this neighborhood. There are  art and  natural history museums on Harvard’s campus, quirky boutiques for souvenirs like Black Ink, Grolier Poetry Book Shop (the oldest in the country, c. 1927), and local-loved, world-class restaurants like  Alden & Harlow . Tourists turn out in droves to walk the famous Harvard Yard, and despite the crowds it's worth taking a genuine wander.

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21 best things to do in the summer in Boston

We've earned some fun in the sun, so don't miss out on these summer activities.

JQ Louise

Summer in Boston is in full swing. While the warm weather will only be here for a brief period of time, that time is sure sweet. So, whether you enjoy nature, taking in some historical sites, getting out on the water, attending an outdoor concert or having a picnic, there is still time to enjoy these quintessential summer activities in Boston. There is so much to do for the whole family so be sure to also check out the best things to do with kids in Boston  and the  best beaches in the Boston area . 

RECOMMENDED: Full guide to the  best things to do in Boston RECOMMENDED: The best Airbnbs in Boston

Been there, done that? Think again, my friend.

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There is plenty of seating—both indoors and on a roomy, sun-splashed patio—and some of the biggest culinary names in Boston are delivering a varied assortment of delicious dishes and 'Gram-worthy bites . Stop by Time Out Market Boston this summer!

Best summer activities in Boston

1.  catch a red sox game or a concert at fenway park.

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Catch a Red Sox game or a concert at Fenway Park

Seeing a game at Fenway Park has been a rite of passage amongst locals since the stadium opened in 1912. Fenway Park is the oldest ballpark in the Major League, in America—and also one the smallest, so there really isn't a bad seat in the house. Tickets can be hard to come by for big games, but you can also experience the park by going on a public tour or scoring seats to one of the big-name concerts held here in the summer. And remember to check out  Time Out Market Boston  before or after your next Fenway visit.

2.  Take a cruise on the water

Take a cruise on the water

One of the most pleasant ways to take in the city in all of its glory, especially in the summer, is by getting out on the water. From a sunset dinner voyage to a whale watching adventure, check out this list of the best Boston cruises. 

3.  Picnic at the Public Garden

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Picnic at the Public Garden

The Public Garden is America's first botanical garden. A beautifully designed park with pathways meant for strutting your stuff. Stroll alongside the formal flower beds and willow-fringed lagoon, and pause for a photo opp at its wrought-iron bridge and graceful swan boats. It's a great spot for summer picnicking and whiling away the day. The Boston Public Garden is a place all visitors and locals need to visit each summer. 

4.  Get cool and cultured at a museum

Get cool and cultured at a museum

Seek shelter from the heat while becoming more interesting at the same time when you visit one of Boston’s top museums. Our city is teaming with world-renowned universities and intellectuals, and we have ample institutions to show for it. Whether you’re looking to admire art at the Isabella Stewart Gardner Museum, explore natural history at Harvard or feel presidential at the JFK Library, there are plenty of options for getting your culture fix. Another reason to spend a sweltering summer day in one of our local museums: AC is a must when keeping exhibits in pristine condition, so you can reap all of those cooling benefits, too.

5.  Down some oysters and drinks on ice

Down some oysters and drinks on ice

In the summer heat, there are few things more refreshing than slurping down some cold, fresh oysters alongside a nice chilled glass of rosé. New England is renowned for its spectacular seafood, and our oysters are no exception. It’s rare to find a restaurant in Boston that doesn’t offer local oysters on the halfshell, but we also have a number of eateries and raw bars that specialize in these briney delicacies. Look out for deals on these bivalves during the week, when you can have a drink and a dozen oysters for a cheap(er) evening out.

6.  See a show at the Leader Bank Pavilion

  • Music venues
  • Seaport District

This major outdoor venue, which seems to change names every couple of years (Formerly known as the Bank of America Pavilion and the Blue Hills Bank Pavilion, as well as many other names), is located on the waterfront in the ever-buzzing Seaport District. From May to October, shows feature mainstream rock, pop and R&B acts, with a sprinkling of contemporary newcomers. Summer is a great time to see a show because the warm weather and balmy breeze make the experience just perfect.

7.  Have a dinner at one of the best patios in Boston

Have a dinner at one of the best patios in Boston

Capitalize on our few months of warm weather and head out to one of these outdoor bars for fun, sun and a refreshing cocktail. Enjoy our beautiful city during the few warm months of the year and book a table at one of the amazing patios in town.

8.  Paddle the Charles River

Paddle the Charles River

Join the hordes of water-happy adventurers on The Charles during the summer months. You can rent a canoe, kayak or stand-up paddle board to wind your way along the river. There are a few different rental and launch locations, so read more for additional info.

9.  Stroll the Arnold Arboretum

  • Jamaica Plain

Stroll the Arnold Arboretum

This living collection, which boasts thousands of trees, shrubs and woody vines, is recognized as one of the most comprehensive and well documented of its kind in the world. Take a summertime stroll and see bursts of green, blooming flowers and plenty of birds. Free guided tours are available on designated days throughout the year.

10.  Go on a whale watch

Stellwagen Bank Sanctuary is one of the best spots for whale watching in the world. Each summer, around 50 humpback whales, identified by researchers, return to this hotbed of biological activity. Female whales bring their calves to teach them how to hunt for food in the plentiful waters. Take a whale watching cruise to learn more about these maritime mammals and their habitat. You might spot seals, porpoises and dolphins, too. Check out the Massachusetts Whale Trail site for more info.

11.  Stroll the Rose Kennedy Greenway

Stroll the Rose Kennedy Greenway

The Greenway is one of the most celebrated results of the now-infamous Big Dig, formed when I-93 was taken underground. The mile-long ribbon of parkways is the perfect place to get a dose of the outdoors and some art, as it's always peppered with public exhibits and installations. Fair-weather food and drink pop-ups also make it a great spot for picnics. Look out for periodic festivals, events and parades that take place here.

12.  Cool down with a scoop of delicious ice cream

Cool down with a scoop of delicious ice cream

Much like our affinity for year-round iced coffee, we tough Bostonians love a good ice cream cone regardless of the weather. But in summertime, when those typical scorchers and high levels of humidity have us sweating, snagging a scoop of the frozen stuff is nearly essential. Fortunately, there are plenty of local ice cream shops that serve primo flavors—both classic and innovative—as well as other deliciously cold options like sundaes, frappes and floats.

13.  Visit one of Boston's many parks

Visit one of Boston's many parks

From the Emerald Necklace — the nation’s oldest string of parks — to the Rose Kennedy Greenway (a gift courtesy of the Big Dig), Boston offers a whole slew of beautiful greenspaces. Take a stroll, sit back and relax, have a picnic and enjoy a little bit of nature at one of the best parks in Boston.

14.  Walk the Freedom Trail

Walk the Freedom Trail

For the first-time visitor to Boston, the Freedom Trail provides a useful starting point for diving into the best attractions in Boston. For locals, it's a chance to brush up on everything you should know about your city's history. The two-and-a-half-mile-long trail is easy to follow for a self-guided stroll, or join one of the organized tours on offer.

15.  Take a walking tour

  • Walks and tours

Take a walking tour

Boston is known for being a charmingly walkable city, with a wealth of historic landmarks that are easy to explore. Guided tours of the Freedom Trail and the unique neighborhoods that make up the Hub are a great way to take in local history and culture. A photo tour will show you some of the most Insta-worthy spots, and food tours will steer you towards the best of Boston's rich culinary scene.

16.  Have drinks at a rooftop bar

Have drinks at a rooftop bar

Sunshine and rising temps are basically begging you to sip on some cocktails outside. Even better: Have those outdoor drinks with a side of city views from up above. From the bustling Back Bay to the scholarly Harvard Square, Boston's best rooftop bars provide a sky-high oasis for you to escape from the hectic streets and feel like you're on cloud nine. 

17.  Stroll the North End

Stroll the North End

Explore Boston's famously Italian neighborhood. The North End is filled with restaurants, cafes and bars and in the summer it comes alive wiht festivals and lots more! Grab a few friends and pick up a cannoli to enjoy by the water. 

18.  Devour some of Boston's best lobster dishes

Devour some of Boston's best lobster dishes

Summer in New England means getting your hands on some lobster, whether it's steamed or stuffed in a roll. The city isn't short on options when it comes to restaurants that offer delicious lobster preparations—from seafood shacks that crank out the classics to upscale eateries that serve this crustacean in creative ways. To get your fill of this summer favorite, work your way through the best lobster dishes in Boston.

19.  Explore the Seaport patios

Explore the Seaport patios

We are so fortunate to have lots of trendy patios in the Seaport these days. From the newly opened Serafina Seaport, to  Lola 42 , to Para Maria at the  Envoy  to the good-old  Woods Hill Pier 4  the Seaport is spoilt for choice. Dress to impress and head to a few of the hotspots in this waterfront neighborhood. Perhaps start with drinks at Para Maria, have dinner at Serafina or Woods Hill and finish with dessert at Lola 42.  

https://media.timeout.com/images/105910510/image.jpg

20.  Visit the Boston Public Library

  • Libraries, archives and foundations

Visit the Boston Public Library

Most days you can join an informal art and architecture tour conducted by volunteers (call for times), but the labyrinthine structure is a joy to get lost in as well. At the center of the building is the cloistered courtyard, with its central fountain—a tranquil place to linger. Another highlight is John Singer Sargent's recently restored epic mural, the Triumph of Religion, which dominates the third floor gallery. 

21.  See the city on land and sea with a Duck Tour

  • price 3 of 4

The city’s most iconic tour combines Boston’s rich history and architecture with plenty of humor—all while traveling through land and water. Riding inside one of its revamped, World War II-era amphibious vehicle, you'll see landmarks such as the State House, Bunker Hill, Boston Common and Quincy Market before plunging into the Charles River for views of both the Boston and Cambridge skylines. Added perk: You get to quack at people on the streets in a somewhat socially acceptable manner.

Unique Airbnbs to rent in and around Boston

Unique Airbnbs to rent in and around Boston

From a Victorian townhouse to—yes—an actual lighthouse, these Airbnb properties make a trip to Boston all the more special.

The 16 best hotels in Boston

The 16 best hotels in Boston

Our guide to the best hotels in Boston includes top picks for vacations and staycations.

Where to stay in Boston

Where to stay in Boston

H ere’s your guide to the best negihborhoods and accomodations to make you fall in love with Boston.

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11 top experiences in Boston in 2024

Jillian Dara

Mar 2, 2024 • 7 min read

Isabella Stewart Gardner Museum in Boston, January 2024

Make the most of beautiful Boston with these 11 top experiences © Anthony Tulliani/Lonely Planet

As one of the oldest cities founded in the USA and considered by many to be the cradle of the American Revolution, Boston is a gift to history buffs.

But there's more to this northeastern metropolis than American history. Renowned sports teams that contend for national titles, museums and galleries around every corner, diverse and welcoming communities, breathtaking natural beauty and a thriving dining scene – Boston has a lot to offer, and it can be difficult to know where to begin.

The key is not trying to pack everything into one trip – that's the fun of returning! Savor Boston and let these 11 incredible experiences create lifelong memories.

The bow of the USS Constitution rising against the cityscape

1. Walk the Freedom Trail 

The Freedom Trail is a 2.5-mile walk through the city that leads past 16 colonial and revolutionary historical sites, and it's one of the city's most popular visitor attractions. Stops include the Boston Common (the city's main green space), the golden-domed Massachusetts State House , Faneuil Hall , Paul Revere House , the warship USS Constitution and Bunker Hill Monument . 

There are group tours that lead you along the Freedom Trail, with guides in 18th-century costumes. You can also do it yourself – just download a map from the Freedom Trail website and follow the bricks on the sidewalk.

A self-guided tour allows you to go at your own pace, giving you the flexibility to stop at Faneuil Hall to munch through a few of the local food stalls, or to book a supplementary tour aboard the USS Constitution .

Planning tip:  Spread the trail out over several days to make the most out of each of the Boston neighborhoods it winds through. 

2. Surround yourself with culture at Boston's museums

There's a museum for just about every taste in Boston. If fine arts is your jam, there are paintings, sculptures and tapestries at the Isabella Stewart Gardener , while the sprawling MFA  features more than 450,000 works of art. For more targeted collections, there's the Institute of Contemporary Art , the Museum of Science , the Boston Children's Museum and the ever-popular fish-filled  New England Aquarium .

 Tourists wandering along Acorn Street in Beacon Hill on a warm autumn day

3. Explore Boston's distinct neighborhoods 

Each of Boston's various neighborhoods has its own personality and unique allure. There are technically 23 designated neighborhoods, but a few of the most noteworthy include the South End, known for its brownstones and multitude of restaurants; Back Bay, where the long Commonwealth Avenue Mall is a year-round highlight of trees, park benches and statues; the newly developed Seaport where highrises are juxtaposed against the harborfront walk; and the North End, otherwise known as "Little Italy."

There's also South Boston, which used to be known for its Irish-American culture but is now a young professional's playground with lots of bars and restaurants; not to mention Fenway-Kenmore, Chinatown, the downtown financial and theater district, and charming Beacon Hill.

Planning tip: Dedicate a few mealtimes to the North End – there's simply too much to eat and drink here for one visit. Hanover Street can be touristy, but being part of the crowd is part of the experience to fully enjoy the authentic pizzerias, salumerias , coffeehouses and pastry shops (try the cannoli at both Mike's Pastry and Modern's to weigh in on the longstanding local debate of who makes them better).

4. Drink a craft beer (or two)

In 1984, Samuel Adams revived the craft beer scene when it released its Boston Lager – "the full-flavored beer they deserved," says the brand. Today, the local brewery still pours its iconic beer at two taprooms in the city, while also offering rotating seasonal brews and tasting flights. Use Samuel Adams as a starting point in a craft beer tour, then try some of the other local craft brands that have followed, like Night Shift, Trillium, Harpoon, Jack's Abby and Cisco. 

Local tip: If you're visiting in the late spring, summer or early fall, look for popup beer gardens from the aforementioned brands that take advantage of Boston's riverside, public gardens and harborfront. The scenery complements the signature and seasonal beers – sipping a fruity roast under the summer sun or enjoying an Oktoberfest among crunchy autumn leaves.

Thousands of baseball fans dressed in red and white fill the stands at a stadium

5. Catch a game at Boston's famed stadiums and parks

Boston is a sports city, and whether or not you're a sports fan, the city's commitment to its home teams is contagious. Fenway is a great place to start; opened in 1912, it's the oldest ballpark in Major League Baseball. There's also TD Garden , home to the Celtics, Bruins and mainstream concerts. Gillette Stadium is about 27 miles away, but worth the trip for a Sunday tailgate before watching the Patriots play. 

Local tip: If you missed out on tickets, don't sweat it! Pull up a bar seat at one of the many sports bars throughout the city – Bleacher Bar , Cask'  n Flagon , Stats Bar & Grille , The Greatest Bar , Banners Kitchen and Tap or The Sporting Club will all provide a taste of the dedication to local sports on game day.

6. Indulge in New England's culinary traditions

Positioned at the heart of New England , Boston has premier access to some of the best seafood in the nation. Whether you're at a casual waterside venue like James Hook & Co. or The Barking Crab , or settling into a settee at a more formal restaurant like Row 34 or B&G Oysters , pescatarians will be in heaven. The most popular orders include oysters on the half shell, New England clam chowder, lobster rolls (both buttered and with mayonnaise) and steamed clams. 

7. But also seek out regional rising stars of global cuisine

Though seafood is traditional in Boston, we'd be remiss not to mention some exciting spots for global eats. Xenia Greek Hospitality has Krasi and Bar Vlaha , while Yunnan Kitchen serves delicious Dian cuisine from southwest China. Borrachito Taqueria brings tacos to Boston via the original NYC outpost for Mexican eats.

Shoppers walk along a street lined with artworks for sale

8. Shop and gallery hop along Newbury Street

Multi-level brownstones line Newbury Street, Boston's charming one-mile stretch of boutique shops, art galleries, established restaurants and cozy cafes. Of Newbury's eight blocks, the first (between Arlington and Berkeley) is unofficially dedicated to high-end fashion, hosting designers such as Tiffany's, Chanel, Loro Piana and Cartier.

The sidewalks get crowded on the weekends, especially in summer – on summer Sundays, the street is closed to vehicular traffic for a pedestrianized-only experience. In winter, storefronts sparkle with holiday displays and in spring, restaurants open their patios, which overflow with patrons sipping spritzers through summer and well into autumn, of which the season is extended by standing heaters and warm drinks.

Local tip: Some of the best shops and bars are not at street level, so look up to find places like Bar á vin 1855 , a wine bar above popular French restaurant  La Voile , and also down to restaurants like Puro Ceviche Bar .

9. Walk or cycle along the Esplanade 

This three-mile path of green along the Charles River stretches from the Museum of Science to the Boston University Bridge. It's a popular exercise route for locals but also a leisurely way for visitors to enjoy Boston's natural beauty. Rent a bike and cycle your way along, or opt for a stroll.

An amphibious boat sails along a river backed by some high-rise city buildings

10. Get out on the water 

Whether you're interested in a sailing lesson on the Charles River or entrusting a local captain to do the work on a boat trip in the Harbor, there are plenty of opportunities to experience Boston by water. In addition to sailing lessons, there are outfitters along the Charles for kayaking, canoeing, rowing and stand-up paddleboarding. On the harbor, operators offer everything from hour-long tours, boats for day charter and leisurely sunset cruises. There are also Duck Boat Tours that traverse both land and water.

Planning tip: If you're booking a harbor cruise at sunset, reserve a table at one of the Seaport's popular restaurants to beat the crowds coming off your boat. Favorites include  Woods Hill Pier 4 , Nautilus , LoLa 42 and Strega . 

11. Tack on a day trip to one of Boston's coastal escapes

If you're visiting during the summer and can add on some extra time to your vacation, consider a day trip to one of Boston's coastal towns. Take a half-day trip to the North Shore to explore the quaint port towns of Gloucester and Newburyport, or venture down to the South Shore to beach towns like Duxbury and Cohasset.

For a longer excursion, drive to Cape Cod ("the Cape," as locals refer to it). Chatham, Dennis and Orleans are all within a two-hour drive and have one-street towns with bakeries and boutiques to spend the morning at before an afternoon lazing on the sands of the many nearby beaches.

Further afield is Provincetown, which can be a long drive, but there's also a fast ferry that runs throughout the summer. It can pick you up from Long Wharf in the morning and whisk you to Ptown in 45 minutes for a day of eating and perusing its artsy streets. 

Planning tip: If you opt for the mid-Cape on a summer weekend, leave extra time for traffic as back-up times on Friday evenings, Saturday mornings and Sunday afternoons can teeter on doubling your drive time. Opt for a weekday if possible.

This article was first published May 27, 2021 and updated Mar 2, 2024.

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33 Best & Fun Things To Do In Boston (Massachusetts)

By: Author Jerric Chong

Posted on Last updated: October 16, 2023

Things To Do In Boston

Thrumming with art, culture and history, Boston is one of the best places to visit for a one-of-a-kind vacation.

Not only does it offer everything from rock climbing to helicopter touring, but it’s also one of the oldest and most historically significant locations in the United States.

It was the site of the Boston Tea Party; it was the place where Paul Revere took his revolutionary ride.

If you’re interested in the American biography, Boston is where the first pages were written.

Are you planning a trip to Boston? Do you need some pointers and travel hacks for your journey?

Let us take the place of your usual guidebook. Here are just a few of the best things to do in Boston, Massachusetts.

Disclaimer: This article may contain affiliate links. If you make a booking through these links, we may earn a small commission at no extra cost to you.

Table of Contents

1. Freedom Trail

Bunker Hill Monument in Boston

f11photo / Shutterstock

If you’re looking at a map of Boston and wondering where to start, you can hit the ground running with the Freedom Trail .

It will take you through many important landmarks in the city, including the Paul Revere House, the Bunker Hill Monument, the USS Constitution and the site of the Boston Massacre of 1770.

The Freedom Trail is a little more than two miles overall, and it winds through Boston with a series of brick pathways to keep you on track.

In addition to the big-name attractions, you’ll also pass by a number of shops, museums, churches, graveyards and historical meeting houses.

You can wander from the trail at any time if you feel like grabbing a coffee at a local cafe or snapping a commemorative photo with a statue; the bricks will always lead you back.

If you’re considering what to do in Boston, the Freedom Trail is a good way to start your vacation.

It’s both interesting and entertaining, and it’ll serve as a gateway for further sightseeing as you pass through some of the most well-traveled areas of the city.

Check out these tours & activities around the Freedom Trail.

2. Fenway Park

Baseball game in Fenway Park, Boston

Israel Pabon / Shutterstock

The fields are green. The seats are rickety. The smell of popcorn is always in the air.

As one of the oldest baseball stadiums in the United States, Fenway Park has been carefully preserved as an athletic landmark, so it has a classic, clean-cut vibe that harks back to the golden days of America’s favorite pastime.

For example, did you know that Fenway Park has never been expanded?

It still seats the same number of people as it did in 1912, so it offers a close, personal view of your favorite pitchers and batters.

You can also hail old-fashioned hotdog vendors or take a tour of the stadium’s clubhouses and press rooms.

They’re filled with memorabilia, so you’ll be able to admire the same mitts, bats, balls and trading cards that your parents and grandparents did.

There’s nothing more “Boston” than the home of the Boston Red Sox.

Schedule a tour of Fenway Park if you want to experience the heart and soul of Major League Baseball!

Check details, prices and reviews here.

Address:  4 Yawkey Way, Boston, MA 02215, USA

3. Isabella Stewart Gardner Museum

Isabella Stewart Gardner Museum in Boston

Mark Zhu / Shutterstock

It isn’t often that you find a museum where the building is just as stunning as the artwork inside of it, but the Isabella Stewart Gardner Museum will take your breath away from the moment that you step across the tiles.

Created by Isabella Stewart Gardner, a patron of the arts from the 1800s, it was designed to look like a palace in the middle of a garden.

Its halls are decorated with ornate carpets and wallpapers; its courtyard has a collection of trees, patios, archways and textiles.

Its artifact collection includes everything from old paintings to rare books.

The Isabella Stewart Gardner Museum is definitely one of the best things to do in Boston.

If you aren’t amazed by the architecture, you’ll be staggered at everything housed inside of it.

It’s a must-do for anyone with the slightest interest in art!

Address:  25 Evans Way, Boston, MA 02115, USA

4. Boston Rowing Center

Boston Rowing Center

PurePhoto / Shutterstock

People in rowboats are a common sight in Boston.

Harvard has a rowing team, and rowers from Cambridge are always training for the next regatta.

But did you know that not every colorful dot on the water is a professional athlete?

Many of them are tourists, and they’re enjoying the services of places like the Boston Rowing Center .

The Boston Rowing Center gives visitors a chance to rent a rowboat and enjoy a splashing good time.

The center is an extension of the Hull Lifesaving Museum, a non-profit dedicated to maritime education, and it welcomes people of all ages who want to flex their biceps with an oar.

If you’re a beginner, you can take a class or join a group rowing tour.

If you know what you’re doing, you can rent your own boat and take the kids for a leisurely afternoon on the river.

Explore the scenery with the help of the Boston Rowing Center.

Rowing is a common activity in Massachusetts , so you’ll fit right in with the locals, and you might even make some new friends to take to the pub when you dry off!

Address:  88 Sleeper St, Boston, MA 02210, USA

5. Boston Common

George Washington Monument at Public Garden in Boston

Sean Pavone / Shutterstock

Maybe you want to enjoy a morning jog as the sun rises over the trees.

Maybe you want to ride a carousel or splash in an enormous frog pond.

Boston Common can make it happen!

As one of the oldest public parks in the United States, Boston Common is the Massachusetts equivalent of Central Park or the Golden Gate Park.

It’s a large, well-tended recreational area that offers all kinds of events and activities for anyone who can find it.

Visit in the summer to work up a sweat on the tennis courts and baseball fields.

Visit in the fall to watch the leaves change and crunch underfoot.

Visit in the winter to go sledding on the hills or ice skating on the pond.

There’s always something to do in the Boston Common, which is why we consider it a top 10 destination in the city!

Address:  139 Tremont St, Boston, MA 02111, USA

Visiting other parts of Massachusetts? Check out our list of things to do in Salem, MA !

6. Polcari’s Coffee

Polcari's coffee

Page Light Studios / Shutterstock

To experience Boston like a local, you’ll need to know all of the local hot spots.

One of the most famous is Polcari’s Coffee .

Passed down from generation to generation, Polcari’s Coffee is an old-fashioned coffeehouse that also sells nuts, herbs, spices, oils and other Italian cooking goods.

You enter through a quaint shopfront and are immediately engulfed by rich smells and dazzling displays of wall-to-wall bean jars.

A vintage scale will balance and weigh your coffee beans when you’re ready to order, and the homey, friendly staff will remember your name if you ever come back.

Polcari’s Coffee is a must-see in Boston.

Not only does it offer high-quality goods, but it’s also one of the cooler, more unusual things to do in the Boston area.

You’ll feel like you stepped back into simpler times as you go on a journey of java.

Address:  105 Salem St, Boston, MA 02113, USA

7. Emerald Necklace

apanese Lantern Sculpture in Boston Public Garden

Jay DeWinne / Shutterstock

The Emerald Necklace is a series of parks and gardens that stretches across the “neck” of the Boston peninsula.

It takes advantage of the unique topography of Massachusetts by linking together many of its most beautiful places, including:

– Boston Common – Boston Public Garden – Arnold Arboretum – The Riverway – Olmsted Park – Jamaica Pond

You won’t be able to visit everything in the Emerald Necklace in a single trip.

Each “jewel” of the necklace is a tourist attraction in its own right, so whether you’re hoping to nap among the wildflowers or take a footbridge through the ferns, you’ll need to plan ahead.

Decide which of these sights will bring you the most happiness as a nature lover, and put them on your list of the best places to see in Boston!

Bodega

Boston attractions come in many forms, but “an upscale fashion boutique hidden behind a dirty vending machine” is one of those that you have to see to believe.

Bodega is a hidden shop in Boston.

You’ll only find it if you travel to a rundown convenience store in the Back Bay, and you’ll have to push aside a specific Snapple vending machine to get inside.

Nothing has signs or markers, not even the convenience store, so you might have to wander the labyrinth of Boston alleyways before you stumble on the right path.

Once you’re inside Bodega, however, you’ll be amazed at its clean, well-lit shopping space.

It’s a luxury brand, so its clothes and shoes are top dollar.

It’s even been graced with celebrity spenders like Jamie Foxx and Kevin Durant.

Bodega is one of the most fun things to do in Boston.

It’s an adventure wrapped in a mystery and topped with a dash of retail joy, and finding it will make a fantastic story to tell your friends when you get home!

Address:  6 Clearway St, Boston, MA 02115, USA

9. Kendall Square

Kendall Square

Elijah Lovkoff / Shutterstock

Known as “the most innovative square mile on the planet,” Kendall Square is a cluster of high-tech buildings where you’ll find everything from science centers to start-up companies.

It’s located very near the Massachusetts Institute of Technology (MIT), so young professionals are always scurrying here and there.

Not everything is about work, however.

Kendall Square is home to a number of bars, shops and restaurants where its residents can escape the grind, and these places are usually designed to impress.

For example, the Kendall Center is all business within its walls, but there’s a free rooftop garden where visitors can breathe in the scent of fresh flowers while enjoying incredible views of the city.

Stop by Kendall Square if you’re looking for cool things to do in Boston that you can’t find anywhere else.

There’s only one MIT in the United States, so soak in its neighborhood while you can!

10. Boston Harbor

Boston Harbor

Marcio Jose Bastos Silva / Shutterstock

There are lots of Boston attractions at the Boston Harbor .

Not only does it carry huge significance as the historical site of the Boston Tea Party, but it’s also home to museums, lighthouses, shipyards, statues and landmarks.

As well as other culturally relevant things that can teach you about the city’s past and its place in the world.

Take a ferry tour of the islands of Massachusetts.

Hop on a bike and pedal down the boardwalk filled with shops and restaurants.

Grab a bite to eat from a local cafe, or visit a floating museum located on a boat where the artifacts sway with the tide.

There’s so much neat stuff at the Boston Harbor that you won’t know what to see first.

There will be too many options for the mortal mind to comprehend.

It’s the only downside of visiting major points of interest in Boston!

Check out these awesome activities around the Boston Harbor.

Traveling to other areas of Massachusetts? Why not check out some of the things to do in Cape Cod ?

11. Brattle Book Shop

Brattle Bookshop in Boston

biminator / Shutterstock

Looking at the Brattle Book Shop , you wouldn’t know that it’s one of the largest and most well-respected bookstores in the state of Massachusetts.

It’s a cozy, crowded kind of place where books are heaped on shelves and collapsing in piles on every available surface.

They even spill out into the brick alleyway beside the store!

If you’re a book lover, however, you’ll quickly realize the treasure trove that is Brattle Book Shop.

There are literally thousands of titles, and they include paperbacks, hardcovers, first editions and out-of-print copies.

There are maps and journals as well as rare manuscripts and vintage comic books.

The only thing that you won’t find here are contemporary bestsellers; it’s an antiquarian establishment, so it specializes in old, rare items.

You could spend an entire weekend getting lost in the shelves of Battle Book Shop, so make sure to give yourself plenty of time when you go.

“Today” can quickly turn into “tonight” when you’re browsing the finest collection of books in Boston!

Address:  9 West St, Boston, MA 02111, USA

12. New England Aquarium

New England Aquarium in Boston

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There’s so much to see and do at the New England Aquarium that you’ll need a dozen pairs of eyes to catch everything.

From the cute little penguins to the colorful sea turtles, it’s a smorgasbord of fun!

The main attraction of the New England Aquarium is its “Ocean Tank,” a series of see-through tunnels that allow you to walk under 200,000 gallons of water.

You’ll crane your neck for all kinds of eels, sharks, stingrays and sea dragons that swim freely over your head.

You might also like the tide pool, a gigantic pool where you can actually touch things like snails, hermit crabs and sea urchins.

Or maybe you’re more interested in the penguin or seal exhibits?

The former is famous for its collection of rockhopper penguins, and the latter is famous for being a free exhibit that you can enjoy outside of the aquarium without even needing to pay for a ticket.

If you’re looking for places to go in Boston, put the New England Aquarium on your shortlist.

You don’t have to be a zoologist to have a great time with the penguins!

Address:  1 Central Wharf, Boston, MA 02110, USA

13. Faneuil Hall Marketplace

Faneuil Hall Marketplace

Darryl Brooks / Shutterstock

When your money is burning a hole in your pocket, drop by Faneuil Hall Marketplace to relieve yourself of some coins.

Despite the singular name, it’s actually the site of four different marketplaces centered around a public plaza, and you won’t know which way to turn as you eat, drink, shop and sightsee.

You might even witness buskers or jugglers performing for cash!

The main draw of Faneuil Hall Marketplace is the food.

With dozens of vendors, you can find everything from oversized pretzels to spicy meat dishes, and their scents will mingle in the air as you explore.

Another fun thing about the marketplace is the sheer diversity of its wares.

It doesn’t matter if you’re looking for homemade crafts or locally-grown flowers; you can find all sorts of goodies here.

Finally, Faneuil Hall Marketplace is active at all times of the day and night.

When the sun goes down, the lights come on, and you can still enjoy all of your favorite activities even when it’s dark outside.

Visit the Faneuil Hall Marketplace if you’re looking for the top things to do in Boston.

It’s a lovely, lively place, and it will ensure that you have some good souvenirs of your Massachusetts vacation when it’s time to leave.

Address:  4 S Market St, Boston, MA 02109, USA

14. Santarpio’s Pizza

Santarpio's Pizza

Owned and operated by the Santarpio family, Santarpio’s Pizza is one of the lesser-known points of interest around Boston.

It’s a favorite of the locals and the select few that they tell about it, but you’ll never find it listed in fancy travel brochures.

What makes Santarpio’s Pizza so special?

For starters, it’s been in operation since 1903, and it still retains its vintage atmosphere to this day.

The walls are covered in boxing posters.

he menu can be changed at a moment’s notice with only a quickly-scribbled sign to announce it.

For many years, it was a cash-only establishment, but they finally relaxed that policy and started accepting credit cards.

As for the food, you won’t be disappointed.

From its signature deep-dish pizzas to its savory lamb skewers, you’ll be able to fill your belly with classic, unpretentious dishes.

Stop by Santarpio’s Pizza if you aren’t afraid of a little grime under your shoes in exchange for an authentic meal experience.

There’s a reason why it’s considered one of the top places to visit in Boston!

Check out this mouth-watering guided pizza tour.

Address:  111 Chelsea St, Boston, MA 02128, USA

15. Museum of Fine Arts

Museum of Fine Arts (MFA) in Boston

aphotostory / Shutterstock

Offering more than 450,000 artifacts, the Museum of Fine Arts is the largest museum in Massachusetts and the fifth-largest museum in the United States.

It’s the kind of place where you can get lost for days among its galleries, display cases and show rooms.

What are the coolest things to see in the Museum of Fine Arts?

It depends on your fancy.

If you like ancient Egyptian art, you can find everything from glittering jewels to ancient sarcophagi tombs.

If you like oriental works, the museum is famous for its Japanese woodblock prints and Chinese calligraphy scrolls.

There are also all kinds of classics in the form of French post-impressionist art from Monet, Renoir, Degas and Van Gogh.

The Museum of Fine Arts is one of the major tourist attractions of Boston, so you’ll definitely want to put it on your Boston bucket list.

Don’t leave the city without taking in the city’s finest collection of artwork!

Address:  465 Huntington Ave, Boston, MA 02115, USA

16. Boston Helicopter Tours

Helicopter tour over buildings in Boston

cate_89 / Shutterstock

A helicopter tour of Boston will take your breath away.

The sunlight will glimmer on the skyscrapers and high-rise condos; the waters of the river will stretch as far as the eye can see.

You’ll also enjoy fantastic aerial views of parks, gardens, bridges, baseball stadiums and golden-domed government buildings.

Boston Helicopter Tours isn’t the only company that will send you into the sky, but it’s one of the most popular.

They offer three different tour packages depending on the sights that you want to see, and you can schedule them at day or night.

If you want to watch a sunset over the city, you can do that.

If you want to marvel at the lit-up buildings in the evening, you can do that, too.

Boston Helicopter Tours is an amazing way to go sightseeing in Boston.

You don’t have to settle for coin-operated binoculars on the pier; you can strap yourself into a helicopter and see the entire state of Massachusetts sprawling beneath you!

17. Castle Island

Fort Independence, in Boston

Do you know your revolutionary history? If so, you’ve probably heard of Castle Island .

It’s a small strip of land located off the shores of Boston, and it played an important role for Massachusetts when it was used as a fortification point to stop the British from claiming American soil.

The main attraction of Castle Island is a military bastion called Fort Independence.

Originally built in 1634, it’s been preserved as a historical landmark for centuries, and free tours are available every day for visitors who want to learn more about its history.

Other things to do on Castle Island include biking, swimming, fishing and picnicking.

The serene atmosphere lends itself well to a quiet afternoon where you can recharge your batteries.

It’s for this reason that Castle Island is one of our top Boston attractions: It’s the perfect place to take a breather during the madness of a busy vacation.

Address:  2010 William J Day Blvd, Boston, MA 02127, USA

18. Craigie on Main

Craigie On Main

Craigie On Main

Craigie on Main is one of the best secrets in Boston.

It isn’t unpopular; it’s a well-known upscale establishment where you can order things like oyster plates and white chocolate almond desserts.

However, the best menu item at Craigie on Main isn’t even on the menu.

It’s a juicy hamburger that you have to request off the books, and you have to be one of the first patrons of the evening to order it.

The chef only makes 18 of these burgers each night!

The prime-cut beef is only available in limited quantities, and the burger is made with such painstaking attention to detail that it wouldn’t be time- or cost-effective to create them over and over again.

For a burger that will change your life, book a reservation at Craigie on Main.

Boston eating doesn’t get better than this.

Address:  853 Main St, Cambridge, MA 02139, USA

19. Museum of Science

Dinosaur in the Boston Science Museum

Micha Weber / Shutterstock

The Museum of Science is easily one of the top things to do in Boston.

Offering everything from a live butterfly garden to a hallway filled with optical illusions, it will delight visitors who are interested in biology, chemistry, history and paleontology.

An indoor zoo will let you observe turtles and porcupines.

Hands-on exhibits will allow you to play around with tools, fossils, putties, moon rocks and tinker toys.

A gigantic generator sits in the middle of a technical display and sends lightning bolts jumping from one metal rod to another, and a planetarium is always flashing lights to send cosmic messages from space.

There’s even a dome theater that plays IMAX movies!

If you’re traveling to Massachusetts, you won’t want to miss the Museum of Science.

It’s a highlight of Boston and a definite bucket list item for visitors of all ages.

Address:  Museum Of Science Driveway, Boston, MA 02114, USA

20. Blue Hills Reservation

Blue Hills Reservation

Vivvi Smak / Shutterstock

Massachusetts is one of the most beautiful states in the U.S., and nowhere is this more apparent than the Blue Hills Reservation .

While not considered “proper” mountains, the rolling hills are green and lush, and they offer spectacular views of nearby ponds, meadows, swamps and tree groves.

They’re also incredible when observed from a distance: They got their name from European explorers who were dazzled by the blueish mist that surrounded their peaks.

Visitors to the Blue Hills Reservation can enjoy a number of fun outdoor activities.

There’s swimming, fishing, boating and camping in the summer; there’s skiing, sledding and snowshoeing in the winter.

You might also want to take a hike or horseback ride through its numerous nature trails.

Note that the Blue Hills Reservation is located several miles south of Boston, so if you’re looking for stuff to do within city limits, it might not suit your particular travel plans.

If you’re willing to take a little drive, however, you’ll find that the Blue Hills Reservation is well worth the gas. Plan your trip today!

Address:  695 Hillside St, Milton, MA 02186, USA

21. Hatch Shell

Hatch Shell

Albert Pego / Shutterstock

The first thing that you’ll notice about the Hatch Shell is its design.

Made with curved wood in an act deco style, it looks exactly like the open-faced shell that it’s named for, and it’s one of the top tourist attractions in Boston for people who enjoy architectural oddities.

The other noteworthy thing about Hatch Shell is its activity roster.

As a public venue, it hosts all kinds of concerts, festivals and fundraisers, so there’s always something happening under the arched ceiling.

Free movies are shown on the weekends; an orchestra plays on major holidays.

There are summer bands and winter gatherings.

There are charity walks for every cause that you can imagine.

Long story short, there’s tons of fun to be had at Hatch Shell.

You just have to figure out what you want to do.

Are you in the mood for movies or music?

Do you want to shout at a political rally or listen to the trumpets blare during a live orchestra performance?

The Hatch Shell has a little something for everyone, so it’s definitely one of the top destinations of Boston!

Address:  47 David G Mugar Way, Boston, MA 02108, USA

22. Mount Auburn Cemetery

Washington Tower in Mount Auburn Cemetery

Wangkun Jia / Shutterstock

Visiting a cemetery might not be at the top of your vacation ideas, but Mount Auburn Cemetery isn’t an ordinary burial ground.

It’s a garden and a graveyard at the same time, and it’s considered a National Historic Landmark due to its venerable age.

Not only is it the oldest cemetery in the state of Massachusetts, but it’s one of the oldest in the whole of the United States!

What can you do at the Mount Auburn Cemetery?

If you enjoy photography, you’ll love the natural scenery of its fields, groves, lakes and burial plots.

There are elaborate headstones everywhere, and an on-site chapel is an architectural marvel with textured ceilings and stained glass windows.

A stone watchtower overlooks the grounds if you want to climb the steps and look at everything from on high.

You can also play find-the-grave if you’re a fan of famous names.

A lot of remarkable people have been buried at Mount Auburn Cemetery, including Paul Revere, Samuel Adams, Mary Baker Eddy and even Mother Goose!

Mount Auburn Cemetery is one of the most fun things to do when you’re near Boston.

It won’t thrill you like a roller coaster, but it’ll be a unique experience during your Boston vacation, and you’ll never forget the time that you spend there.

This will be especially true if you take pictures for your scrapbook!

Address:  580 Mt Auburn St, Cambridge, MA 02138, USA

23. Newbury Street

Newbury street in Boston

Newbury Street is one of the best places to visit in Boston.

In fact, it might be one of the best places to visit in the entire state of Massachusetts.

It’s a mecca for high-end retail, and its reputation has given rise to some of the trendiest shops in the country.

Countless retailers have gotten their start on Newbury Street.

Some of the businesses are housed in the iconic brownstone buildings that give the street its signature look; others are pop-up stores or temporary kiosks that are meant to showcase exclusive goods or capitalize on popular fads.

There are things sold on Newbury Street that you can’t find in traditional boutiques and department stores.

You have to be in the right place in the right time on Newbury Street, and that’s part of the magic of the location.

Newbury Street is one of the major points of interest of Boston; it’s basically the Fifth Avenue of Massachusetts.

If you’re wondering where to go on your Boston vacation, you won’t want to miss this mile-long wonder.

24. Franklin Park Zoo

Franklin Park Zoo

Januva / Shutterstock

Fun for the whole family, the Franklin Park Zoo is one of our favorite Boston attractions.

It’s the kind of place where you can come back every weekend and still not see everything. There’s just too much going on!

The biggest draws, of course, are the animals.

The tropical habitat has monkeys, hippos, crocodiles and capybaras; the grassland habitats have lions, zebras, giraffes and wildebeests.

The outback trail is filled with kangaroos and kiwis; the “bird’s world” is filled with sparrows and sea eagles.

There are other nifty things to do at the Franklin Park Zoo.

For example, there’s a golf course adjacent to the main attraction, and an arboretum is available for tours and nature walks.

No matter what kind of family fun that you’re after, the Franklin Park Zoo is one of the top destinations in Boston.

Whether you’re hoping to fly like a butterfly, swing like a monkey or stomp like a rhino, this zoo will provide an enjoyable experience for visitors of all ages.

Address:  1 Franklin Park Rd, Boston, MA 02121, USA

25. Brooklyn Boulders

Brooklyn Boulders

PandG / Shutterstock

Are you afraid of heights?

Located just outside of Boston, Brooklyn Boulders is an indoor rock climbing facility where you can test your bravery on walls that rise to dizzying heights.

You don’t have to be an experienced climber to go for gold; there are rookie classes where you can slowly build both your skills and your courage before you ascend to the highest hand-holds.

When you’re done with the rocks, there are other activities to enjoy at Brooklyn Boulders as well.

You can take a yoga class, hop on some cardio equipment and even enjoy live music during special events.

If you’re looking for the best things to do near Boston, consider Brooklyn Boulders.

You don’t have to be within the bounds of the city to have fun!

Address:  12A Tyler St, Somerville, MA 02143, USA

26. Prudential Tower

Prudential Tower

BorisVetshev / Shutterstock

Known to locals as “the Pru,” this 900-foot skyscraper is a marvel of modern architecture.

It’s also a hopping tourist attraction filled with everything from restaurants to retail shops, so the interior is just as exciting as the exterior.

Visitors can explore everything from food courts to fashion boutiques as they wander the shopping centers of Prudential Tower.

At the very, very top of the building, you’ll find “Top of the Hub,” a restaurant that offers floor-to-ceiling windows with panoramic views of the city.

You can also get great views from the Skywalk Observatory , a high-level observation deck that showcases everything below.

Prudential Tower is one of the big places of interest in Boston.

Even if you’re going to shop or dine elsewhere, you won’t want to miss the scene from its observation deck.

They’re worth every bit of the climb!

Address: 800 Boylston St, Boston, MA 02199, USA

27. Taza Chocolate Factory

Taza Chocolate Factory

mavo / Shutterstock

Unleash your inner child with a trip to the Taza Chocolate Factory .

Not only will you fulfill a lifelong dream of living like Willy Wonka, but you’ll also get to learn about a rare type of chocolate known as “stone-ground” chocolate.

It’s not a new invention.

It actually dates back to the days of the Aztecs and the Mayans.

It uses grinding tools to create crunchy, gritty chocolate that’s completely different from the creamy store-bought stuff, and it’s all the rage among chocolate connoisseurs.

A tour of the Taza Chocolate Factory will let you see the cocoa beans being crushed into powder by granite millstones.

You’ll also get to ask questions, touch the machines, watch informative videos and enjoy all of the free samples that you can eat.

If you go on a weekend, you can catch special children’s events like Chocolate Story Time and Taza Cacao Scout Bingo.

Give your taste buds something new to try with the sweet treats of the Taza Chocolate Factory.

It’s one of the lesser-known tourist attractions of Massachusetts, but it’s worth going off the map.

Address:  561 Windsor St, Somerville, MA 02143, USA

28. Middlesex Fells Reservation

Middlesex Fells Reservation

Sasha Fenix / Shutterstock

Also known as “the Fells,” this is another vacation spot that’s a little outside of Boston, but it’s easy enough to hop over once you’re done in the city.

It’s also worth the extra trip.

The Middlesex Fells Reservation offers more than 2,200 acres for nature lovers to explore, and it’s filled with rentable equipment for outdoor activities that range from mountain biking to horseback riding.

If you don’t mind getting wet, you can also go sailing, canoeing, kayaking or paddle boating.

If you’d prefer to stay dry, you can check on-site attractions like the John Botume House.

If you’re looking for fun things to do in Boston, the Middlesex Fells Reservation should get a giant checkmark on your map.

It has a little something for everyone, and it’ll open your lungs to fresh Massachusetts air!

Address:  4 Woodland Rd, Stoneham, MA 02180, USA

29. Harvard Museum of Natural History

Harvard Museum of Natural History

Papa Bravo / Shutterstock

The Harvard Museum of Natural History offers unique things that can’t be found anywhere else in Massachusetts.

It isn’t a collection of musty books and artifacts; it’s a dazzling display of art, science and nature.

For example, the museum is home to a “glass garden” that draws visitors from around the world.

There are thousands of flowers, ferns, trees, seeds and saplings that are represented by highly realistic glass-blown botanical models.

Where else can you find something like that?

There are other jaw-dropping attractions at the museum as well.

The gigantic skeleton of a black whale is suspended from the ceiling.

Gemstones glitter in their display cases. Meteorite fragments are carefully preserved behind glass.

There’s no question about it: The Harvard Museum of Natural History is one of the best things to do in Boston.

It offers a one-of-a-kind experience for anyone who is willing to step inside and learn something new. Schedule your tour today!

Address:  26 Oxford St, Cambridge, MA 02138, USA

30. Revere Beach

Revere Beach

Jana Groh / Shutterstock

You might not think of Boston as a tropical destination, but there are still a few places where you can enjoy sun and sand.

One of them is Revere Beach .

Located a few miles north of Boston, Revere Beach is ideal for warm-weather fun.

Not only does it offer the usual summertime pursuits like swimming and suntanning, but you can also enjoy yourself in skating rinks, bowling alleys and dance halls.

There’s always a lively crowd. You’ll make friends every time that you go back to the bar for another cocktail.

The next best thing about Revere Beach is that it’s in a centralized location.

You can take its main highway and head directly into downtown Boston, or you can branch out to several other Massachusetts cities in the surrounding areas.

The choice is yours. Where are you going to go?

31. Bow Market

Bow Market

There are lots of malls and markets in Boston, but Bow Market is one of the most unique.

Housed in a sunny courtyard, it’s a small, open-air shopping complex that only allows independent retailers, so it boasts an eclectic mix of booksellers, wine bars, nail salons, candy shops and vinyl record stores.

Visitors can wander around the complex and enjoy everything from craft beers to hand-painted jewelry.

There’s no rush and no limit to the cool stuff that you might find as you browse.

If you work up an appetite while shopping, hit up the food trucks that are always parked nearby.

If you’re looking for fun things to do in Boston that aren’t overrated or overrun with tourists, consider Bow Market.

You’ll be able to support small business owners while also getting a taste of the real Boston: the one that isn’t listed in a glossy brochure.

Address: 1 Bow Market Way, Somerville, MA 02143, USA

32. Georges Island

Georges Island

Joseph Sohm / Shutterstock

Part of the Boston Harbor Islands National Recreation Area, Georges Island is a great spot for vacationers.

It’s just a little outside of the city, and it’s a nice way to escape the crowds and enjoy some peace and quiet.

Activities on Georges Island range from the historical to the recreational.

Fort Warren is an important landmark if you’re interested in military history; there are parks, playgrounds, shops and restaurants if you prefer unstructured entertainment.

A ferry runs every day from Boston to Georges Island, so getting there will never be a problem. You’ll always be able to catch a ride.

If regular old Boston isn’t enough for you, take a side trip to Georges Island.

It will keep the fun going even after you’ve exhausted the major attractions of the city, and it’ll be another place to check off your map as a globetrotter!

33. Boston Harborwalk

Boston Harborwalk

It’s tough to say goodbye to Boston, but you can end your vacation in a satisfying way when you take the Boston Harborwalk .

Stretching across the piers and ports of the city, the Boston Harborwalk will take you on a “greatest hits” journey around Boston.

If you wander on foot, you’ll pass all of the shops, pubs, museums, theaters and art galleries that make it such a busy tourist destination.

If you hike or bike it, you can get in one last adrenaline rush as you move through nature trails and gardens.

If you opt for a cruise, you can relax on the water as you take in the Boston skyline for the final time.

All trips have to come to an end, but with the Boston Harborwalk, parting will be a little less sorrowful.

Start Planning Your Trip To Boston

These are just a few ways to enjoy your time in Boston, Massachusetts.

There are many more, so don’t feel limited by the suggestions on this list.

It’s one of the best vacation spots in the United States, so there are always new things to see, do, taste, buy, climb and explore in the greater Boston area!

Family Destinations Guide

9 Fun Things to Do Near Boston, MA: Best Places to Visit Nearby!

By: Author Stefan Meyer

Posted on Published: June 24, 2020  - Last updated: October 3, 2023

Boston is a wondrous and popular historic hub that overflows with activities for everybody.

But, there are countless fantastic places and more exciting getaways outside the limits of the city.

From scenic hiking trails to jaw-dropping ocean adventures, you’ll find a plethora of epic and fun things to do near Boston, MA.

So, check out our recommendations, and start crafting your dream vacation.

1. Tour the Harvard University Campus

Harvard University

Harvard University Cambridge, MA 02138 (617) 495-1000

Taking a Harvard campus tour should be at the top of everyone’s list of things to do near Boston, MA.

Not only is the campus filled with gorgeous buildings, but it’s also home to the highly acclaimed Harvard Museum of Natural History.

Why we recommend going here

A visit to this renowned university gives you a sneak peek into the life of a Harvard student.

You’ll get exclusive information from students who will provide some fun tidbits and an overview of the university’s history.

Plus, it lets you see an array of architectural styles, like the Romanesque-designed Server Hall and Georgian-style Holden Hall.

As a bonus, the university is home to a can’t-miss natural history museum.

Distance from Boston

Harvard is just 3 miles away from Boston via Broadway.

In fact, it’s a quick 11-minute drive from some of the best hotels in Boston for families.

Alternatively, you may also take the subway (red line) to get to the university.

Recommended Hotel Near Harvard University : The Liberty, a Luxury Collection Hotel

Related: Places to Dine in Cambridge

Related: Best Hotels in Boston for Families

2. Plimoth Plantation

Plimoth Plantation

137 Warren Ave Plymouth, MA 02360

Plimoth Plantation is truly one of the best historical attractions near Boston, Massachusetts.

Known as a living history museum, this hidden gem gives you a glimpse of the 17th century Massachusetts.

The plantation recreates the settlement of the Pilgrims in its main exhibit: the 1627 English Village.

From costumes and vocabulary to artistry and crops, everything in the village has been thoroughly researched and recreated.

Acting in character, costumed interpreters will explain the details of the village’s 17th-century life as well as answers some of your questions.

The fastest way to get to the plantation from Boston is to drive MA-4 S.

Depending on your speed, the trip may take around 40 minutes to an hour.

Recommended Hotel Near Plimoth Plantation: Hampton Inn & Suites by Hilton Plymouth

Related: Top Boston Attractions

3. Gloucester Whale Watching

Gloucester Whale Watching

63 Rogers St Gloucester, MA 01930 (978) 283-1776

My family and I have so many pleasant memories of our Gloucester whale watching tour.

Truthfully, there’s no tour in Massachusetts quite as spectacular as this Gloucester cruise.

It’s a spellbinding experience that offers you a rare opportunity to spot gigantic and friendly whales up close.

Plus, it also lets you see other fascinating creatures, such as dolphins as well as birds that beautifully plummet into the ocean to grab their meal.

On top of it all, the tour features knowledgeable and enthusiastic guides who’ll share insightful information about these aquatic creatures.

Gloucester, via MA-128 N, is 39.4 miles from Boston.

On average, the drive will take around 44 minutes.

Recommended Hotel Near Gloucester Whale Watching: Atlantis Oceanfront Inn Gloucester

Related: Must Try Restaurants in Gloucester

Related: Best Family Resorts Near Boston

4. Blue Hills Reservation

Blue Hills Reservation

695 Hillside St Milton, MA 02186 (617) 698-1802

Blue Hills Reservation is a paradise for nature lovers, outdoor aficionados and budget-conscious travelers.

With photogenic nature sights and miles of hiking trails, it offers a host of free and cheap activities to offer to adventurers

With its gorgeous natural backdrop, it’s also one of the most romantic places to visit near the city.

Blue Hills has a lot to offer to both seasoned hikers as well as those who just want to take a relaxing stroll through breathtaking scenery.

From kid-friendly hikes to challenging loops, the area has a variety of trails suited for all levels.

Our favorite trail here is the Skyline Loop, which lets you climb several peaks within the Blue Hills range.

Surprisingly, the park is pretty close to downtown Boston, with a distance of 10.5 miles via I-93 S.

The drive will only take around 14 to 20 minutes.

If you’re a nature lover looking for cool places to go near the city, this park is absolutely your best bet.

Recommended Hotel Near Blue Hills Reservation: Homewood Suites by Hilton Boston/Canton, MA

Related: Best Things to Do in Boston

5. Sail on Fame

Sail On Fame

86 Wharf St Salem, MA 01970 (978) 729-7600

Don’t get us wrong. There are plenty of incredibly fun things to do in Boston with kids .

But, if you really up the fun a few notches, you should take a sailing excursion on Fame, a full-scale replica of the first private schooner in America.

Why we recommend going there

It’s the perfect family-friendly adventure for kids or anyone who gets bored easily.

After all, this historic sailing excursion keeps everyone engaged by allowing everyone to help with tasks, such as steering the boat and raising the sails.

The sights of nature are also enthralling and the crew will share stories of Salem’s storied past.

Salem is a quick 30-minute drive (15 miles) from Boston via MA-1A N and MA-107 N.

Recommended Hotel Near Sail on Fame: Salem Waterfront Hotel & Suites

Related: Best Beaches Near Boston, MA

6. Mount Auburn Cemetery

Mount Auburn Cemetery

580 Mt Auburn St Cambridge, MA 02138

I know a visit to a cemetery doesn’t seem quite an appealing experience.

But, trust me, Mount Auburn Cemetery is by far one of the most fascinating places to visit near Boston.

Established in 1831, this peaceful and beautiful 175-acre graveyard is the first ever garden cemetery in the country.

Listed as a National Historic Landmark, this cemetery is filled with striking landscapes, elaborate sculptures and eye-catching artworks.

What’s more, it’s the burial ground to several famous people, including Winslow Homer and Mary Baker Eddy.

To get to the cemetery from Boston, drive Storrow Dr and Soldiers Field Rd.

Travel time is 13 minutes and distance is 6.2 miles.

Recommended Hotel Near in Mount Auburn Cemetery: Le Meridien Boston Cambridge

7. The Peabody Essex Museum

The Peabody Essex Museum

161 Essex St Salem, MA 01970 (978) 745-9500

A great way to spend a day away from Boston is to explore Salem’s Peabody Essex Museum.

One of the state’s largest museums, it’s home to some of the most important collections of Asian and American in the country.

The museum is one of the most impressive places to see near Boston.

Drop by to experience history and art from New England and around the world.

This treasure trove showcases New England art architecture and maritime art.

It has over 20 historic buildings and features around 1.3 million exhibits.

From Boston, drive MA-1A N and MA-107 N to reach the museum.

Distance of the route is 15.6 miles and travel time is 31 minutes.

Recommended Hotel Near The Peabody Essex Museum: The Salem Inn

8. Harvard Square

Harvard Square

18 Brattle St#352 Cambridge, MA 02138 (617) 491-3434

Looking for more free things to do and see near Boston ?

I suggest that you spend a few hours exploring Harvard Square.

Iconic and energetic, this bustling center is jam-packed with buskers, quirky boutiques, bars, cafes, restaurants and Harvard students.

Wandering around the square and simply people-watching can be quite entertaining by itself.

Whether you’re visiting it at night or day, the atmosphere here is always lively.

In my opinion, it has the energetic and fun vibe of a quintessential European square.

Moreover, it’s an excellent place to hang out in the evenings.

The square is a 12-minute drive (5.2 miles) from the city via Storrow and Soldiers Field Rd.

While there’s public transportation available, driving is the easiest and fastest route.

Recommended Hotel Near Harvard Square: Le Meridien Boston Cambridge

9. Portland Vintage Fire Truck Tour

Portland Vintage Fire Truck Tour

180 Commercial St Portland, ME 04101 (207) 252-6358

I can’t think of a better way to see Portland than this extraordinary sightseeing adventure.

With this city tour, you’ll be seeing some of the most beloved Portland landmarks aboard a real-life vintage fire truck.

It’s more than just a sightseeing tour.

You’ll be listening to a live narration, as you explore the city’s vibrant neighborhoods, historic sites and scenic coast on a classic fire truck.

You’ll learn more about the city’s maritime past and even have some time to browse souvenirs.

Also, we really love the mesmerizing views of the architecture and lighthouses from high up on the truck engine.

Portland is less than 2 hours away from Boston. I suggest that you take the I-95 N route since it’s the fastest way to get to Portland. Travel time usually is 1 hour and 49 minutes and distance is 112.2 miles.

Recommended Hotel Near Portland Vintage Fire Truck Tour: The Liberty, a Luxury Collection Hotel

9 Fun Things to Do Near Boston, MA for [currentyear]

Fun Things To Do Near Boston MA

  • Harvard University
  • Plimoth Plantation
  • Gloucester whale watching
  • Blue Hills Reservation
  • Sail on Fame
  • Mount Auburn Cemetery
  • The Peabody Essex Museum
  • Harvard Square
  • Portland Vintage fire truck tour

PlanetWare.com

23 Top-Rated Tourist Attractions in Boston

Written by Barbara Radcliffe Rogers Updated Mar 19, 2024 We may earn a commission from affiliate links ( )

Perhaps no other city in America holds as much history of the colonial and Revolutionary War era as Boston. It's not surprising then that its main sites have become a pilgrimage trail for Americans and for others who hope to get a sense of that history.

But more than that, the Freedom Trail is a good introduction to today's city, connecting or passing close to some of its best loved tourist attractions. Boston is easy to navigate on foot, as its major sights are relatively close, and America's first subway system, the T, connects its important neighborhoods.

Across the Charles River, a watery summer recreation area whose Boston shore is reserved as the Esplanade park, is Cambridge. Although a separate and independent city, for tourist purposes, Cambridge is part of Boston and connected by the same transit system.

Here, you'll find two of America's most prestigious and important universities, Harvard and the Massachusetts Institute of Technology (MIT) . These and the many other universities and colleges in the area help keep Boston a youthful and vibrant place to be, with a lively cultural scene. With all the music, theater, and entertainment options, plus its abundance of restaurants, you'll never be at a loss for things to do in Boston at night.

Maybe because I've lived there and know its sometimes puzzling web of downtown streets, I find Boston a thoroughly comfortable city to visit; despite its tall buildings, its compact neighborhoods make it seem more like a cluster of small towns. Join me in a tour of my favorite city, and discover the best things to do, with this handy guide to the top attractions in Boston.

Walk the Freedom Trail

See a game or take a tour of fenway park, faneuil hall, boston common and public garden: ride the swan boats, museum of fine arts boston, isabella stewart gardner museum, uss constitution and bunker hill (boston national historic park), museum of science, harvard square and harvard art museums, old north church and boston's north end, boston tea party ships & museum, new england aquarium, harvard museums and the glass flowers, newbury street & back bay, boston public library and copley square, boston harbor and whale watching cruises, john f. kennedy presidential library and museum, beacon hill and the black heritage trail, boston harborwalk and christopher columbus waterfront park, rose fitzgerald kennedy greenway, boston pops and boston symphony orchestra, arnold arboretum, massachusetts institute of technology, where to stay in boston for sightseeing, tips and tours: how to make the most of your visit to boston, best time to visit boston, ma.

Freedom Trail

The three-mile Freedom Trail leads you past – and into – 16 of the city's principal historic monuments and sites. It's easy to follow, by the line of red bricks in the sidewalk and by footprints at street crossings. Begin by picking up brochures on the attractions at the Visitor Center in the Boston Common before heading to the State House .

The trail will take you to Old Granary Burying Ground (where Paul Revere, Samuel Adams, and John Hancock are buried), King's Chapel Burying Ground (Boston's oldest cemetery with the graves of Governor John Winthrop and two Mayflower passengers), Old South Meeting House (where the ringing speeches of patriots spawned the Boston Tea Party), and the Old State House . This is Boston's oldest public building and the site of the Boston Massacre .

The Freedom Trail continues through Boston's North End, past the Paul Revere House and Old North Church , and ends across the bridge in Charlestown with the 54-gun frigate USS Constitution and the 220-foot granite Bunker Hill Monument. With all these attractions and places to see, it's no wonder the Freedom Trail is one of the best walking trails around Boston .

Fenway Park

Known as "America's Most Beloved Ballpark," Fenway Park is one of the most fabled sports complexes in the country, and even if, like me, you're not a sports fan, a tour of it is both fun and interesting. And sitting inside, surrounded by cheering fans and singing "Sweet Caroline" is a quintessential Boston experience.

The home of the Boston Red Sox looks much the same as it did when it opened on April 20, 1912. One of its most recognizable features is the Green Monster , the 37-foot green wall in left field, and the park still maintains some of the remnants of "old time" baseball such as the hand-operated scoreboard.

Fenway Park also has the lowest seating capacity in the Major Leagues holding only 33,871 spectators (a fact that makes tickets exceedingly scarce).

Author's Tip: If you manage to get tickets, don't even think about driving to a game. Park outside the center and take any MBTA Green Line train (except one labeled Heath St.) to Kenmore Square and follow the crowd on the short walk to the stadium.

Address: 4 Yawkey Way, Boston, Massachusetts

Faneuil Hall

Known as the "cradle of liberty," Faneuil Hall was built in 1740-42 by Huguenot merchant Peter Faneuil as a market hall and presented to the city on condition that it should always be open to the public.

The ground floor is still occupied by market stalls; on the upper floor is a council chamber, which in the 18th and 19th centuries was the meeting place of revolutionaries and later, of abolitionists. On its fourth floor is the Ancient and Honorable Artillery Museum , with weaponry, uniforms, and paintings of significant battles.

The adjoining Faneuil Hall Marketplace includes three long halls (Quincy Market, North Market, and South Market), dating from the early 19th century, now occupied by a lively assortment of shops, restaurants, and exhibitions.

In good weather, I love the block-party atmosphere here, with street performers and buskers putting on shows in the square around the market, and in any weather I never tire of browsing through the shops selling jewelry, clothing, gifts, and souvenirs. You can never have too many Red Sox caps, or you can get a coffee mug inscribed with a Boston/English dictionary. It might come in wicked handy talking with locals.

The food stalls in Quincy Market are some of the most popular places to eat lunch in Boston. My favorites are Fisherman's Net and the family-run Boston Chowdah for seafood, and West End Srollers for panini sandwiches I can walk around with as I browse. Ethnicities from Hispanic to Asian Fusion are represented, and Boston Halal is opening in 2023.

Address: Faneuil Hall Square, Boston, Massachusetts

Boston Common and Public Garden Swan Boats

In the heart of the city is Boston Common, America's oldest park and the start of the Freedom Trail . In this large green space, which is much used by locals year-round, are various monuments and the Central Burying Ground of 1756.

You can rent skates to use on the Frog Pond from November through mid-March, enjoy the spring blossoms and fall foliage colors reflecting in its surface, and in summer, watch youngsters splash about in the wading pool.

Adjoining it on the west side of Charles Street, is the 24-acre Public Garden, America's oldest botanical garden. Along with the Victorian-style monuments and statues, including an equestrian statue of George Washington, are the popular modern bronzes of a family of ducks immortalized in Robert McCloskey's children's book Make Way for the Ducklings .

Joining the ducklings to give the Public Garden its whimsical air is one of Boston's most iconic experiences for all ages: riding around the lake in the garden's center on the famous Swan Boats , first launched in the 1870s.

Generations of children have ridden these and returned with their own children and grandchildren (I know this because I'm in one of those families). If you're in Boston with kids, take them for a ride here, and start your own multi-generational tradition.

Address: Public Garden, Boston, Massachusetts

Museum of Fine Arts Boston

One of the leading art museums in the country, the Boston Museum of Fine Arts excels in its collections of Impressionist paintings, ancient Egyptian treasures, Asian and Persian fine arts, and works from ancient Greece and the Middle East.

Its crowning achievement is the construction of an entire American Wing to house, integrated in chronological order, outstanding collections of American paintings, furniture, decorative arts, folk art, silver, glassware, and design dating from pre-Columbian arts to the Art Deco and Modernist eras. To see all these works of art shown in context with other creative accomplishments of their time is an exciting journey through the world of American creativity, one I never tire of taking.

Highlights elsewhere include a 12th-century lacquered-wood sculpture of a Buddhist Bodhisattva and Korean painted screens, the ivory and gold statue of the Minoan Snake Goddess from 1500 BC, and a statue of the Egyptian pharaoh Mycerinus and his queen from 2548-2530 BC.

For me, in addition to the American Wing, the museum's highlight is the group of 35 paintings by Claude Monet , one of the largest collections outside of France. These are exhibited in good company, alongside works of Gaugin, Renoir, and Degas.

To see and appreciate all the museum's galleries and collections could take a full day, but the mind can only absorb as much as the feet can endure. So unless you are a devoted art enthusiast, plan from two hours to half a day here and concentrate on those sections that interest you most.

The museum is about a 1½-mile walk from Copley Square and other neighborhoods for sightseeing; an easier way to get there is on the MBTA Green Line. Take a car marked Heath St. from Copley or Park St. stations.

Address: 465 Huntington Avenue, Boston, Massachusetts

Isabella Stewart Gardner Museum

Set in a building its eccentric creator modeled after a 15th-century Venetian palace, the Isabella Stewart Gardner Museum displays its collections in rooms surrounding a four-story central courtyard filled with flowering plants and fountains.

The priceless 2,500-piece collection of paintings, sculptures, furniture, tapestries, decorative arts, books, and manuscripts reflect the personal tastes and considerable expertise of Mrs. Gardner herself, whose own flamboyance further adds to the charm of the museum.

Behind the palazzo, a 70,000-square-foot glass-clad building designed by Italian architect Renzo Piano creates new viewpoints for the original palazzo and stunning spaces for music and visual arts, allowing the museum to showcase exceptional contemporary works and artists. Rather than clash or compete with the original building, Piano's wing simply provides a new glass through which to view Mrs. Gardner's palazzo.

From almost anywhere in the new building are uninterrupted prospects of the palace and gardens through transparent walls. After you tour the museum, stroll through the Fens , a long green space, where you'll find a beautiful rose garden in bloom from June through October.

Author's Tip: The Gardner is only a few steps from the Museum of Fine Arts, making it tempting to combine them in one day. But unless art is your passion, it's best to see them on different days, so you can appreciate each. Visiting the Gardner is to immerse yourself not just in art, but in the 15th- and 16th-century artistic world of Renaissance Italy.

Address: 280 The Fenway, Boston, Massachusetts

USS Constitution and Bunker Hill (Boston National Historic Park)

Nicknamed Old Ironsides , USS Constitution is the oldest commissioned ship in the United States Navy, and is still commanded and crewed by Navy personnel. The ship is open to visitors, who can go below desks and hear about the ship's construction and action at sea.

Across the pier, the USS Constitution Museum provides historical context through interactive exhibits that illustrate life aboard a naval vessel two centuries ago. Another ship you can tour here is the Cassin Young , a World War II destroyer.

Charlestown Navy Yard is part of the Boston National Historical Park, and it's a short walk to the Bunker Hill Monument and Museum, also in the park. The 221-foot-tall granite monument marks the hilltop site of the earthen fort built by New England soldiers prior to the Battle of Bunker Hill, the first pitched battle of the American Revolution.

Address: Building 22, Charlestown Navy Yard, Charlestown, Massachusetts

Museum of Science

Exhibits in the extensive Museum of Science encourage learning through hands-on exploration of science and technology, but the museum is not just for children. Physics, biology, chemistry, ecology, zoology, astronomy, computers, and more are explored in more than 700 permanent, hands-on exhibits that are enhanced by stage presentations and interpreters. I find it every bit as engaging as my children do, and can easily spend a whole day here.

Highlights are a 65-million-year-old fossil discovered in the Dakota Badlands, an electricity dome with continuing programs, the Butterfly Garden where you can walk among free-flying butterflies in a conservatory filled with exotic plants, a live animal center, a chance to join local meteorologists to learn weather forecasting, and ComputerPlace , where you can operate a robot and explore how your computer stores information. The planetarium presents daily laser and star shows, and the Mugar Omni Theater has a five-story domed screen.

Author's Tip: Save money on a family day at the museum by bringing your own lunch. You are welcome to enjoy it in the Atrium, on the front plaza, or at picnic tables behind the museum. No snacking in the exhibit areas, though.

Address: Science Park, Boston, Massachusetts

Harvard in the spring

Harvard University , founded in 1636, is the oldest institution of higher learning in the United States and is widely considered one of the world's leading academic centers. Go to the Harvard Information Center to take a spirited and entertaining free walking tour of the campus guided by a student who will share history, Harvard lore, and personal perspective. Or you can download a tour from their website.

Harvard Yard sits right in Harvard Square , a lively hub for students, "townies," and visitors, filled with shops, bookstores, and allegedly more places to buy ice cream than any other U.S. city.

Adjoining Harvard Yard is the Renzo Piano-designed home of the Harvard Art Museums , including three formerly separate collections, each of which ranked high as major U.S. art museums. Few universities have such enviable collections. Fogg Art Museum concentrates on Italian early-Renaissance art, the Busch-Reisinger on Expressionist art of central and northern Europe, with Bauhaus objects and paintings by Kandinsky and Klee.

Another important feature of the museums is one of the world's best collections of Chinese jade, as well as Chinese bronzes, Japanese prints, Indian art, and Greco-Roman antiquities, especially vases and sculptures.

If you're as bookish as I am, don't miss browsing in The Harvard Bookstore , just across Massachusetts Ave. from The Yard. Not associated with the University, this indy store has been a fixture in this same spot since 1932.

If you're looking for Harvard insignia souvenirs, the place to go is the Harvard Coop , across the square.

Address: 32 Quincy Street, Cambridge, Massachusetts

Old North Church

Boston's lively Italian neighborhood, known as the North End, is one of Boston's oldest, where the silversmith and activist leader Paul Revere lived at the time of the American Revolution. The Paul Revere House, which he bought in 1770 and lived in when he made his famous ride, is the only patriot's home on the Freedom Trail, and is open to tour.

You can climb to the tower of Old North Church , where lanterns were hung in April 1775 to alert Paul Revere that British troops were headed to Lexington to arrest the patriot leaders and confiscate the munitions supplies. The beautiful white interior of the church still retains its historic box pews.

The North End is a favorite spot for tourists for reasons that go well beyond its important historic sights. Although it has changed a bit over the years since it was filled with newly arrived immigrants from Italy, it retains its Italian character and lively flair.

You'll find Italian restaurants; cafes; bakeries; and shops fragrant with aromas of cured olives, fresh-roasted coffee, and Italian cheeses. For my family, Modern Pastry on Hanover St. is a required stop, for cannoli and pignoli cookies.

You'll also find the North Bennet Street School , where skills such as bookbinding, cabinet and furniture making, carpentry, silver and gold work, and violin making are taught. Their gallery shop is like a museum of fine craftsmanship and a good place to shop for one-of-a-kind gifts.

Boston Tea Party Ships & Museum

On the night of December 16, 1773, more than a year before the first battle of the American Revolution, angry Bostonians protesting a tax on goods shipped to the colonies, stormed ships from England and threw the tea into the harbor at this site. With full-scale replicas of the original ships from which the Sons of Liberty dumped tea overboard, the Boston Tea Party Ships & Museum offers tours with a participatory reenactment of that event.

Costumed historical interpreters lead visitors through that historic night, through interactive exhibits, films, and multi-sensory experiences. Of course, everyone gets to dump tea into the harbor. In the museum, you'll see the only known tea chest from that ill-fated cargo.

This is more a history-as-entertainment attraction than a living history museum. But kids are drawn into the fun as they learn about shipboard life and American history, so it's no wonder this is one of the favorite things to do for families in Boston.

Address: 306 Congress Street, Boston, Massachusetts

New England Aquarium

Overlooking the waterfront, the New England Aquarium features more than 20,000 fish and aquatic animals representing over 550 species. A man-made Caribbean coral reef houses a large variety of tropical fish and underwater life including sharks, turtles, and moray eels. The Edge of the Sea touch tank allows visitors to handle small invertebrates like crabs, starfish, and urchins.

Outside the aquarium, visitors can watch harbor seals play, perform, and live in their enclosed habitat. The New England Aquarium also sponsors educational programs and whale-watching tours outside of Boston Harbor, and the adjacent IMAX Theater shows 40-minute films on nature subjects.

To be sure of admission at this popular family attraction, reserve timed entry tickets in advance. Nearby parking is expensive, but it's easy to get here by public transit; the aquarium has its own stop on the MBTA's Blue Line.

Address: Central Wharf, Boston, Massachusetts

Glass Flowers at the Harvard Museums

Although the four Harvard Museums that make up this complex contain treasures such as the artifacts brought back by Lewis and Clark, for most people, the highlight is the more than 3,000 models of 830 species of flowers and plants, some with insects, and all so realistic that you will have trouble believing they are made of glass. I marvel at these anew, each time I see them.

Created between 1887 and 1936 by German artisans Leopold and Rudolf Blaschka, the flowers are unique in the world, and their secret process has never been replicated. These are part of Harvard's massive research collections, shown under one roof in the Peabody Museum of Archeology and Ethnology , the Mineralogical Museum , the Museum of Comparative Zoology, and the Botanical Museum .

Particularly strong in Native American exhibits , the Peabody shows artifacts and art interpreted as part of a living culture, even when that culture has vanished. You can admire some of the finest examples of Native American arts from many periods and tribes, and also see how these changed as Europeans provided a new market for their goods.

Those who like the Victorian "Cabinet of Curiosities" feel of old traditional museums will love the Pacific Islands balcony - it's like stepping back a century. The Museum of Comparative Zoology , founded by Louis Agassiz in 1859, contains an extensive collection of fossils, including a 25,000-year-old mastodon . The mineralogy collections include a dazzling display of rough and cut gemstones , a world-renowned meteorite collection, rocks, ores, and minerals from around the world.

Address: 26 Oxford Street, Cambridge, Massachusetts

Café on Newbury Street

Both atmospheric and fashionable, Boston's Back Bay (it was once under water, before a hill was leveled to fill it in) is the heart of the 19 th -century city, home of the "Proper Bostonian" of legend. Streets of sedate Brownstone and brick townhouses line the grid of streets between the Public Garden and the Fenway, bounded on the north by Storrow Drive and the Charles River Esplanade.

Stroll its tree-lined streets, especially Newbury Street, to find an almost European atmosphere of small (mostly trendy) shops and boutiques, art galleries, and cafés and restaurants that spill out into sidewalk terraces. Architecture throughout the neighborhood is eclectic, with some fine examples of ornamental terra-cotta and brickwork.

I love walking through Back Bay residential streets at any time of year – in the spring when Magnolias bloom in the tiny front yards, in the winter when the wrought-iron fences sketch patterns against the snow, and in the fall when fallen leaves crunch underfoot.

 Copley Square

The main square of the Back Bay area is surrounded by both old and ultra-modern buildings. One side is formed by the Boston Public Library , founded in 1848 as the first publicly funded lending library in the country. Architect Charles Follen McKim designed the present building in 1895.

Go inside to see the library's Renaissance Revival architecture and murals by John Singer Sargent and Edwin Abbey. Granite medallions over the entrance arches are the work of the pre-eminent American sculptor Augustus Saint-Gaudens. The three sets of bronze doors in the vestibule were created by Daniel Chester French. Regular Art and Architecture Tours are among the several free things to do in Boston.

Author's Tip: Boston's best-kept secret may be the elegant afternoon teas served in the tearoom overlooking the beautiful Italianate Courtyard of the Boston Public Library. Crisp white linens and silver-edged crystal set the stage for proper tea sandwiches, scones, and trays of dainty sweets.

Facing the library, across a grassy lawn, where you can enjoy a picnic lunch with neighborhood office workers, is Trinity Church , a red sandstone building designed by architect Henry Hobson Richardson in his distinctive style, known as Richardson Romanesque. Trinity is widely considered to be his finest work. The murals, frescoes, and painted decorations inside are by John La Farge and much of the fine stained glass is by Edward Burne-Jones and William Morris.

On a third side of the square is the venerable Boston institution, the Fairmont Copley Plaza ; these three buildings, backed by the sheer glass wall of a skyscraper, create a stunning cityscape. A block down Boylston Street, look for the finish line of the Boston Marathon , run each April on Patriot's Day.

Just beyond is the Prudential Center , a 32-acre complex of apartments, shops, restaurants, and a 52-story tower. On its 50th floor, you can visit the Skywalk observation deck for 360-degree views of Boston and its surroundings.

Address: 700 Boylston Street, At Copley Square, Boston, Massachusetts

Boston Harbor cruise

At Rowes Wharf, you can board the Odyssey to cruise through Boston Harbor, from Castle Island to George's Island, then east to the Boston Light on Little Brewster Island, and back north to Charlestown Naval Yard before returning to the wharf.

You can enjoy lunch, dinner, or Sunday brunch as you savor the views of the Boston skyline from the water. The skyline is especially beautiful at night when you can take a starlight or full moon cruise.

You can travel outside the confines of Boston Harbor on Boston Whale Watching Cruises , for a chance to see humpback and fin whales, as well as dolphins and porpoises, in the wild. This three-hour, naturalist-led tours are very popular and claim to have whale sightings on every trip.

John F. Kennedy Presidential Library and Museum

Dedicated to the memory of the 35th U.S. President, the John F. Kennedy Presidential Library and Museum is the official national memorial to JFK, designed by noted architect I.M. Pei and opened in 1979. The museum, which stands on the shore south of the city, features three theaters, personal memorabilia, photographs, and historical exhibits that document the life of JFK and his presidency.

Exhibits cover the presidential campaign trail, the Oval Office, First Lady Jacqueline Bouvier Kennedy, and the Kennedy family. Interactive experiences here include the free and family-friendly Highlights tours and the Hands-on Cart programs, which include the PT-109 story and a closer look at the Race for Space.

Address: Columbia Point, Boston

Beacon Hill

One of Boston's most beautiful neighborhoods and right in the center of the city, the south side of Beacon Hill has traditionally been the home of Boston's "old money" families, known locally as "Brahmins." Well-kept brick homes in Federal and Greek Revival styles line its tree-shaded streets, and at its heart is Louisburg Square, where homes face onto a leafy private park. Author Louisa May Alcott lived here from 1880 to 1888.

The Nichols House Museum , a Federal-style home by Boston architect Charles Bulfinch, shows how Beacon Hill's upper-class residents lived and is filled with collections of 16th- to 19th-century furnishings and decorative arts. At the western foot of Beacon Hill, Charles Street is lined with boutiques and shops that have traditionally catered to the neighborhood and are popular with visitors as well. Beyond Charles Street, facing the Public Garden, The Bull and Finch , established in 1969, inspired the popular television program, Cheers .

Restaurants and cafes come and go quickly along classy Charles St, but one that has maintained its elegant ambiance and traditional Tuscan country menu is Toscano , where you can dine on melt-in-the-mouth veal scaloppini or a simple four-cheese pizza.

The north side of Beacon Hill is far more modest and has been home to immigrants, including a sizable African American community, since the early 19th century. National Park Service Rangers offer free guided tours of the Black Heritage Trail from April through November and you can follow the trail on a self-guided tour year-round.

The Boston African American National Historic Site includes 15 pre-Civil War homes, businesses, schools, and churches that give a picture of Boston's 19th-century African American community. The Museum of Afro-American History operates the African Meeting House , the country's oldest (1806) church built by and for Black Americans and now restored to its 1854 appearance.

The 1834 Abiel Smith School was the first public grammar school for African American children. Displays at both include artifacts, films, art, and sculpture related to the black experience in Boston and New England.

Christopher Columbus Waterfront Park

The Boston waterfront has seen many changes since its early beginnings as a colonial shipping port. After a period of decline for much of the 20th century, new life was breathed into the area in the mid-1970s with an ambitious redevelopment plan.

Today, this interesting mix of residential and commercial space is connected by HarborWalk , an attractive walkway along the waterfront, with parks, public art, benches, cafés, interpretive signs, and access to several means of exploring the harbor by cruise boat, ferry, or water taxi. A shuttle boat also runs to the Charlestown Navy Yard .

Although it extends from Charlestown to South Boston – and will expand considerably farther – the part you won't want to miss goes from the North End through the wisteria-draped pergola of Christopher Columbus Waterfront Park , past Commercial Wharf, India Wharf, and Long Wharf , and by Rowes Wharf before curving along the harbor into the vibrant Seaport District to the Institute of Contemporary Art , an art museum dramatically cantilevered above the water.

Rose Fitzgerald Kennedy Greenway

One of the newest of Boston's many public parks and green spaces, the Rose Fitzgerald Kennedy Greenway fills the swath of downtown Boston left bare by the removal of the elevated Central Artery.

Nearly 1.5 miles of parks and gardens connect several diverse neighborhoods, including the financial district, the North End, Chinatown and Faneuil Hall Market, all just a few steps from the linear park.

Public art, gardens, benches, a farmers' market, food trucks, and playgrounds enliven the park, along with a fanciful carousel of whimsical animals, where children can ride on rabbits, a butterfly, turtle, lobster, or a grasshopper. All 36 creatures on the Greenway Carousel were inspired by drawings made by Boston school children. The carousel is specially designed to be accessible to adults and youth with disabilities.

Boston Pops and Boston Symphony Orchestra

The Boston Symphony Orchestra gave its inaugural concert in 1881, and its first at Symphony Hall , one of the world's most acoustically perfect concert halls, when it opened in 1900. Over more than a century of history, its conductors have included greats such as Pierre Monteux, Serge Koussevitzky, Charles Munch, Seiji Ozawa, and James Levine.

In addition to its regular symphony season, the hall is home to the Boston Pops Orchestra , which sets an international standard for performances of lighter music. For many visitors, the highlight of a trip is a Pops concert, either in Symphony Hall or at the Hatch Memorial Shell , an Art Deco outdoor music shell on the riverside Esplanade that has become a Boston landmark.

The shell hosts a regular program of concerts and other special events, and is especially famous for the Boston Pop's yearly performance of Tchaikovsky's 1812 Overture on July 4th. Audiences sit on the lawn in front of the shell with views of Cambridge, Back Bay, and Beacon Hill, and the Pops orchestra is accompanied by real cannon fire and ringing Boston church bells.

Following the concert is a spectacular fireworks display over the river; both are televised all over New England. When I lived on River St, a block from the Esplanade, I took my lawn chair and a book to a grassy spot near the Shell at 10 am to get the best spot; now you'll have to wait until noon to stake your claim.

You can go behind the scenes on a tour of Symphony Hall where you'll hear the history and traditions of the Boston Symphony Orchestra, its musicians and conductors.

Address: 301 Massachusetts Avenue, Boston, Massachusetts

Spring at the Arnold Arboretum

A "museum of trees," the Arnold Arboretum is especially colorful in the fall, when the maples are ablaze in reds and yellows, and in the spring, when cherry trees, lilacs, or magnolias are in full bloom. But the Arnold Arboretum is beautiful all 12 months of the year. When the trails through its 281 acres are covered in snow, they are popular places to snowshoe and cross-country ski.

A National Historic Landmark , designed by landscape architect Frederick Law Olmstead, the Arboretum is maintained by Harvard University , which uses it as a teaching laboratory. Along with a wide variety of trees, shrubs, vines, and perennial flowering plants, are exceptional collections of lilacs, azaleas, and rhododendrons; the Bonsai & Penjing Collection is also a highlight.

The Explorers Garden , occupying a small microclimate within the grounds, is home to two of the world's largest Franklin trees, a species now extinct in the wild. Docent-led tours range from quarter-mile introductions suitable for all abilities to a 90-minute Keeper's Tour.

Address: 125 Arborway, Boston, Massachusetts

Massachusetts Institute of Technology

The 150-acre MIT campus is of special interest to fans of modern and postmodern architecture , a living museum of works by noted architects including Alvar Aalto, Eduardo Catalano, I. M. Pei, Frank Gehry, and Eero Saarinen.

In addition, the campus displays hundreds of sculptures and art installations that you can see with the help of a self-guided walking tour map, by artists such as Pablo Picasso, Henry Moore, Alexander Calder, Jacques Lipchitz, and Auguste Rodin. In the Hart Nautical Gallery are ship models, and the Compton Gallery shows contemporary art.

Address: 77 Massachusetts Avenue, Cambridge, Massachusetts

Official site: www.mit.edu

Most of Boston's major tourist attractions are relatively close to the downtown area and Boston Common, where the Freedom Trail begins. Beacon Hill, Copley Square, and the Waterfront/North End are all within easy reach of these highly-rated hotels in Boston.

Luxury Hotels :

  • These hotels are in Boston's most prestigious - and convenient - locations: Copley Square and Beacon Hill. Fairmont Copley Plaza is the Grand Dame of Boston hotels, an elegant and gracious landmark property overlooking Copley Square and minutes from the Public Garden's Swan Boats.
  • The intimate Lenox Hotel is known for personal attention in the heart of Back Bay, adjacent to Prudential Center and Copley Square, close to museums and Newbury Street shopping.
  • XV Beacon crowns historic and fashionable Beacon Hill, next to the State House and overlooking Boston Common.

Mid-Range Hotels:

  • Boston's waterfront extends from the North End Italian neighborhood to the newly blossoming Seaport area, handy to harbor cruises, seafood dining, museums, and historic sites. Boston Marriott Long Wharf overlooks Boston Harbor, close to the New England Aquarium and North End attractions.
  • Seaport Boston Hotel guests enjoy sweeping views across Boston Harbor and the downtown skyline, excellent service, and a no-tipping policy in the hotel and its restaurants.
  • In a skillfully repurposed brick factory building, Residence Inn Boston Downtown Seaport is steps from the Boston Children's Museum and downtown attractions.

Budget Hotels:

  • Even Boston's budget-friendly options are conveniently close to the center. The Revolution Hotel , in the chic South End restaurant and arts neighborhood, has double, triple, and quad rooms, some with shared dorm-style bathrooms.
  • Especially handy to sports and entertainment events at TD Garden, Hotel Indigo Boston Garden is an easy walk to the North End and Quincy Market.
  • Across the street from the TD Boston Garden, and within walking distance of the North End, citizenM Boston North Station has tech-savvy, soundproof rooms.

Sightseeing:

  • For first-time visitors to Boston, the best way to see the attractions and get acquainted with the city layout is to take a Hop-on Hop-off Trolley Tour . This tour stops at all the major tourist attractions and gives you the freedom to stop where you want and see the city at your own pace.

Day Trip to Martha's Vineyard:

  • Explore more of the Bay State with a 12-hour Day Trip to Martha's Vineyard , traveling by bus through Cape Cod to Falmouth, before boarding the scenic cruise to the beautiful island of Martha's Vineyard. Here, you'll have six hours to explore the island on your own, or you can add a guided bus tour to see Gay Head Light and the historic village of Edgartown.

Day Trip to Newport:

  • See the famous summer palaces of Belle Epoch society on the Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission . On an 11-hour small group tour of "America's First Resort" you'll visit the two most famous mansions, as well as Cliff Walk, Ocean Drive, and St. Mary's Church, where Jack and Jacky Kennedy were married.

If you're looking for a seamless vacation packed with fun adventures and ideal weather conditions, the best time of year to go to Boston is during the late spring and early fall . This is technically Boston's high season.

From May through the end of June , things are starting to warm up nicely. You're looking at highs in the upper 60s to high 70s and more comfortable lows in the 50s. Not too hot nor too cold, these temps are perfect for wandering the streets all day. Still, you'll want to pack layers to be sure you're prepared for the fluctuating temperatures.

The months of September and October also present visitors with optimal highs in the mid-60s (October) to high 70s (September). Lows range between high 40s to high 50s. Again, you'll likely need layers. At this time, you'll witness an impressive sight: vibrant red, orange, and yellow hues envelop the city in the form of fall foliage, especially towards the end of October, rewarding photographers with picture-perfect backdrops.

Boston hotels will be more expensive during this time, and you can expect to see larger crowds of tourists, but overall, late spring and early fall are the best times to visit Boston . Since many of the city's best attractions are outside (i.e. the Freedom Trail and Fenway Park ), you're guaranteed an enjoyable visit that allows you to visit the city's most popular points of interest with ease. Plus, you'll be able to ride a Swan Boat in Boston Common . This "ride" is closed during the cold winter months.

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This 34-mile Scenic Highway Is One of the Best Places to See Fall Foliage in the U.S.

The fall colors on the Kancamagus Highway in New Hampshire have to be seen to be believed.

Evie Carrick is a writer and editor who’s lived in five countries and visited well over 50. She now splits her time between Colorado and Paris, ensuring she doesn't have to live without skiing or L'As du Fallafel.

best places to visit near boston ma

Raimund Linke/Getty Images

There’s no place like the East Coast in the fall. Plenty of destinations claim to have the highest number of deciduous trees and the most vibrant colors, but very few can compare to the feel of fall in New England .

During a recent trip to the East Coast, I was unknowingly routed onto the Kancamagus Highway , known locally as “The Kanc." Unaware that it is one of the most beautiful and iconic drives in New England — and arguably, the nation — I returned home with stories of the narrow, tree-lined highway that cuts across the state of New Hampshire . It didn’t take long for in-the-know family members to fill me in. 

Recognized as a National Scenic Byway for its stunning views, the Kancamagus Highway runs 34.5 miles from the town of Lincoln toward Conway. As the route cuts west-to-east across the state, it passes through the heart of the scenic White Mountain National Forest . Highway pull-offs provide views of the White Mountains and access to sites like Sabbaday Falls and Rocky Gorge. The west end of the route (the Lincoln side) offers sights like Loon Mountain and Hobo Railroad (aka the Granite State Scenic Railway), while the east end of the Kanc is near Cranmore Mountain Resort, the Conway Scenic Railroad, and several beloved local restaurants. The scenic byway is worth a drive any time of the year (and it is open year-round), but the Kanc is at its best in fall, when the trees that line the picturesque roadway turn vibrant shades of yellow, orange, and red. The highway is one of the main reasons why New Hampshire draws millions of visitors over a few short weeks each fall. The colors and their vibrancy have to be seen to be believed. 

If seeing the spectacular fall display from your car isn’t enough, make a pit stop at one of the many hiking trails that start just off the highway. Popular routes include Sabbaday Brook Trail (which leads to the falls mentioned above), Lincoln Woods Trailhead, and the Boulder Loop Trail. If one of those trails doesn’t catch your fancy, there are plenty more. For a full rundown, head over to kancamagushhighway.com . 

And if you’re lucky, you just might also spot local wildlife on your leaf-peeping journey, as the Kanc is known to provide glimpses of moose, eagles, deer, and bears.

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Riverfest, St. Anthony's Feast, and More Fun Things To Do in Boston This Weekend

Looking for the best things to do in Boston this weekend? Here are some family-friendly events and activities in the area to add to your list for this weekend. 

Music lovers rejoice! Riverfest Music Festival  is back, so make sure to get there early with blankets and chairs to reserve the best spot. St. Anthony's Feast returns to the North End with lively processions and incredible eats. And for our nature lovers, check out the free Insect Safari at the Arnold Arboretum.

Make sure to tag us @mommypoppinsboston on Instagram so we can see all the fun you had!

More Things To Do in Boston This Week with Kids:

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35 Must Visit Places In Gloucester

Published: August 24, 2024

by Lexi Diep

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Looking for a charming coastal getaway? Gloucester, Massachusetts might be just the spot for you. Known for its rich maritime history, stunning beaches, and vibrant arts scene, this city offers something for everyone. Whether you're a history buff, nature lover, or art enthusiast, Gloucester has plenty to keep you entertained. Imagine strolling through quaint streets lined with unique shops and eateries, or taking a scenic boat tour to see the famous lighthouses. Don't forget to visit the iconic Fishermen's Memorial, a tribute to the city's deep-rooted fishing heritage. Ready to explore? Here are 35 must-visit places in Gloucester that you won't want to miss!

35 Must Visit Places in Gloucester

Gloucester, Massachusetts, is a coastal gem with a rich maritime history, stunning landscapes, and a vibrant arts scene. Whether you're a history buff, nature lover, or art enthusiast, Gloucester has something for everyone. Let's dive into the must-visit places in this charming city.

Historical Landmarks

Gloucester's history is deeply intertwined with the sea. These landmarks offer a glimpse into the city's storied past.

Fishermen's Memorial This poignant statue honors the thousands of fishermen who have lost their lives at sea. Located on Stacy Boulevard, it provides a serene spot for reflection with a beautiful view of Gloucester Harbor.

Cape Ann Museum Dive into Gloucester's rich history and artistic heritage at the Cape Ann Museum. The museum houses an impressive collection of maritime artifacts, fine art, and exhibits on the local fishing industry.

Hammond Castle Museum Built in the 1920s by inventor John Hays Hammond Jr., this medieval-style castle offers guided tours that showcase Hammond's eclectic collection of artifacts and inventions. The castle's stunning architecture and ocean views are a must-see.

Natural Wonders

Gloucester's natural beauty is unparalleled. From pristine beaches to lush parks, these spots are perfect for outdoor enthusiasts.

Good Harbor Beach Known for its soft white sand and clear waters, Good Harbor Beach is a favorite among locals and visitors alike. It's an ideal spot for swimming, sunbathing, and beachcombing.

Ravenswood Park This 600-acre park offers miles of trails through diverse landscapes, including woodlands, wetlands, and rocky outcrops. It's a great place for hiking, birdwatching, and enjoying the tranquility of nature.

Halibut Point State Park Located on the northern tip of Cape Ann, Halibut Point State Park features dramatic granite cliffs and panoramic ocean views. The park's trails lead to a historic quarry and tide pools teeming with marine life.

Art and Culture

Gloucester's vibrant arts scene is a testament to its creative spirit. These cultural hotspots are a must for art lovers.

Rocky Neck Art Colony One of the oldest working art colonies in the United States , Rocky Neck is home to numerous galleries, studios, and shops. Stroll through the area to discover unique artworks and meet local artists.

Gloucester Stage Company This professional theater company offers a diverse lineup of plays and performances throughout the year. Catch a show and experience the local talent and creativity.

North Shore Arts Association Founded in 1922, the North Shore Arts Association showcases the work of regional artists in its historic waterfront gallery. The association hosts exhibitions, workshops, and events that celebrate the local arts community.

Maritime Adventures

Gloucester's maritime heritage is alive and well. These activities and attractions offer a taste of life on the water.

Whale Watching Tours Gloucester is one of the best places on the East Coast for whale watching. Several local companies offer tours that take you out to Stellwagen Bank, a prime feeding ground for humpback, finback, and minke whales.

Maritime Gloucester This interactive museum and marine science center offers exhibits on Gloucester's fishing industry, marine life, and maritime history. Visitors can also explore the working waterfront and see traditional boatbuilding in action.

Schooner Adventure Step aboard the Schooner Adventure, a historic fishing vessel turned floating museum. The schooner offers sailing trips, educational programs, and special events that highlight Gloucester's maritime heritage.

Unique Experiences

Gloucester offers some truly unique experiences that you won't find anywhere else. These attractions are sure to leave a lasting impression.

Dogtown This abandoned colonial settlement turned nature reserve is shrouded in mystery and folklore. Explore the trails and discover the boulder-strewn landscape, historic cellar holes, and enigmatic Babson boulders inscribed with inspirational sayings.

Beauport, the Sleeper-McCann House This eclectic mansion, designed by interior decorator Henry Davis Sleeper, is a masterpiece of early 20th-century design. The house features an array of themed rooms filled with antiques, art, and curiosities.

Gloucester Fishermen's Wives Memorial This touching monument honors the wives and families of Gloucester's fishermen. Located near the Fishermen's Memorial, it serves as a reminder of the sacrifices made by those who support the fishing industry.

Family-Friendly Activities

Gloucester is a great destination for families, offering a variety of activities that kids and adults will enjoy.

Stage Fort Park This historic park features playgrounds, picnic areas, and a beach. It's a perfect spot for a family outing, with plenty of space for kids to run and play.

Cape Ann Lanes Enjoy a fun-filled day of bowling at Cape Ann Lanes. The alley offers bumper bowling for kids, making it a great activity for the whole family.

Essex Shipbuilding Museum Located just a short drive from Gloucester, this museum offers hands-on exhibits and interactive displays that teach visitors about the region's shipbuilding history. Kids will love exploring the historic shipyard and learning about maritime craftsmanship.

Culinary Delights

Gloucester's culinary scene is a treat for foodies. From fresh seafood to local specialties, these dining spots are sure to satisfy your taste buds.

The Gloucester House This iconic waterfront restaurant has been serving fresh seafood since 1957. Enjoy classic New England dishes like clam chowder, lobster rolls, and fried clams while taking in the harbor views.

Woodman's of Essex A short drive from Gloucester, Woodman's is famous for its fried clams and seafood platters. This family-owned restaurant has been a local favorite since 1914.

Captain Carlo's Located on the waterfront, Captain Carlo's offers a relaxed atmosphere and a menu featuring fresh seafood, steaks, and pasta. Don't miss their live music events and outdoor seating.

Shopping and Souvenirs

No trip to Gloucester is complete without picking up some unique souvenirs. These shopping spots offer a variety of local goods and gifts.

Main Street Shops Gloucester's Main Street is lined with charming shops and boutiques. Browse for unique gifts, handmade crafts, and local art.

The Bookstore of Gloucester This independent bookstore offers a curated selection of books, including works by local authors. It's a great place to find a new read or pick up a literary souvenir.

Toodeloos! This whimsical toy store offers a wide range of toys, games, and puzzles for kids of all ages. It's a fun place to shop for unique gifts and souvenirs.

Festivals and Events

Gloucester hosts a variety of festivals and events throughout the year. These celebrations are a great way to experience the local culture and community spirit.

St. Peter's Fiesta This annual festival celebrates Gloucester's Italian-American fishing community. The event features parades, boat races, and the famous Greasy Pole contest.

Gloucester Schooner Festival Held over Labor Day weekend, this festival celebrates Gloucester's maritime heritage with a parade of sail, schooner races, and waterfront activities.

Cape Ann Plein Air This week-long event attracts artists from around the country to paint the stunning landscapes of Cape Ann. The festival includes painting competitions, exhibitions, and art sales.

Hidden Gems

Gloucester is full of hidden gems that are off the beaten path. These lesser-known spots are worth seeking out.

Annisquam Lighthouse Located in the quaint village of Annisquam, this historic lighthouse offers picturesque views of Ipswich Bay. It's a peaceful spot for a stroll and some great photo opportunities.

Eastern Point Lighthouse This working lighthouse is located at the entrance to Gloucester Harbor. While the lighthouse itself is not open to the public, the surrounding area offers beautiful views and a scenic walking trail.

The Paper House This quirky attraction in nearby Rockport is a house made entirely of newspaper. Built in the 1920s, the house features furniture and walls constructed from rolled and varnished newspaper.

Outdoor Adventures

For those who love the great outdoors, Gloucester offers plenty of opportunities for adventure. These activities are perfect for thrill-seekers and nature lovers.

Kayaking in Gloucester Harbor Rent a kayak and explore Gloucester Harbor from the water. Paddle past historic landmarks, fishing boats, and scenic coastline.

Biking the Essex Coastal Scenic Byway This scenic route offers miles of beautiful coastal views and charming towns. Rent a bike and enjoy a leisurely ride through the picturesque landscape.

Fishing Charters Gloucester is a great place for a fishing adventure. Several local companies offer fishing charters that take you out to prime fishing spots for a chance to catch striped bass, bluefish, and more.

Relaxation Spots

Sometimes, you just need to unwind. These spots offer a peaceful retreat from the hustle and bustle.

Stage Fort Park Beach This small beach within Stage Fort Park is a great place to relax and enjoy the sun. The calm waters make it a perfect spot for swimming and wading.

Gloucester Harborwalk Take a leisurely stroll along the Gloucester Harborwalk. This scenic path offers beautiful views of the harbor, public art installations, and informative plaques about the city's history.

Gloucester's Timeless Charm

Gloucester offers a mix of history, natural beauty, and vibrant culture. From the stunning Good Harbor Beach to the historic Fishermen's Memorial , there's something for everyone. The Rocky Neck Art Colony showcases local talent, while Hammond Castle Museum transports you to another era. Don't miss the fresh seafood at Captain Carlo's or the scenic views from Stage Fort Park .

Whether you're exploring the Maritime Heritage Center or taking a whale-watching tour, Gloucester's attractions are unforgettable. The city's charm lies in its blend of old and new, making it a perfect destination for all ages. So pack your bags, grab your camera, and get ready to make some memories in this coastal gem. Gloucester's timeless appeal will leave you wanting more, and you'll find yourself planning your next visit before you even leave.

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best places to visit near boston ma

6 Ways to Get Around Boston: A Guide to Efficient Transportation

If you are visiting and need to get around Boston, the public transportation system is the best way option.

A car rental may be tempting, but the only time it’s worth driving is if you’re heading to a destination that is not easily accessible by public transportation.

How to Get Around Boston

As a management consultant, I worked in the Boston area for a year and always had a rental car which was funded by the firm.

When I rented a car in Boston, I found that not only can driving be a nightmare, but parking is also nearly impossible and comes at a premium.

As with most larger cities, I recommend that you avoid being on the road during traffic hours as much as possible because believe it or not, it’s much easier to drive and find parking in New York City than in Boston.

On a more recent trip to Boston, it was still easy to get around Boston using the city’s efficient public transportation system. However, we didn’t need transportation for every part of town, and we were able to visit the most popular areas of Boston on foot.

The city is very walkable. When visiting the historic district and downtown zones, it’s best to travel on foot (and don’t forget the strollers for the little ones).

However, just note that historic streets are cobbled and may be difficult to navigate with wheels.

Now get ready to take some great photos in Boston , here’s a roundup of the best ways to get around town.

The Boston T

Boston has an incredibly good public transit system called the MBTA (Massachusetts Bay Transportation Authority), or to locals, the “T” and it is the most popular way to get around Boston.

I found the maps easy to read and we used them to get to all the places on our itinerary. It is the best mode of transportation in Boston, the suburban towns, and smaller cities within Eastern Massachusetts.

The “T” has five color-coded branches that run above and below ground. There is also a map at every station and on most of the individual cars and ticket kiosks.

Daily or weekly passes are also available. You just need to decide if you need a CharlieCard (a plastic reusable card) or a CharlieTicket (a paper ticket).

You can also pay cash; they are accepted on buses and trolleys with fare boxes. 

And there is good news! Unlike cities like London, you can get around in Boston with no extra fee for peak periods. All fares are the same no matter what time of day or day of the week that you travel.

You can also pay for more than one person if you have a CharlieCard (but it doesn’t apply to CharlieTickets), so there is no need to purchase multiple cards.

Just tap your crew through the turnstile and keep it moving! Activation for the CharlieCard begins on first use. 

Cost & Service:

  • One-way – $2.40, transfers included
  • Day pass – $12.75 for unlimited rides in 24 hours
  • Weekly pass – $22.50
  • Service – 5 AM to 12Am and later on weekends

I imagine traveling on the “T” has become a challenge over the years, just as it has in Chicago due to crowding and undesirable behaviors. Just keep your wits about you, secure your belongings, and avoid peak travel periods (before and after business hours).

Many cities are making an effort to be more eco-friendly, and Boston is no exception.

With the development of new street lanes and paths, biking has become a safer and more economical mode of transportation.

It’s a healthy way to get around Boston and bikes make it easy to navigate the street and sidewalks.

The bike-sharing program is called BlueBikes and with the app, you can manage membership and rentals.

The plans are created to benefit frequent riders so if you sign up and cancel the membership, you are still responsible for the remaining balance.

Some companies, like Urban AdvenTours, rent bikes on an hourly or daily plan. Renting a bike is a great way to see the city, get exercise, and create your own sightseeing agenda.

If the weather is great, it will be easy to get around Boston as a first-time visitor or take a ride along the harbor.

The Boston Trolley

We were huge fans of the HopOn-HopOff when our stay is short, and we want to see as much as possible in a short amount of time. We rode this tourist bus and saw quite a few famous sites in half a day, which allowed us to explore other parts of the city during a long weekend.

Tickets can be obtained at the booths and select hotel concierges.

The Green line is the most traveled route and travels through the Historic Downtown, Beacon Hill, Back Bay, North End, and Seaport districts. The first HoHo stop begins at Faneuil Hall and tours start daily at 9:00 AM. The last tour leaves at 5:00 PM during peak season (4:00 PM, non-peak).

Buses are inexpensive to get around Boston, but it is also slower than the “T”. However, the savings are hardly worth it unless you are traveling a short distance.

Cost: $1.70, transfer included

There are two harbor ferry routes that travel in the harbor and it’s a great way to see the city from a different perspective and get around Boston harbors.

The Charlestown Inner Harbor Ferry runs from Boston to Charlestown, and the Hingham/Hull Commuter Ferry travels between Boston, Logan International Airport, Hingham, and Hull.

Prices are affordable and it would be a nice way to spend time on the harbor at a low price point if the trip didn’t finish in the blink of an eye.

Cost: $4 – $10, one way

Commuter Trains

A commuter train is a great option to get around Boston or outside the city, for taking a day trip to Providence, Rhode Island, or accessing nearby suburbs. Prices vary depending on the start and end zone.

Compared to the Peter Pan bus, a trip to Providence will cost about $16.00 for a one-way fare and both methods are close in duration for traveling from city to city.

The commuter weekend ticket is valid on Saturdays and Sundays for unlimited travel between zones and only costs $10. That’s a nice deal for a one-day getaway out of Boston.

Cost: $2.40 – $13.25 one way

Traveling Outside of Boston

How to get from boston logon airport to downtown boston.

Depending on the proximity of your destination, you’ll take the Silver Line (1, 2, or 3) and transfer it to one or more of the color-coded “T” lines. Transfers are free.

The cost of a one-way fare on the Silver line is the same as the color-coded lines. Line 3 will take you to Chelsea or to the Blue Line which takes you to historic downtown Boston. Lines 1 and 2 will transport you near to the Seaport District or Chinatown.

We found this mode of transportation very simple to understand and follow when we were leaving Boston. Just follow the same steps in reverse.

Cost: $2.40, one-way

If you are up for a one-day adventure elsewhere like a tour of the Newport Mansions, here are some ways to get to other common destinations around Boston.

How to Get from Boston to Cambridge

We took the “T” that connects to the Red line and exited at either Harvard station.  You can also exit at Central Station.

We wanted to visit outside of Boston to see the Harvard University Campus and take photos. It is a beautiful neighborhood, and the ride was about 30 minutes from the city center.

How to Get from Boston to New York City 

A bus from Boston to New York takes about five hours on a good day with a bit of traffic. We found tickets for $7 per person with Megabus.

Another bus line is Peter Pan but the tickets tend to be slightly more expensive but under $60 one-way. A quick trip by train leaves from South Station with service via Amtrak Acela and the lowest price you will find is in the $30 range.

Driving is about 4 hours, more so with traffic. The drive from Boston to tour New York City is an easy 220-mile stretch. The only other costs you will aside from gas are tolls.

Flights are in the $100 range but consider the time spent getting to the airport, snaking the TSA line, and potential flight delays.

Cost: Varies

How to Get from Boston to Rhode Island

We caught the Peter Pan bus from Boston South Station to Rhode Island Convention Center stop. The ride was less than an hour. The bus was quite comfortable and with air-conditioning. At the time, the ticket cost us about $30 per person round trip.

Since it was only 25% full, we had a lot of space to spread out and we loved that the bus was equipped with charging stations at every seat.

How to Get from Boston to Martha’s Vineyard

While you can drive a car in Martha’s Vineyard, the only way to transport the vehicle is via the Steamship Transport Authority.

So, you’ll need to get to one of two ports: Woods Hole in Falmouth, MA or Hyannis in Barnstable, MA (Cape Cod). Assuming you don’t have a car, the easiest way is to leave from Boston Logan Airport and a Peter Pan bus to Woods Hole terminal.

Then walk about 10 minutes to the port. The trip is 2 to 2.5 hours in duration. From Boston Logan, you can also take the Plymouth & Brockton bus to the port, the savings is $2 or $3 dollars.

Cost: $30 range

Final Thoughts on How to Get Around in Boston

I walked a lot in Boston and my feet were hurting at the end of the day, but I easily get 30,000 steps logged on any given vacation day.

Overall, Boston has a great public transportation system that is very comprehensive. Like Chicago’s transportation system and New York, the system is expansive and makes it easy to explore beyond the familiar tourism spots.

We used it to visit South Seaport, the Isabella Gardner Museum, to get to the airport, and to take a 2-day side trip to Rhode Island.

On my next visit to Boston, I would use public transportation to get around Boston in a heartbeat.

If you have a car, the New England area is a lovely drive especially in the fall when the jewel-colored leaves are on display.

Happy trails!

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Exploring Boston's Historical Sites

Boston, Massachusetts, is a city rich in history and culture. One of the must-visit places is the Freedom Trail , a 2.5-mile-long path that takes you through 16 historical sites. Highlights include the Massachusetts State House , Paul Revere's House , and the Old North Church . Each location offers a glimpse into the American Revolution, making it ideal for history enthusiasts.

Another historical gem is the Boston Tea Party Ships & Museum . Here, you can participate in interactive exhibits, witness live reenactments, and even throw tea overboard, just like the Sons of Liberty did in 1773.

Strolling Through Boston's Neighborhoods

Boston's neighborhoods each have their own unique charm. The North End , also known as Boston's Little Italy, is famous for its narrow, winding streets and delicious Italian cuisine. Don't miss a visit to Mike's Pastry for their legendary cannoli.

The Back Bay area is known for its Victorian brownstone buildings and high-end shopping on Newbury Street . The Prudential Center and Copley Square are also major attractions in this upscale neighborhood.

For a more eclectic vibe, head to Cambridge , home to Harvard University and MIT. The area is filled with bookstores, cafes, and lively street performers, especially around Harvard Square .

Enjoying Boston's Green Spaces

Boston offers a variety of parks and green spaces perfect for relaxation. Boston Common , the oldest public park in the United States, is a great place to start. Adjacent to it is the Public Garden , famous for its Swan Boats and the iconic Make Way for Ducklings statues.

For a more expansive outdoor experience, the Emerald Necklace is a series of connected parks and parkways designed by Frederick Law Olmsted. It includes the Arnold Arboretum and Jamaica Pond , offering miles of walking and biking trails.

Indulging in Boston's Culinary Scene

Boston is a food lover's paradise, offering everything from fresh seafood to international cuisine. Start your culinary journey at the Quincy Market , part of the historic Faneuil Hall Marketplace . Here, you can sample an array of foods, from clam chowder to lobster rolls.

Seafood lovers should not miss Legal Sea Foods , a Boston institution. For a more upscale dining experience, head to Ostra for Mediterranean-inspired seafood dishes.

If you have a sweet tooth, Boston is also home to some legendary dessert spots. Aside from Mike's Pastry, another must-visit is Flour Bakery , known for its mouth-watering sticky buns and pastries.

Experiencing Boston's Cultural Attractions

Boston boasts a vibrant arts and culture scene. The Museum of Fine Arts is one of the largest museums in the United States, featuring an extensive collection that spans over 5,000 years. Another cultural landmark is the Isabella Stewart Gardner Museum , which offers an intimate look at European, Asian, and American art in a stunning Venetian-style palace.

For those interested in science, the Museum of Science offers interactive exhibits and a state-of-the-art planetarium. The New England Aquarium , located on the waterfront, is another popular destination, especially for families.

Sports and Recreation in Boston

Sports are a big part of Boston's identity. Catching a game at the historic Fenway Park , home of the Boston Red Sox, is a quintessential Boston experience. If you're visiting during the basketball or hockey season, the TD Garden is the place to watch the Boston Celtics or the Boston Bruins.

For those who prefer participating in sports, Boston's waterfront offers opportunities for kayaking, sailing, and even whale watching. The Charles River Esplanade is a popular spot for running, biking, and picnicking.

Shopping in Boston

Boston offers a variety of shopping experiences. Newbury Street in Back Bay is lined with high-end boutiques, art galleries, and restaurants. For a more traditional shopping experience, Downtown Crossing offers a mix of department stores and local shops.

For a unique shopping experience, visit the SoWa Open Market , held on weekends. Here, you can find everything from artisan crafts to fresh produce, all while enjoying live music and food trucks.

Nightlife and Entertainment in Boston

Boston's nightlife is diverse, offering something for everyone. The Theatre District is the place to catch a Broadway show or a local production. For live music, the House of Blues and Paradise Rock Club are popular venues.

If you prefer a more laid-back evening, Boston has numerous bars and breweries. The Samuel Adams Brewery offers tours and tastings, while the Harpoon Brewery is known for its beer hall and delicious pretzels.

Hidden Gems and Lesser-Known Attractions

While Boston's main attractions are well-known, the city also has several hidden gems. The Mapparium at the Mary Baker Eddy Library is a stunning, three-story stained-glass globe you can walk through. Another lesser-known spot is the Lilac Sunday at the Arnold Arboretum, an annual event where you can enjoy the beautiful lilac blooms.

For a unique experience, visit the Boston Athenaeum , one of the oldest independent libraries in the United States. Its stunning architecture and rare book collections make it a haven for literature lovers.

Seasonal Activities in Boston

Boston offers distinct seasonal activities. In the winter, ice skating on the Frog Pond in Boston Common is a beloved tradition. Spring brings the Boston Marathon , one of the oldest and most prestigious marathons in the world.

Summer is the perfect time to enjoy a Boston Harbor Cruise or attend a concert at the Hatch Shell on the Charles River Esplanade. In the fall, a visit to Beacon Hill for its picturesque, foliage-lined streets is a must.

Educational Tours and Experiences

Boston is home to some of the world's most prestigious educational institutions. Harvard University and MIT both offer campus tours that provide insight into their rich history and academic excellence. For a more specialized experience, the Boston University Observatory offers public stargazing nights.

The John F. Kennedy Presidential Library and Museum offers a comprehensive look at the life and legacy of the 35th President of the United States. Interactive exhibits and personal artifacts provide a deep dive into American history and politics.

Unique Experiences and Events

Boston is a city that loves to celebrate. The annual Boston Pops Fireworks Spectacular on the Fourth of July is a grand event featuring the Boston Pops Orchestra and a stunning fireworks display over the Charles River.

If you're visiting in March, the St. Patrick's Day Parade in South Boston is a lively celebration of Irish culture and heritage. The Head of the Charles Regatta in October is another unique event, attracting rowers from around the world.

Boston’s multifaceted character offers a wealth of experiences, each with its own story and charm. Whether you’re a history buff, a foodie, an outdoor enthusiast, or someone simply looking to explore a new city, Boston has something to captivate your interests. Dive into its layers, and you may find that the best way to experience Boston is to see it through your own unique lens.

Related Questions

Massachusetts is steeped in American history, playing a pivotal role in the founding and development of the United States. The state is renowned for events such as the Pilgrims landing at Plymouth in 1620, which is commemorated by Plymouth Rock. This event marked one of the earliest European settlements in North America. Another significant historical landmark is the Boston Tea Party, a protest against British taxation that fueled the American Revolution. The state is also home to the Freedom Trail, a 2.5-mile-long path through downtown Boston, which passes by 16 locations significant to the history of the United States.

Ask Hotbot: What is massachusetts known for?

Massachusetts is a state located in the northeastern region of the United States. It is part of the New England area, which includes five other states: Maine, New Hampshire, Vermont, Rhode Island, and Connecticut. Massachusetts is bordered by the Atlantic Ocean to the east, providing it with a significant coastline. To the north, it shares a border with New Hampshire and Vermont, to the west with New York, and to the south with Connecticut and Rhode Island.

Ask Hotbot: Where is massachusetts?

The minimum wage in Massachusetts is a critical issue that impacts thousands of workers across the state. It is imperative to understand the current rates, historical context, and future projections to grasp its broader implications.

Ask Hotbot: What is minimum wage in massachusetts?

Boston, the capital of Massachusetts, is one of the oldest cities in the United States, founded in 1630. Located in the northeastern part of the state, Boston is a hub of history, culture, education, and innovation. It plays a pivotal role in both the state's identity and the nation's history.

Ask Hotbot: What is the capital of massachusetts?

Things to do around Boston this weekend and beyond

Sarah Jarosz performs in Boarding House Park Aug. 30 as part of the Lowell Summer Music Series.

Pop & Rock

PORTER ROBINSON This innovative yet pop-savvy DJ and producer’s latest album “SMILE! :D” hits its peaks on tracks like the punchy “Cheerleader” and the stomping social-media broadside “Perfect Pinterest Garden”; on this tour, he’ll be running through his brief yet robust catalog in Eras Tour fashion. Aug. 30, 8 p.m. MGM Music Hall at Fenway. crossroadspresents.com

GOTH BABE Portland singer-songwriter Griff Washburn’s bedroom-pop project, whose latest album is this year’s “Lola,” masters a chill vibe through sunwashed guitars, sweeping synths, and fuzzed-out vocals. Aug. 31, 8 p.m. MGM Music Hall at Fenway. crossroadspresents.com

KICKING GIANT Guitarist Tae Won Yu and drummer Rachel Carns make noisy, hooky art-pop-rock that can’t help but put its full-throttle feelings on display. They open for fellow ‘90s indie stalwarts Built to Spill, who celebrate the 30th anniversary of their heart-eyed, riff-heavy 1994 album, “There’s Nothing Wrong With Love.” Sept. 4, 7 p.m., Paradise Rock Club. 617-562-8800, crossroadspresents.com

MAURA JOHNSTON

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Folk, World & Country

SARAH JAROSZ This talented singer, songwriter, and acoustic multi-instrumentalist is touring in support of new album “Polaroid Lovers,” which displays the results of a willingness to take what she calls “thoughtful chances” and finds her carving out a new folk-rock sound. She plays Friday as part of the Lowell Summer Music Series. Aug. 30, 7:30 p.m. $42, $142. Boarding House Park, 40 French St., Lowell. 978-275-1829. www.lowellsummermusic.org

KALOS The trio of fiddler Ryan McKasson, guitarist-vocalist Eric McDonald, and accordionist Jeremiah McLane make a return to this Harvard Square venue with their “Celtic chamber music,” which draws on various branches of the genre, from Scotland and Ireland to Cape Breton and Quebec. Sept. 3, 8 p.m. $20. Club Passim, 47 Palmer St., Cambridge. 617-492-7679. www.passim.org

LOS TEXMANIACS If you’re looking for some rocking Tex-Mex music, it’s hard to do better than the melding of conjunto, country, and rock ‘n’ roll that these guys bring. They’ve won a Grammy for their efforts, and earlier this year leader and bajo sexto player Max Baca was inducted into the national Conjunto Hall of Fame. Sept. 4, 7 p.m. $40. The Fallout Shelter, 61 Endicott St., Norwood. www.extendedplaysessions.com

STUART MUNRO

Jazz & Blues

JORDAN CALL, GRAY GAFAROV & GUESTS Guitarist and composer Call celebrates his debut album, “The Saturdays at The Bebop,” featuring Call and Gafarov compositions in the sprightly gypsy jazz style pioneered by Django Reinhardt, with the versatile Gafarov on both bass and violin, plus trombonist Stephan Tenney and clarinetist John Clark. Aug.31, 7 p.m. $20-$25. The Burren Back Room, 247 Elm St., Somerville. burren.com/music

THE WILLIE J. LAWS BAND The locally-based guitarist and singer-songwriter hails from the Gulf Coast of Texas, and his funky blues is influenced by T-Bone Walker, Lightning Hopkins, Albert King, and more, with tinges of Lone Star State R&B, soul, country, and rock ‘n’ roll. Aug. 31, 10 p.m-1 a.m. No cover. The Beehive, 541 Tremont St. beehiveboston.com

ARTURO SANDOVAL The Cuban trumpeter, pianist, and composer was introduced to the wider world in the 1980s by none other than Dizzy Gillespie. Since then, he has won 10 Grammy Awards, acquired American citizenship, and remains among the greatest players in Afro-Latin jazz. Sept. 6 and 7 at 7 p.m. and 9 p.m. $50-$160. Scullers. scullersjazz.com

KEVIN LOWENTHAL

NIGHTINGALE VOCAL ENSEMBLE An octet of vocalists takes over Forsyth Chapel at Jamaica Plain’s Forest Hills Cemetery for a program that celebrates the ensemble’s favorite songbird (three guesses what that is) through classic and contemporary vocal repertoire. Aug. 31, 7 p.m. Forsyth Chapel, Jamaica Plain. www.nightingalevocalensemble.com

THE ROSSINI CLUB Can’t wait for summer to be over? Cool things down with the Rossini Club’s take on Schubert’s “Winterreise,” produced in collaboration with Nantucket’s Dreamland arts center; Greta Feeney directs the staged performance set on a noir version of the island, starring tenor Benjamin Boskoff in a new orchestration for woodwind quintet and accordion by oboist Normand Forget. Sept. 1, 2 p.m. Nantucket Dreamland. www.therossiniclub.org

A.Z. MADONNA

LITTLE SHOP OF HORRORS A quiet florist shop worker befriends a plant with a personality in this clever musical comedy by Howard Ashman and Alan Menken. Although the nerdy Seymour is just trying to win the heart of his crush Audrey, the bloodthirsty plant, named Audrey II, has bigger and more dastardly plans. This production features “RuPaul Drag Race” winner Latrice Royale as Audrey II. Through Sept. 21. Ogunquit Playhouse, Ogunquit, Maine. www.ogunquitplayhouse.org/2024-little-shop-of-horrors

NEXT TO NORMAL A family’s struggles with societal expectations complicated by mental health issues gets a heartfelt workout in this musical by Tom Kitt and Brian Yorkey. For this Barrington Stage Company/Round House Theater co-production, director Alan Paul weaves in live video and multimedia to illuminate the inner lives of the family. Through Sept. 8. Boyd-Quinson Stage, Barrington Stage Company, Pittsfield. https://barringtonstageco.org/next-to-normal/

THE SERVANT OF TWO MASTERS This fast-paced comedy emerges from the Italian commedia dell’arte tradition, which features stock characters — including a trickster servant/clown, a pompous man, naïve young lovers, and a military officer full of false bravado — and provides broad plot outlines that encourage actors to improvise dialogue. A perfect match for Lanes Coven’s clowning expertise and physical theater approach performed outside in their airy tent. Through Sept. 8. Lanes Coven Theatre, Windhover Performing Arts Center, Rockport. www.lanescoven.com

THE 39 STEPS Alfred Hitchcock’s fast-paced whodunit meets comic mayhem in this theatrical adaptation, where only four actors play nearly 150 characters. While the plot traces the complexities that occur when a man meets a woman who claims she’s a spy. When he takes her home, she is murdered, and a mysterious organization called The 39 Steps chases him across the country in a wild manhunt that climaxes in a death-defying finale. The theatrical adaptation boasts inventive stagecraft as well as hilarious quick changes — both characters and sets — for a theatrical experience that is both exciting and hilarious. Through Sept. 7. Cape Playhouse, Dennis. https://capeplayhouse.com/39-steps-2024/

TERRY BYRNE

DON’T OPEN THIS ArrowFest, celebrating the grand opening of Arrow Street Arts’s Harvard Square venue, kicks off with this immersive production by Liars and Believers. Melding dance, aerial arts, puppetry, and music, it’s conceived as a tour of “the source of all your wishes,” but don’t be surprised if what you want is not quite what you get. Sept. 5-7. $50. Arrow Street Arts, Cambridge. www.arrowstarts.org

JACOB’S PILLOW DANCE INTERACTIVE While Jacob’s Pillow Dance Festival ended its summer season last weekend, it continues to offer access to spectacular internationally acclaimed dance for free through its collection of dance videos. The Dance Interactive site archives clips from notable performers and creators ranging from the 1930s (check out Ted Shawn’s Men Dancers) to this season’s Royal Ballet Connections. Trending is a clip of Mikhail Baryshnikov dancing Twyla Tharp’s “Pergolesi” that brilliantly showcases his extraordinary skill, versatility, and showmanship. https://danceinteractive.jacobspillow.org/

LION DANCE Weather permitting, the Rose Kennedy Greenway collaborates with Chinatown Main Street for the last Lion Dance of the season. A celebration of Boston’s vibrant Chinatown, the dance unfurls at the Chinatown Gate in Auntie Kay & Uncle Frank Chin Park on The Greenway before parading through the streets. Aug. 31, noon. Free. www.rosekennedygreenway.org

RELEASE YOUR DANCE If you’re more interested in busting your own moves, the grassroots House music/dance collective Release Your Dance welcomes any and all to a six-hour drop-in event in Dewey Square, with DJs spinning Deep, Soulful, Afro, and House music. It’s part of the Rose Kennedy Greenway Conservancy’s Outdoor Summer Dance Series, designed as a way to bring together people from all walks of life to experience the joy of music and dance. Aug. 31, noon-6 p.m. Free. All ages. Dewey Square. www.rosekennedygreenway.org

KAREN CAMPBELL

TAU LEWIS: SPIRIT LEVEL The first solo museum exhibition for an artist swiftly gaining global acclaim, this exhibition comes on the heels of her recent successes at such important showcases as the 2022 Venice Biennale and Prospect.5, New Orleans. Lewis’s work, labor-intense and handmade, comprises sewing, weaving, casting, collage, assemblage, and carving. Her scavenging and reworking of materials conjure a kind of rebirth of past lives for the wayward bits and pieces she collects, and a reconfiguring of diasporic “Black geographies,” in her words, that she, as Caribbean-Canadian, inhabits herself. For the ICA she’s created a brand-new work of five figures standing vigil over a radiant quilt that helps tell the tale of their diasporic universe. Through Jan. 26. Institute of Contemporary Art/Boston, 25 Harbor Shore Drive. 617-478-3100, icaboston.org

THE GUN VIOLENCE MEMORIAL PROJECT A — sadly — ever-evolving project since its inception in 2019, this installation is exactly what it says it is. Shed-like structures each built of 700 hollow glass bricks — the number of weekly gun deaths in the United States — serve as homage for the dead: Each brick contains mementoes, photos, notes, and eulogies for one of the dead, a chilling physical catalog of loss that makes personal numbing statistics that can feel all too abstract. A collaboration between the artist Hank Willis Thomas’s Songha Group and Boston-based MASS Design Group, the project is a citywide collaboration that will present elements at the ICA, at Boston City Hall, and at MASS Design’s gallery in the South End. Through Jan. 20 . Institute of Contemporary Art/Boston, 25 Harbor Shore Drive, 617-478-3100; Boston City Hall, 1 City Hall Square; and MASS Design Group, 1 Chandler St.

ON CHRISTOPHER STREET: TRANSGENDER PORTRAITS BY MARK SELIGER Closing soon: Seliger, a renowned celebrity portrait photographer for magazines like Vanity Fair and GQ, ran a personal side project from 2013 to 2016, taking street portraits of people on Christopher Street in Manhattan’s West Village. A historic epicenter of the American gay rights movement, the neighborhood remains a hub of gay life in America. The Stonewall Inn, a gay bar that was the site of a 1969 uprising against police raids, considered by many to be the foundation of the modern LGBTQ+ movement, is at 53 Christopher. Seliger’s street portraits evolved into a larger documentary project about contemporary LGBTQ+ culture. This show will include 32 of those portraits, as well as a film and responses and exhibitions from the local LGBTQ+ community. Through Sept. 8. Isabella Stewart Gardner Museum, 25 Evans Way. 617-566-1401, www.gardnermuseum.org .

MURRAY WHYTE

PEOPLE OF CHELSEA Photographer Darlene DeVita and writer Sarah Putnam’s “People of Chelsea” project celebrates the city’s resilience with portraits and personal histories of locals. For this show, marking Chelsea’s 400th anniversary , the duo teamed with the nonprofit Chelsea Black Community to reflect on life before and since the Great Chelsea Fire , which destroyed 18 city blocks in October 1973. Besides DeVita’s portraits, the exhibition features projections of personal family photos reaching back decades. Through Oct. 6. Spencer Lofts Gallery, 60 Dudley St., Chelsea. www.facebook.com/spencerloftsgallery

CATE McQUAID

From "The People of Chelsea Project."

SEAN PATTON In his hilarious 2022 special “Number One,” Patton said having OCD is like living with a vengeful god who will hurt his loved ones if he doesn’t perform very specific tasks. “Growing up with OCD,” he says, “every time I made a sandwich, which was a lot, I had to kiss all four corners before I bit into it so that my grandfather would never die in a boating accident.” Aug. 31, 7 p.m. $25. Crystal Ballroom at Somerville Theatre, 55 Davis Square, Somerville. 617-245-2900, www.crystalballroomboston.com

T.MURPH The veteran of the Chicago scene says he really respects teachers, and thinks they are underappreciated and underpaid. But there are limits, from a parent’s point of view. “Please, stop calling us,” he says. “Calling us like, ‘Hoo! Oh my God, your son is acting irate. Would you like to talk to him?’ No. No the hell I would not like to talk to him. He is your son until 3:30. Goodbye!” Aug. 31, 9:30 p.m. $33. Laugh Boston, 425 Summer St. 617-725-2844, www.laughboston.com

POPCORN COMEDY This monthly stand-up showcase hosted by Peter Liu and Jason Fishman is back in Arlington this month with headliner Brian Glowacki and an impressive undercard including Kathe Farris, Joe Fenti, Peter Angela, and Matt Bedell. Sept. 5, 7:30 p.m. $20. Capitol Theatre, 204 Massachusetts Ave., Arlington. www.eventbrite.com

NICK A. ZAINO III

KIDS NIGHT OUT Gear up for the start of the school year with a back-to-school pizza party complete with fun activities like making glow slime, painting “Ghostbusters”-themed canvases, and decorating desserts. Youths ages 5 to 14 are welcome to attend, and registration is required. Aug. 31, 6 p.m. Free admission. ConnectEd & Inspired, 138 S. Main St. connectedandinspired.org

LABOR DAY YOGA Spend some time with your child this Labor Day moving and stretching together. Head over to Lincoln with a mat and water bottle for a child-friendly yoga class that incorporates imagination with yoga aspects like mindfulness and self-regulation. Sept. 2, 10:30 a.m. $20/$10 for adult/child non-members, and $16/$8 for adult/child members. deCordova Sculpture Park and Museum, 51 Sandy Pond Road. thetrustees.org

ANIMAL AND ICE CREAM SOCIAL Head over to Cambridge for the chance to meet with an animal ambassador from the Magazine Beach Park Nature Center. Learn about how animals adapt to survive, treat yourself to some ice cream and a stroll in the park. Sept. 5, 6 p.m. Free admission, registration is required. Magazine Beach Park Nature Center, 688 Memorial Drive. communitykangaroo.com

ARUSHI JACOB

COMMENTS

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    535 Lost Nation Rd., Craftsbury Common, Vermont, 802-586-7767, craftsbury.com. 5. Charlemont, Massachusetts. Two hours, 45 minutes by car. See the Forest for the Trees | Zipline tours got their ...

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    5. Admire the architecture in Providence. Travel time: 35 minutes. Providence, the capital of Rhode Island, is like Boston's smaller sibling, with attractive walkable neighborhoods, elegant 18th-century architecture, dynamic and artsy student populations, and its own leafy Ivy League campus.

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    2. Freedom Trail. 17,874. Historic Walking Areas. Historic trail marked by red bricks connects key sites from the city's past, including maritime exhibits and monuments, ideal for self-paced exploration or interactive guided walks. See ways to experience (44) 2024. 3. Museum of Fine Arts.

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    Polcari's Coffee is a must-see in Boston. Not only does it offer high-quality goods, but it's also one of the cooler, more unusual things to do in the Boston area. You'll feel like you stepped back into simpler times as you go on a journey of java. Address: 105 Salem St, Boston, MA 02113, USA. 7.

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    Related: Best Hotels in Boston for Families. 2. Plimoth Plantation. 137 Warren Ave. Plymouth, MA 02360. Plimoth Plantation is truly one of the best historical attractions near Boston, Massachusetts. Known as a living history museum, this hidden gem gives you a glimpse of the 17th century Massachusetts.

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    Marini Farm in Ipswich. Connors Farm in Danvers. Sauchuk's Corn Maze and Pumpkin Patch in Plympton. Davis Mega Maze in Sterling. See the rest of the best corn mazes in Boston here! 9. Cheer on the Head of the Charles athletes. Instagram @row2k. The Head of the Charles regatta returns October 20 this year.

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    We wanted to visit outside of Boston to see the Harvard University Campus and take photos. It is a beautiful neighborhood, and the ride was about 30 minutes from the city center. Cost: $2.40, one-way

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    Answer Exploring Boston's Historical Sites. Boston, Massachusetts, is a city rich in history and culture. One of the must-visit places is the Freedom Trail, a 2.5-mile-long path that takes you through 16 historical sites.Highlights include the Massachusetts State House, Paul Revere's House, and the Old North Church.Each location offers a glimpse into the American Revolution, making it ideal ...

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    Institute of Contemporary Art/Boston, 25 Harbor Shore Drive. 617-478-3100, icaboston.org THE GUN VIOLENCE MEMORIAL PROJECT A — sadly — ever-evolving project since its inception in 2019, this ...