dutchess county tourism

21 Top Things To Do In Dutchess County

By Author Roxanne Weijer (she/her)

Posted on Last updated: October 19, 2022

Get ready for 21 top things to do in Dutchess County, New York! Perfect if you are planning a getaway to Dutchess County or if you want to get inspired for future travels.

Dutchess County is New York City’s backyard and an amazing county to explore. It’s less than two hours away from the Big Apple, hence its nickname New York City’s backyard.

And it totally feels like you are in a different world. From the busy streets of New York City to the peaceful, green, and scenic Hudson Valley. You come here to relax, enjoy nature, learn about history, and taste excellent cuisine.

The main attraction of the Hudson Valley and Dutchess County is the natural beauty of the Hudson River and the surrounding mountains! Here you can do many outdoor activities like hiking, visiting Innisfree Garden, and going apple picking.

But there’s so much more to do! Visit the Franklin D. Roosevelt Home, Presidential Library and Museum, fly in a biplane at Old Rhinebeck Aerodrome, taste the most delicious ice cream of the county, and have fun at SplashDown Beach’s outdoor water park.

We highly recommend coming to Dutchess County over the weekend, when most things are open and there are many things going on, like markets, biplane shows, festivals, and other events. Enjoy everything this amazing county has to offer!

Where is Dutchess County?

The ideal getaway from New York City is just located 1.5 hours north of the city in the stunning Hudson Valley. And Boston is 3 hours away by car !

Dutchess County is located along the Hudson River in the state of New York. Surrounding counties are Columbia County in the north, Putnam County in the south, and Orange County in the west, on the other side of the Hudson River.

On the east, it borders the state of Connecticut.

How to get to Dutchess County?

If you travel to Dutchess County from New York City, you can easily hop on the Metro-North Hudson Line or Harlem Line! Or take an Amtrak train from the Moynihan Train Hall, which is the fastest option.

We love traveling to Dutchess County by train as the views on the way, especially of the Hudson River, are amazing.

The Hudson Lines goes from Grand Central Terminal in New York City directly to Dutchess County. With stops in Beacon, New Hamburg, and Poughkeepsie.

The Harlem Lines also goes from Grand Central Terminal in New York City to Dutchess County, but to the eastern part of the county. It stops in Dover Plains, Wingdale, Wassaic, and Pawling for example.

It’s also possible to travel to Dutchess County with several bus companies. And of course by car ! The following highways are in and around Dutchess County: US Route 9 (north/southbound), l-84 (east/westbound), NY Route 22 (north/southbound), and the Taconic State Parkway (north/southbound).

When you make your way to Dutchess County by public transportation, we highly recommend renting a car to see most during your Dutchess County trip!

It’s possible to see a lot of the county in a few days if you have your own transportation. If you only rely on public transportation, you might need to skip a few activities on this list with things to do in Dutchess County.

Top Things to do in Dutchess County

It’s time to talk about the top things to do in Dutchess County. And make sure to read until the end of the article, where we share about the best restaurants in Dutchess County, hotels in Dutchess County, and a Dutchess County map!

Visit Franklin D. Roosevelt’s Home and Presidential Library

A must thing to do in Dutchess County is visiting Franklin D. Roosevelt’s home, Springwood, and presidential library. Especially if you are interested in American history.

Franklin D. Roosevelt, also known by his initials FDR, was the 32nd President of the United States, from 1933 till his passing in 1945. FDR was a member of the Democratic Party and is the longest-serving President of the United States. He is still the only president to serve the United States more than two terms.

FDR was born in Dutchess County, in Hyde Park, and you can visit his birthplace and lifelong home . Learn more at the National Historic Site and in the presidential library about Franklin D. Roosevelt, his wife Eleanor Roosevelt, the Great Depression, the New Deal, and WW2.

The presidential library on the Hyde Park estate is one of 13 presidential libraries across 11 states in the country. Americans travel all around the United States to visit them all. To learn more about history, the presidents and their families, the historical decisions that have been made, the issues of those times, and the historical background of the states.

Make sure to also explore the other ground of the estate, as it’s a beautiful green place to discover. Not to miss is the rose garden and Franklin and Eleanor Roosevelt’s grave.

Dutchess County Towns and Cities to Visit

Dutchess County has many amazing towns and cities to visit. And the ones not to miss during your Dutchess County trip are Poughkeepsie, Beacon, and Rhinebeck.

Beacon is located in the South part of the county, Poughkeepsie in the middle, and Rhinebeck in the North. The drive from Beacon to Rhinebeck takes a little less than an hour, so it’s possible to see and do a lot in a short time!

Every place has something different to offer, but they all have something in common: they all have the most charming boutiques and eateries! Plus, there’s beautiful nature everywhere!

Other lovely towns in Dutchess County are Wappingers Falls, Hyde Park, Tivoli, Millerton, and Millbrook.

Cross the World’s Longest Elevated Pedestrian Bridge: The Walkway Over the Hudson

One of the top things to do in Dutchess County is walking over the Poughkeepsie Bridge, also known as The Walkway Over the Hudson.

The bridge is 1.28 miles (2 kilometers) long, making it the longest elevated pedestrian bridge in the world (according to their own website!).

Walk over the Hudson River from Poughkeepsie on the east bank to Highland on the west bank and enjoy the fantastic views on the way! And it’s not only possible to walk on the bridge, but you can also bike on it. Make sure to bring your camera with you as you want to capture those beautiful views.

Enter the bridge in Poughkeepsie either from the stairs on 131 Washington Street or go up in the glass elevator from Upper Landing Park.

Our recommendation is to take the elevator at least once, as it’s a cool experience with beautiful views on the way. And from Victor C. Waryas Park, next to Upper Landing Park, you have great views of the bridge.

In 1889 the bridge opened as the Poughkeepsie-Highland Railroad Bridge and operated until a fire destroyed the tracks in 1974. In 2009, it re-opened as the Walkway Over the Hudson State Historic Park.

And we are glad it has been rebuilt, as walking over the Hudson is a wonderful thing to do in Dutchess County.

Eat at the Culinary Institute of America

Getting hungry after all the exploring? Then we have a great recommendation for you! Dutchess County is home to The Culinary Institute of America and this is an amazing place to visit. Not only for the delicious food but also for the beautiful campus! According to Condé Nast , it’s one of the 50 most beautiful college campuses in America!

Chefs and students from all over the world come to The Culinary Institute of America in Hyde Park to learn everything about culinary arts and hospitality. And you can eat their food!

At the cooking school, you can find multiple restaurants with food made by people in education. Go to the Bocuse Restaurant for example to eat French food made with modern cooking techniques, to the American Bounty Restaurant to celebrate traditional American cuisine, and to Ristorante Caterina de’ Medici for Italian food.

Make sure to make a reservation in advance, especially for the world-class restaurant Bocuse. And afterward, you can go to the Apple Pie Bakery Café for sweets and to the Brewery at the CIA for a drink!

Head to the Modern Museum Dia Beacon

Beacon is one of the towns in Dutchess County you have to visit. And in the town, there’s a museum not to miss for modern art lovers, like us!

Dia Beacon is a wonderful modern art museum located in an old Nabisco factory. The building itself is already a piece of art as it’s full of light, spacious, and we love the industrial vibes. It’s one of the largest exhibition spaces in the United States for modern art!

The installations and exhibitions are always impressive at Dia Beacon, you can easily spend two hours wandering around the museum. If you get hungry or thirsty, there’s a café for something small!

Advised is to book a ticket in advance for Dia Beacon if you want to go! And if you don’t have a car to get to the museum, the free Beacon loop bus runs from the train station to Dia Beacon.

Traveling around the States? We also love Miami and its museums and street art!

Enjoy Nature at Innisfree Garden

Innisfree Garden is a Chinese and Japanese-influenced garden near Millbrook. It’s created over a 50-year span and features a big lake, different plants, terraces, sculptures, streams, waterfalls, and a mixture of rocks.

The garden is a wonderful place to wander around, slow down, and enjoy nature. Take your time and explore everything it has to offer. It’s been named one of the world’s 10 best gardens, so go see it yourself! Not to miss in the garden is the amazing wish tree!

Walk the trail around the lake if you want to go for a longer walk. The shortest path around the Innisfree Garden lake is about 1.3 miles (2.1 kilometers) long.

Bring a picnic to eat on the way! There are no food services in the garden. A toilet is available at the parking place. Visiting Innisfree Garden is one of the best things to do in Dutchess County if you like nature and gardens.

Good to know: Innisfree is closed during the winter and there’s an admission fee.

Visit the Vanderbilt Mansion National Historic Site

The Vanderbilt Mansion National Historic Site is a historic house museum in Dutchess County. The 54-room house was one of several homes owned by Frederick and Louise Vanderbilt. And it’s now open to the public! Get a glimpse into a past world, which was only known by an elite few.

Frederick was a member of the American family of Dutch origin Vanderbilt, who were once the wealthiest family in the United States. The Vanderbilt mansion was built by the family and is one of the most intact examples of estates built by wealthy industrialists in the 19th century.

Make a reservation for a tour to see the inside of the house and learn about its history, decor, and Beaux-Arts architecture.

It’s also possible to walk on the grounds of the estate, for free, and enjoy the beautiful gardens and breathtaking views over the Hudson River!

LAND ACKNOWLEDGEMENT Dutchess County is located on the traditional lands of the Wappinger , Munsee Lenape and Mohican people. We encourage you to learn more about Dutchess County’s Native history .

Grab a Coffee at The Crafted Kup

Arguably the best coffee in Dutchess County (definitely in Poughkeepsie) is found at The Crafted Kup! The Crafted Kup is a homey coffeehouse with delicious coffee, smoothies, a range of teas, and yummy baked goods.

It’s usually busy at The Crafted Kup, as it’s a popular spot in Poughkeepsie. Sometimes there are even long lines! Vassar College is just around the corner, so many students also come here. It’s the perfect spot to get some work done, to meet with a friend, or to just sit and relax with a cup of coffee!

Good to know: they are vegan-friendly! And if you have questions, the friendly staff and owners are always happy to help you.

Get Adventurous and Visit Bannerman Castle on Pollepel Island

If you arrived in Dutchess County by train, there’s a high chance you’ve already seen Bannerman Castle from the train window. The island and castle are an eye-catcher from the train and can’t be missed!

Bannerman Castle is located on Pollepel Island, just south of Beacon. A long time ago, the castle was built as a military warehouse. Francis Bannerman was looking for storage space outside the big city and found it while canoeing on the Hudson.

He began construction on a simulated Scottish castle, and these days you can visit the island and remains of the castle! Due to safety issues, it isn’t possible to go inside, sadly. But you can admire the castle from up close on Pollepel island

Book a tour in advance and enjoy a scenic boat ride from Beacon first. On the island, there will be a guide to show you around and tell you everything about its history. If you want to arrive with your own kayak or canoe, you can book a self-guided tour.

Good to know: from the dock to the start of the tour, there’s a 72-step climb. And tours are not available during the colder months of the year.

Visiting Pollepel island is definitely an adventurous thing to do in Dutchess County!

Discover the Eleanor Roosevelt National Historic Site

Earlier we talked about visiting Franklin D. Roosevelt’s home and presidential library as a must thing to do in Dutchess County. But so is the Eleanor Roosevelt National Historic Site!

It’s the first and only National Historic Site dedicated to a First Lady, how inspiring! Eleanor called her former home Val-KiII, and after the passing of Franklin, it became Eleanor’s primary residence.

The estate is located about two miles east of Springwood, Franklin’s home, so make sure to combine both! Learn more about Eleanor herself at Val-KiII and how she fought for woman’s rights and how nontraditional proactive her role as First Lady was. Plus, how she established Val-KiII Industries with friends to employ local farming families in handcraft traditions.

There’s a lot to learn about this impressive and inspiring First Lady! Make sure to hike up to Top Cottage too.

Have Fun at SplashDown Beach

If you are wondering what to do in Dutchess County on a warm summer day, head to SplashDown Beach! America’s biggest little water park is in Dutchess County! Fun for young and old guaranteed at the water park.

Relax and tube down the lazy river, race next to each other on the Arctic Plunge Racer, go on one of the largest raft rides in the Northeast, ride the waves in the Monster Wave Pool, and get adventurous in the half-pipe! Or go and lay on the beach.

With over 50 interactive features, there’s a lot to do at SplashDown Beach!

Fully Relax at Mirbeau Inn & Spa Rhinebeck

We can all use some relaxation after a day of exploring, right? Why not head to one of Rhinebeck’s newest gains: Mirbeau Inn & Spa Rhinebeck !

Rhinebeck is a lovely town in Dutchess County and since spring 2019 you can stay in the heart of Rhinebeck at Mirbeau Inn & Spa Rhinebeck. We had the pleasure to stay here in 2021 and enjoyed every second of it!

From massages, salt saunas, thermal pool, to the modern room with fireplace, and dinner at the French-inspired American restaurant.

And that’s not everything they offer, there’s also a gym, resting area, and steam rooms. In short, this is where you want to stay and relax!

Go Apple Picking in Dutchess County

Fall is a great moment to visit Dutchess County as the trees have the most amazing fall colors. Especially the sugar maple trees, which are native to eastern North America, are turning into the most incredible bright red, orange, and bronze colors!

And fall is the perfect time to go apple picking, which is a popular activity in Dutchess County! You can go apple picking at many farms in the county, which makes for a fun outdoor activity for everyone. And especially for families as many farms also organize special activities for kids.

Roam through Dutchess County while enjoying the stunning fall colors and visiting farms. And this is also the moment to visit pumpkin patches!

For apple picking, we recommend checking the following farms: FishkiII Farms, Barton Orchards, Cedar Heights Orchard, Greig Farm, Mead Orchards, and Meadowbrook Farm. For the best pumpkins, head to Dykeman Farm!

Make sure to also taste some apple cider and eat apple cider donuts, so yummy!

Stop by Montgomery Place Orchard Market

One of the absolute best things to do in Dutchess County is going to one of the markets. Especially during the summer months, there are farmers’ markets everywhere in the county!

Farmers are important in Dutchess County, and here you can enjoy one of the richest agricultural experiences in the Northeast. So make sure to try some local goods or bring something home! From vegetables, fine fruits, to meats and cheeses, you can find it all.

As times and locations of farmers’ markets can change, we want to include a market in this list that’s always there from about mid-June until Thanksgiving on Wednesdays till Sundays: the Montgomery Place Orchard Market.

On the Montgomery Place Orchard Market, you can find up to 70 apple varieties grown on their family-run farm, vegetables, other fruits, flowers, apple cider donuts, among other local foods!

Ride a Biplane at Old Rhinebeck Aerodrome

By far the coolest thing to do in Dutchess County: riding a biplane at Old Rhinebeck Aerodrome! Enjoy Dutchess County from above and ride in a unique old little airplane. Make sure to bring your camera or phone to make some cool videos and pictures.

If you don’t want to ride on a biplane, it’s also possible to watch a show and visit the museum! The museum features antique airplanes from 1900-1935, and some still even fly in shows.

In 2022, shows are every Saturday and Sunday, from June 18 until October 16. And if you want to enjoy a ride in a biplane yourself, biplane rides are possible before and after the shows. If you want to fly on a weekday, get in touch with them for a reservation!

It’s a fun and unique place to visit, therefore we highly recommend visiting Old Rhinebeck Aerodrome for a show and possibly a biplane ride too!

Have Breakfast at Bread Alone Bakery

You can’t visit Rhinebeck and not enjoy some freshly baked goods from Bread Alone Bakery! Especially perfect if you want to get some breakfast. Or lunch!

Bread Alone Bakery is a family-owned bakery operating since 1983. And not only do they sell the most delicious things, but they also do it with local, organic, and responsibly sourced goods. Their purpose is to serve honest food and minimize further harm to the planet, and we love that!

Get a sandwich, some sweet goods like cakes, soups, baguettes, croissants, or great coffee! Their bread selection is big and made with organic grains. Vegan options are available too!

Get something to-go or sit on their terrace!

Events in Dutchess County

Let’s continue with some amazing events happening in Dutchess County. And the Dutchess County Fair is one of the events not to miss!

Every county has its own fairgrounds and County Fair. The Dutchess County Fair is super fun and one of the best summer fairs happening in the area.

The Dutchess County Fair happens every August at the Dutchess County Fairgrounds in Rhinebeck. It’s a food lover’s dream, and there’s always so much going on. Think about music performances, classic fair rides, face painting, a flea market, games, and talent shows.

Other exciting events happening at the Dutchess County Fairgrounds are The Rhinebeck Crafts Festival, NYS Sheep & Wool Festival, Handcrafted Oktoberfest, Rhinebeck New York Cider Festival, and The Wonderland of Lights.

Of course, there aren’t only events happening at the Dutchess County Fairgrounds, but in the whole county! First Friday Poughkeepsie is a monthly food, are, and music festival.

And Second Saturday Beacon is a celebration of Beacon’s galleries, restaurants, and other businesses. Tea and coffee lovers should visit A Cup of the Valley Festival in Poughkeepsie.

Keep an eye out on Big Gay Hudson Valley’s website for any gay events happening in the valley!

Enjoy Ice-Cream at Fortunes

Fortunes is an awesome colorful ice cream sport in the heart of Tivoli, with arguably the best ice cream in the whole state! Perfect for a warm summer day.

Biran and Lisa, the owners of Fortunes, decided everyone had to try their homemade fresh, seasonal, quality ice cream. And we totally agree, as their ice cream is super yummy and super fun!

When they moved back to Tivoli they missed something in the magical town: an ice cream place! When they heard their dream spot, 55 Broadway, was available, they seized the opportunity to do something they had never done before: sell ice cream! It was their fortune. And Fortunes was born!

With interesting ice cream flavors like pineapple avocado, caramel popcorn crunch, upstate fruit punch, sweet tea with lemon, there’s a lot of ice cream to try! There are also vegan and dairy-free options available.

Explore Vassar College and the Frances Lehman Loeb Art Center

Poughkeepsie, also called The Queen City of the Hudson, is home to Vassar College. Visiting Poughkeepsie is a must, and why not wander around the beautiful Vassar College for a bit too?

It’s a private liberal arts college and one of the historic Seven Sisters. The Seven Sisters are seven liberal art colleges in the United States that are historically women’s colleges. Now everyone is welcome to study at Vassar College.

On the college grounds, you can find the Frances Lehman Loeb Art Center, which is an art museum, gallery, and exhibit space. It features a selection of classic and modern art. Think about paintings, photography, and ceramics! See works from European masters like Picasso and American painters like Jackson Pollock.

Admission is free!

Stay at America’s Oldest Inn: Beekman Arms

We had the pleasure to stay at America’s oldest continuously operating inn, Beekman Arms! The inn is located in the heart of Rhinebeck in a historic old building.

It’s a great place to stay if you are into such special places! Don’t expect many modern facilities at Beekman Arms as it feels like you are stepping back in time entering the inn. It’s a special feeling! Beekman Arms is rife with American history!

And the list of names of famous people who stayed at the inn is impressive! Quite some presidents of the United States like George Washington, Franklin D. Roosevelt, and Bill Clinton. And celebrities like Oprah Winfrey, Michelle Pfeifer, Jon Bon Jovi, and Miley Cyrus.

At the Beekman Arms is also a restaurant and cute garden to enjoy some food in!

Go Hiking in Dutchess County

Last but definitely not least, go hiking in Dutchess County. Dutchess County is a great place to visit for the hiking lovers under us, so it can’t be missed in this list with top things to do in Dutchess County!

Visit mountains, trails, walking paths, and more while enjoying the Hudson River Valley landscape. Hike up mount Beacon, try the Appalachian Trail through southeastern Dutchess County, visit Poets’ Walk Park, head to the top of Ferncliff Forest, explore Mills Norrie State Park, and enjoy the cool rock formations at Dover Stone Church. There are many options.

And don’t forget the Dutchess Rail Trail Park, which is a 13 miles (21 kilometers) paved abandoned railroad in central Dutchess County. These days it’s a shared path dedicated to bikers and walkers!

For more information about hiking in the county, see the website of Dutchess County .

Best Restaurants in Dutchess County

Dutchess County has amazing restaurants! Trying different foods is definitely one of the top things to do in Dutchess County. Especially when they are locally produced!

Below we will tell you about some restaurants not to miss during your time in Dutchess County. From some fine dining options to places for a quick bite! And the best vegan restaurants in Dutchess County.

Of course, we talked about the Culinary Institute of America earlier in this article, which is a must-visit too!

Cinnamon Indian Cuisine

Located in the center of Rhinebeck you can find the restaurant Cinnamon which serves Indian dishes. We love the ambiance and food here!

Twisted Soul

With interesting combinations from Asian and South American cuisine, Twisted Soul is an amazing restaurant in Poughkeepsie to check! And there are many vegan options on the menu.

Terrapin Restaurant

A former church turned into an American restaurant! For some fine dining in Rhinebeck, you go to Terrapin! Terrapin has a main dining room, casual bistro side, and farm-to-table menu with delicious food.

Eveready Diner

A retro-style diner that’s been around for decades. It can get very busy here, especially on the weekends, so be prepared!

Aba’s Falafel

Aba’s Falafel has the best falafel of Dutchess County! And it’s maybe even the best falafel we’ve ever had! Go here for lunch and be amazed.

Brasserie 292

Brasserie 292 is a French-style brasserie in Poughkeepsie. For fine dining in Poughkeepsie, you go to Brasserie 292. The food is incredible here and the atmosphere wonderful.

Végétalien

The vegan restaurant of Dutchess County! Végétalien is a 100% plant-based restaurant and juice bar in the heart of Beacon. Their menu changes based on seasonal ingredients. And are all sourced from different farms in the Hudson Valley. It’s not open at night, so go here for breakfast or lunch!

Another popular vegan restaurant in Dutchess County, Wildflower Café, is sadly permanently closed.

Hotels in Dutchess County

There are many amazing hotels in Dutchess County to stay at! And as you’ve read, there are many things to do in Dutchess County, so we highly recommend exploring the county for a couple of days.

Especially if you come from the big city and want to fully recharge. Relax is the number one rule in Dutchess County! No matter if you come here for a romantic getaway, family vacation, or a fun trip with friends!

Below we tell you about a couple of great hotels in Dutchess County, in different towns, to stay at. From boutique hotels, charming bed and breakfasts, budget-friendly motels, to luxuries Parisian-style hotels, and nationally branded hotels, there’s something for everyone.

Hotels in Beacon

The roundhouse.

Stay at The Roundhouse in Beacon and fully enjoy this industrial-chic hotel with hip dining! The hotel is set in a former circular factory and is located at a magical spot, beside Beacon Falls.

If the weather allows it, there’s an outdoor dining terrace overlooking the waterfall and landscaped gardens. Or book a hotel room overlooking the waterfall. In any case, you will have a good time here!

Beacon Hermitage

Beacon Hermitage is a cute bed and breakfast on the base of Mount Beacon, making it the perfect location for hikers! There are many state hiking trails nearby.

It’s a great escape from the city, but within 10 minutes by car, you are in the city center of Beacon. The picturesque town Cold Spring is also not far away.

Also important, the hosts are very friendly, and it’s an LGBTQ+ friendly accommodation.

Hotels in Poughkeepsie

Courtyard by mariott poughkeepsie.

Courtyard by Mariott Poughkeepsie is a modern hotel located 2.7 miles (4.3 kilometers) from Vassar College and has an indoor swimming pool, Bistro restaurant, and 24-hour market for snacks.

The hotel is recently renovated, so you now can comfortably enjoy everything it has to offer!

Quality Inn Poughkeepsie

Want to stay more in the city center of Poughkeepsie? Then Quality Inn Poughkeepsie might be a good option. Especially as the restaurant Twisted Soul, the coffee shop The Crafted Kup, and Vassar College are around the corner. We talked about all three earlier in this top things to do in Dutchess County article.

Quality Inn offers good rate rooms and has an indoor swimming pool, fitness center, and 24-hour front desk.

Hotels in Rhinebeck

Mirbeau inn & spa rhinebeck.

Since spring 2019 you can stay in the heart of Rhinebeck at Mirbeau Inn & Spa Rhinebeck. And we loved every second of our stay at this Parisian-style luxury hotel! From the massages, salt saunas, thermal pool, to the modern room with fireplace, and dinner at the French-inspired American restaurant.

The Gables of Rhinebeck

The Gables of Rhinebeck is also a hotel in the heart of Rhinebeck, though it’s a lot smaller compared to Mirbeau Inn. This charming hotel only has 4 rooms and is located in an old historic house. It’s like a fairytale house!

And don’t forget to enjoy their beautiful garden or play badminton on their court.

Things to do in Dutchess County Map

Our trip to Dutchess County was made possible in partnership with Dutchess County Tourism . Nevertheless, everything we wrote in this top things to do in Dutchess County article are our own writings, opinions, and tips!

Enjoy Dutchess County!   Do you have any questions or do you want to add something to this what to do in Dutchess County guide?  Drop it below or send us a message.

Find us on  Instagram ,  YouTube , and  Facebook . 

And if you enjoyed this top things to do in Dutchess County article, don’t forget to share it with all your friends and family! Thank you so much!

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Top 10 Ways to See Dutchess County

There are many ways to take in the sights of beautiful Dutchess via all manners of transportation! Soak in the sights of the heart of the Hudson Valley.

Take a train straight into Dutchess County! Metro-North’s Hudson Line stops in Beacon, New Hamburg, and Poughkeepsie. The Harlem Line goes to Pawling, Appalachian Trail, Harlem Valley-Wingdale, Dover Plains, Ten Mile River and Wassaic. Learn more about Metro-North’s car-free getaways including various sites in Dutchess County.  Amtrak also stops in Poughkeepsie and Rhinecliff.

Flying to the Hudson Valley is easy, whether you're flying from near or far! With a county, nearby international, and a small privately owned airport open to the public, we're only a plane ride away. Hudson Valley Regional Airport , Wappingers Falls Stewart International Airport (SWF), Newburgh Sky Acres Airport , Lagrangeville

Commercial aircrafts have nothing on a vintage biplane experience! Get a bird's eye view of Dutchess County on the wings of yesteryear. Soak in the view from an open cockpit biplane at  Old Rhinebeck Aerodrome . Quite argueably some of the most breathtaking views you can find. 

Take Dutchess County in at your leisure! Your own two feet will get you to some of the best places in the Hudson Valley.

• The Museum in the Streets© of Millbrook is a self-guided walking tour, featuring 31 permanent plaques, designed to promote a sense of historical identity and encourage the preservation of local history.
• Head out from the Beacon Train station and discover Long Dock Park along the Hudson River, Dennings Point, the site of a former important brickyard, Main Street with the shops and art galleries, and hike up Mount Beacon along the incline railroad trail.
• And of course don't forget the Walkway Over the Hudson , 212' above the Hudson River and 1.25 miles long!

Green, healthy, and fun, biking is always a great choice!

• Bike several scenic trails in Rhinebeck and Red Hook
• Follow the 13 mile, multi-use Dutchess County Rail Trail. Stretching between Hopewell Junction and the Walkway over the Hudson, this trail has convenient parking at various locations along the route. On the eastern side of the county lies the Harlem Valley Rail Trail. Weaving through farmland, forests and village centers, this 10 mile trail runs from Wassaic to Millerton. Discover more about these two rail trails here .
• Finally, enjoy these self-guided bike tours of various spots in Dutchess County. If biking is new to you, try renting one!

Enjoy a premiere sightseeing experience with Hudson River Cruises ! Now offering departures from Poughkeepsie the first Saturday of every month. Relax and enjoy scenic views of lighthouses, fall foliage, waterfront mansions and more. Book your trip today.

Take a boat ride to visit a castle located on an island in the Hudson River! Board the Estuary Steward in Beacon and cruise to Pollepel Island to visit Bannerman’s Castle . Guided and self-guided tours are available, along with special events.

Nothing is more American than cars and there are plenty of places to go! Enjoy these self-guided scenic car tours through the beautiful Hudson Valley. No car? No problem – Zipcar  is here. Find them in Beacon, Poughkeepsie, Hyde Park & Annandale-on-Hudson.

Beacon has become a bustling city with lots of charm, attracting visitors from New York City, the surrounding Northeast region and beyond! Whether you take the train in, or are just looking to explore Main Street, the Beacon Free Loop conveniently provides transportation for free! You can ride the Beacon Free Loop  Monday through Saturday all day (6:00 a.m. – 9:00 p.m.), from the Beacon Metro-North Station and Dia Beacon, up to Main Street and to Mount Beacon.

Motorcycles

Whether you ride a cruiser, chopper, or touring bike, you’ll soon discover that Dutchess County has many motorcycle-friendly roads to explore. There are plenty of routes with long scenic stretches, gentle hills, and thrilling twists and turns. Find routes all over the county here .

Horseback Riding

Don't just spend time outdoors, do it on horseback! There are many farms and stables that you can find all over the county including Calypso Farm, Netherwood Acres, and Southern Dutchess Equestrian Center. Find one that suits you and head off through some of Dutchess County’s most beautiful countryside.

Hot-Air Balloon

It may only occur once a year, but the Annual Hudson Valley Hot-Air Balloon Festival is one worth planning for! Mark your calendar and purchase tickets for a hot-air balloon ride over the majestica Hudson River valley. Spend the weekend witnessing balloon launches, the Illumination Moon Glow, fireworks and more!

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3 days in the Hudson River Valley: My Itinerary for a Weekend in Dutchess County

Posted on Last updated: 10 September 2023

Home » USA Travel » New York » 3 days in the Hudson River Valley: My Itinerary for a Weekend in Dutchess County

Discover the best of Dutchess County tourism on this 3-day itinerary for exploring the Hudson River Valley cities of Beacon & Poughkeepsie

Since moving to New York state , I’ve made an effort to become a part of my local community. Whenever you move to a new place, there’s a whole checklist of things to do—everything from registering to vote to getting the proper identification cards, finding an apartment, making friends, and getting to know your neighborhood.

But as a serial expat and frequent re-locator, I think it’s also important to explore your new (adopted) home. To get out there, see the museums, the sights, the tourist attractions. To learn the history of the region. I’ve done it everywhere I’ve lived for more than three months.

It can be a huge effort to get to know a new home, but what better way to feel like home, than to get out there and explore?

New York City has no shortage of tourist attractions—from the free (or cheap) things to do, to the glamorous, iconic places. But once I got my New York state driver’s license, and started filing my taxes as a New York resident, I knew that I should explore more than just the five boroughs of NYC . (Let’s be serious, though: I’ve really only visited Brooklyn , Manhattan, and a bit of Queens.)

With that in mind, over the summer I was able to plan a weekend trip to the Catskills , and in November—just as the autumn leaves were starting to fall—I made me way up along the Hudson River Valley through Dutchess County

My trip started in Brooklyn with a late morning drive to beat the traffic. With a Lexus car for the drive, I was planning on a three-day trip of relaxing luxury. The first stop: Beacon, New York.

Day 1 in Beacon, NY

Arriving in Beacon in the late morning, I first made my way to the newly opened Beacon Daily cafe and sandwich shop. It’s just around the corner from one of my favorite museums , so it was a good first stop on the itinerary! The cafe is most famous for their freshly made biscuits each morning, but with a huge selection of sandwiches, I couldn’t resist a cuban.

After a light lunch and coffee, I found myself at the Dia:Beacon for a warm apple cider and a few hours wandering the former factory ( and taking a million selfies ).

To complete my day in Beacon, NY, I spent the afternoon and evening on the town’s Main Street. Since the Dia:Beacon brought its contemporary art collection to the town, there’s been a resurgence of art and culture along Main Street.

Hipster thrift shops, boutique art galleries, and trendy bars & restaurants have all made a name for themselves thanks to the new creative class of Beacon residents and regular visitors.

The Hudson Beach Glass gallery and shop offers glass-blowing experiences, but their showroom of decorative arts is the real show-stopper. And across the street, the Kitchen Sink restaurant prepares feel-good food classics, like a special fried chicken dinner menu every Monday evening—perfect for a rainy autumn evening!

A stop in the Draught Industries bar was the highlight of my time on Beacon’s Main Street, though. With a huge selection of craft beers and a refreshing, modern design, the bar was one of the friendliest spots I visited in town. Over the course of my next 3 days traveling around the Hudson River Valley, at least two other people would recommend the bar to me!

Top 5 Things To Do in Beacon

• Explore contemporary art at the Dia:Beacon
• Practice glass-blowing at Hudson Beach Glass
• Shop thrift & vintage along Beacon’s Main Street at American Gypsy Vintage , Blackbird Attic , and Vintage:Beacon
• Try local & regional craft beers at Draught Industries
• Eat chef-prepared sandwiches with homemade breads & meats at The Beacon Daily

Making my way through the Hudson River Valley, from Beacon I went a littler further east to stay in Fishkill, NY—a larger city with plenty of accommodation options.

At the Hyatt House in Fishkill , I had plenty of space with an apartment-style suite accommodation including a full kitchen, living area, and separate bedroom. And an indoor pool, spacious gym, and full-service bar!

Because it’s pretty centrally located between Beacon and Poughkeepsie, Fishkill is a convenient location that makes exploring the Hudson River Valley especially easy. Driving around, nowhere took really more than 40 minutes to reach.

Day 2 in Poughkeepsie, NY

On my second day in the Hudson River Valley, I left my hotel suite and made my way north to Poughkeepsie. On the recommendation of the Dutchess Tourism office, I stopped for lunch in the small village of Wappingers Falls for an early lunch. Mexicali Blue is a local favorite restaurant (and tequila bar) serving original takes on Mexican classics, including an excellent ahi tuna taco with a wasabi aioli.

Continuing the arts & creative theme for my trip through the Hudson River Valley, I made my way to the Frances Lehman Loeb Art Center on the Vassar College campus. There was a special exhibition on featuring photographic works from their permanent collection, including many LGBTQ photographers and themes.

The museum is always free and open to the public, and even has late Thursday night hours making it an easy stop for visitors in the region. Plus: the Vassar College campus is really stunningly beautiful.

For my afternoon and evening in Poughkeepsie, I also checked out the 40 Cannon art gallery, part of a multi-purpose condo complex. Regular exhibitions of local and regional artists are on display in a large, multi-use space, with a café , wine bar , and craft beer brewery all on site, too.

Steps from Poughkeepsie’s Main Street, 40 Cannon is part of the movement to revitalize the city responsibly (without displacing locals through gentrification). The city of Poughkeepsie has a burgeoning arts community, with lots of street art in the downtown district, and plenty of craft shops and galleries. The Arts Mid-Hudson organization supports local artists with grants and workshops, and in the December holiday season, even hosts a holiday pop-up market called Dutchess Handmade.

On my second day in Poughkeepsie, I visited the famous Walkway Over the Hudson . First opened in 1889, the walkway was originally a railroad bridge—the longest cantilevered and truss span bridge in the world! In 2009, the bridge was converted to a walkway and bike path, and opened as a State Historic Park and the longest elevated pedestrian bridge in the world.

With the growing community of creatives and young professionals, there are also a number of cool and hip restaurants, bars, and spaces for people to hang out. Schatzi’s Pub and Beer Garden serves German food classics with an American twist (including a cheeseburger egg roll) alongside an extensive collection of local brews.

And longtime local favorite Rossie Rosticceria Deli operates as a small Italian deli and grocery with freshly made sandwiches and homemade breads.

With just a day-and-a-half in Poughkeepsie, I was really surprised to find the city so interesting and welcoming. The city, with a population of just 30,000, is still growing and with its expanded efforts to open up to new ideas, new residents, and new businesses is certainly a welcome attribute for the Hudson River Valley region.

Poughkeepsie even hosted its first LGBTQ pride march in 2019—one of the largest public parades in Poughkeepsie!

Top 5 Things To Do in Poughkeepsie

• Explore the art for free at the Frances Lehman Loeb Art Center
• Shop local artists at Dutchess Handmade pop-up or the Arts Mid-Hudson center
• Walk (or bike) over the Hudson River at Walkway Over the Hudson
• Enjoy Poughkeepsie’s nightlife at local bars like 1915 Wine , Schatzi’s Pub , or King’s Court Brewing .
• Take photos of the street art murals along Poughkeepsie’s Main Street

Note: My visit to the Hudson River Valley was sponsored and supported by Dutchess Tourism , of the Dutchess county region. The Hudson River Valley is home to countless tourist attractions and things to do.  Discover more of Dutchess County on their website here. Thank you to Lexus USA for providing my transportation. Read more about my experience driving the Lexus RX 350L car here.

Fun Things to Do in Dutchess County NY: Unique and Uplifting Adventures

Posted on Published: December 8, 2021  - Last updated: July 6, 2024

Categories Blog , New York , Road Trips , Small Town Guides , Travel Guides , United States

Here’s a weekend itinerary for eco-friendly, sustainable, and fun things to do in Dutchess County, New York. Looking to spend two days wandering around adorable towns, spending time in quiet nature, and sampling delicious food and drink? You’ll want to run, not walk, straight to Dutchess County, New York.

It’s less than two hours from New York City and three hours from Boston. If you’re a curious Canadian like myself and looking for a new place to explore, it’s about 4-5 hours from Montreal and Ottawa, and 7.5 hours from Toronto. Trust me, it’s worth the drive. There are so many fun things to do in Dutchess County.

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I ventured off the well trodden tourist path to the lesser known gems of the region. Even though I was visiting on weekdays, there were so many occasions where there weren’t any other travelers in sight. So, if you’re looking for a peaceful place away from the crowds, I’m going to show you exactly where to go.

Natural wonders like the Dover Stone Church will make you feel like you’re in New Zealand, not the Hudson Valley. There’s castle ruins that make you feel like you’re in the middle of Scotland. Lucky Orphans Horse Rescue is such an amazing cause and could really benefit from an increased amount of visitors. And with the Culinary Institute of America in Dutchess County, you’d better bet that you can find an incredible culinary scene.

Whether you’re visiting over the weekend or spending 2 days in Dutchess County NY, prepare to be charmed by this beautiful section of the state. Let me show you exactly all of the amazing things to do in Dutchess County: the activities that emphasize eco-friendly travel, vegan travel, and combat overtourism by visiting the lesser known spots.

Table of Contents

Where to Stay: Inn at Pine Plains

The drive from Rhinebeck to Pine Plains was an interesting one, to say the least. Navigating the winding roads through the forest at night was one thing, but it was so incredibly foggy. At times, I could barely see at all and had to trust that I wasn’t going to drive off the road. I breathed a sigh of relief once I arrived at my home for the next two evenings, the Inn at Pine Plains . I felt right at home at this comfortable and quaint accommodation where I felt like I had my own little apartment in the house.

My room at the Inn at Pine Plains had a separate bedroom, living room, and kitchenette. With beautiful 19th century original hardware flooring, lots of framed pictures, and even a few books to read, it’s easy to feel cozy and relaxed here.

The bed features a firm, Euro top mattress with 100% cotton bed linens. The kitchenette has a small fridge, microwave, a kettle, and a coffee maker. And the bathroom is perfect for those who prefer to have a bath or a shower, the best of both worlds.

I loved the special added touches, like plenty of complimentary water, sparkling water, and other beverages in the fridge.There was even a little basket of snacks should you feel hungry at night. You can make your own coffee with the provided Keurig coffee pods.

In addition, there’s complimentary Wi-Fi and lots of channels on the flat screen TV. You’ll find it easy to get some work done, whether you’re using the wooden desk or you like to use your laptop while sitting on the couch like I do.

There’s a complimentary breakfast buffet each morning and I found it to be quite vegan-friendly. You have got to try the avocado hummus spread onto a bagel, bread, or rice cakes. It’s delicious! I also helped myself to some fresh fruit, and it was the perfect way to start the day.

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Day 1 in Dutchess County

For your first day, you’ll be exploring the finer side of things to do in Dutchess County. First, you’ll be visiting a tea room (and tea factory), beautiful gardens, and a vineyard with an impressive history. Top it all off with one of the best views in Dutchess County NY, followed up by some of the best Indian cuisine I’ve ever tasted.

Tour at Harney & Sons Fine Teas

It’s not everyday that you get to go behind the scenes at a tea factory. You might have heard of Harney & Sons. Their tea is so popular for a reason – it’s absolutely delicious. There’s really a variety and taste for everyone as they serve over 250 varieties of tea. I recommend browsing their collection online where it’s easy to place an order (or you can always order it on Amazon , too). 

Harney & Sons is a family owned and operated business. Back in 1983, John Harney began his journey to master the art of tea blending in his basement, serving his tea to inn guests. This home-run business has vastly expanded to their headquarters in Millerton, New York.

They have a 90,000 square foot warehouse there, a bottling plant in Hudson, and two tasting rooms in Millerton and SoHo, New York. Sadly, John passed away in 2014, but his two sons, Mike and Paul operate the company along with other family members. Harney & Sons Tea employs over 200 people. 

John’s grandson, Alexander offered to give us the Harney & Sons factory tour. He is so full of knowledge about everything relating to tea. I could really sense his passion for tea, especially when it came to traveling the world to source rare varieties . He’s visited Taiwan, China, Japan and India to find the best tasting teas. 

Visiting the tea factory was one of the most interesting things to do in Dutchess County. As we toured around the factory, we could see that the company sources, blends, and packages their tea from start to finish, keeping full control over all aspects of production.

They are committed to making and selling the finest tea possible and have strict quality control measures. If the tea bags aren’t filled to a certain weight or standard, they aren’t sold to the public. It was really fascinating to see the huge pieces of equipment to blend and package the tea. They even make some of their own tea bags at the factory. 

One of my favorite parts of the tour was smelling all of the tea. The tea sits in giant barrels before being packaged and shipped off to a store near you. We walked around and smelled the various fragrances of each tea blend. From smooth vanilla scents to bright floral ones, I could certainly get used to smelling all of the tea. Is there somehow a way that I could pivot being a professional blogger into being a professional tea tester?

I quickly discovered that the one that smelled the best was a tea blend called Paris , with scents of Earl Grey, black currant, vanilla, with a hint of caramel. It’s inspired by Mike Harney’s visits to Paris and enjoying pots of tea at Parisian tea shops.

I knew that I had to buy some of that at their tea room. If you’re interested in taking a factory tour at Harney & Sons, please reach out to their headquarters via email or phone. Definitely add “smelling tea” to your list of things to do in Dutchess County.

Lunch at Harney & Sons Tea Room

After the factory tour, head down the road a short distance to the Harney & Sons Tea Room in Millerton. You can sample teas in their tasting room, browse the shop for your favorite blends, and sit down for a full meal. And it’s not only a tea room. It’s one of the best Dutchess County restaurants, too.

I was very impressed that all of the vegetarian and vegan menu items were clearly marked, which always make it so much easier. There’s also the massive tea menu to peruse, and it’s insanely difficult to decide on just one tea to order. You can order it iced or hot, whatever you choose from their huge variety of over 250 teas. There’s something for everyone!

For food, I chose the hummus and veggie platter, which is always one of my favorite things to eat. For my main course, I tried the mushroom risotto (brown rice risotto topped with sauteed mushroom of the day and balsamic reduction, served with greens), just remember to ask for the vegan version without cheese.

And there’s even a vegan choice of dessert, a rice pudding made with plant-based milk topped with fruit. Yum! For those compiling a list of Hudson Valley vegan options, add Harney & Sons tea room to your vegan restaurant bucket list. I also have this awesome list of the best places to find vegan food in Dutchess County .

Innisfree Garden

Innisfree Garden  is one of the world’s 10 best gardens , and it’s one of the most wonderful things to do in Dutchess County NY. It’s unlike any garden I’ve ever visited before. Innisfree Garden is an American stroll garden, all about the individual’s experience in nature.

It combines the essence of Modernist and Romantic principles with traditional Chinese and Japanese design. Using water, rocks, wood, and of course, plants, the result is a naturalistic landscape that isn’t immaculately groomed.

At Innisfree, it’s almost as though you’re strolling from one landscape painting to the next. It’s designed around the notion of a “cup garden”, a Chinese garden concept that draws attention to something beautiful in the scene. It might be a lotus pool or a single rock covered with succulents and lichens.

Wander around Tyrrel Lake to discover native plants, waterfalls, and magnificent trees. Follow the path across streams using tiny bridges and wooden footpaths. I am certain that every person who visits notices a different detail, having new experiences with each visit.

While I went to Innisfree Garden in late April just at the start of spring before the first bloom, I am sure that it looks even more lovely throughout the prime of spring, summer and fall. I’d love to return again in the future to see how Innisfree Garden changes with the seasons. Add this to your list of things to do in Dutchess County throughout the spring, summer, and fall seasons.

Clinton Vineyards

Clinton Vineyards is called a, “jewel in the crown of Dutchess County”. Established in 1976 by Ben and Phyllis Feder, Clinton Vineyards is inspired by the stunning wineries and vineyards in France. The 100-acre Clinton Vineyards is modeled after the European tradition of specializing in a single grape. He chose the Seyval Blanc, a hardy grape that can survive the weather of the Hudson Valley. Going for a wine tasting at Clinton Vineyards is one of the best things to do in Dutchess County.

We met with Phyliss at Clinton Vineyards for our wine tasting. She is such a fascinating woman with so many stories to tell. You could spend an entire day with Phyliss, learning about how she and Ben were pioneers of the New York wine industry. I love that she is a champion for women’s rights and equality.

She’s paved the way for so many other women in the wine industry, becoming the first female president of the New York Wine and Grape Foundation. You’ll notice photos all around the tasting room with notable people like Hillary Clinton. There are also several letters from the Queen of England after receiving and tasting wines from Clinton Vineyards.

The other thing you’ll notice are all of the awards. Each type of wine in the tasting room has at least one medal or ribbon hanging from it. I’m sure that Phyliss has lost track of just how many awards their wine has won. Whether it’s their Seyval Blanc, Riesling, Rosé, Pinot Noir, or Methodé Champenoise sparkling wines, I’m sure that you’ll quickly fall for the wine at Clinton Vineyards. 

We got to sample a variety of wines, including my personal favorite, Romance, a late-harvest Seyval Blanc. They have a series of dessert wines that you simply must try. Clinton Vineyards also makes a Cassis, a black currant wine and the only one produced in the USA that has won gold medals at international competitions. Oh, and you can be sure that all of the wine at Clinton Vineyards is 100% vegan!

The tasting room and retail shop are inside a 19th century Dutch barn. It’s unlike some of the stark and minimalist tasting rooms that I’ve visited in the past. The tasting room at Clinton Vineyards feels as though you’re welcomed into someone’s home. With framed pictures covering every surface of the wall and wine displayed proudly on barrels, it feels so much more personal and inviting. So, why don’t you stay a while, sample some of the wine, and bring a few bottles back to enjoy in your own home.

Ferncliff Forest Fire Tower

It’s time to get back out into nature for another one of the best things to do in Dutchess County. On the National Historic Lookout Register, it’s only a short hike through the forest to reach the Ferncliff Fire Tower. The lookout is open all day, every day, and provides an exceptional view of the Hudson River and Catskill Mountains. The Ferncliff Fire Tower is a 1933 International Derrick Fire Tower and it’s about 80 feet high. 

The history of lookouts and fire towers at this site is quite fascinating. At first, people created a lookout made out of trees, which was used to assist map makers. In 1912, the Astor Family created a stone lookout. Next, in 1942, Army engineers created a 40 foot wooden tower to protect the president during the war.

Finally, in 2007, the International Derrick fire tower was moved to the forest for tourists and locals alike. While it might seem like quite a few stairs to climb, it’s always worth it when you reach the top. It’s windy up there, but the surrounding scenery is breathtaking. Enjoy 360 degree panoramic views of the entire region, including the bridge and the mountains.

Dinner at Cinnamon Indian Cuisine

I’ve eaten a lot of Indian food throughout my lifetime as a vegetarian and last 10+ years as a vegan. I’m even co-leading a trip to India where we’re going to eat  all of the vegan food (you’re invited to join me!). Anyway, I’ve tried my fair share of Indian food and Cinnamon Indian Cuisine ranks up there at the top of the list. One of the yummiest things to do in Dutchess County is eat delicious Indian food!

Their menu has all of the vegan items clearly marked with a “V”. There’s even an option to make a dish vegan if it’s possible, and that’s marked, too. It’s very easy to dine at Cinnamon Indian Cuisine if you follow a vegan or vegetarian diet. Furthermore, 95% of the menu is gluten-free. And there’s no reason why you shouldn’t go as it’s one of the best Dutchess County restaurants, right on the main shopping street in Rhinebeck.

They serve items that are fresh and local, so the menu changes according to the seasons. To start, I tried a vegetable samosa, crispy cauliflower, and a traditional street food on the side. Next, it was a plate of crispy spinach with chickpea flour that tasted a little like kale chips, but way more flavorful. And I also sampled one of the best lentil soups I’ve ever had, perfectly spiced.

 Then, I tried a whole feast of vegan delights, including a chickpea and asparagus dish (typically made with cauliflower, but asparagus was in season), fried okra, spinach and corn mixed with turmeric and spices, plain dosa, lemon rice, and mango chutney.

To drink, I drank a hibiscus, white tea, ginger, and peach beverage. For dessert, there was a vegan rice pudding with rose water, cardamom and saffron alongside a mini scoop of mango sorbet.

Coffee at Samuel’s Sweet Shop

After your Indian feast, walk across the street to Samuel’s Sweet Shop . This cafe and sweets shop happens to be co-owned by Paul Rudd and Jeffrey Dean Morgan. Unfortunately, there weren’t any Paul Rudd sightings, but I did savor a delicious Americano while I was there. If you’ve still got room for more dessert, you might want to indulge in some unique sweet treats that I haven’t seen anywhere else.

Day 2 in Dutchess County

Ready for your second day? There are so many more things to do in Dutchess County. We’ve got a unique castle to visit (yes, there are castles in the USA!), as well as an island tour. There’s a gorgeous natural attraction – a waterfall inside a cave. And we’ll also visit a horse rescue center that’s just as healing for you as it is for the horses. Sound good? Let’s go!

Bannerman’s Castle and Island Tour

On Pollepel Island in the Hudson River, you’ll find the ruins of an abandoned castle with an intriguing history. Castle ruins and an interesting story? Yes, please! This one tops the list of historical things to do in Dutchess County.

We embarked on a tour of the island and Bannerman’s Castle from Beacon, New York. There’s a small boat to transport passengers across to the island for a short tour. It’s also possible to book a tour from Newburgh, New York, and the experience lasts about 2.5 hours in total.

Bannerman’s Castle has Scottish influences, but you’ll only see the crumbling remains nowadays. The family purchased the island in 1900 as a safe storage site for ammunition and equipment from the US Army. Bannerman designed the buildings himself, which mostly consisted of storage for his vast inventory.

The large castle by the water has the words, “Bannerman’s Island Arsenal” on the side of it. There was also a smaller castle built at the top of a hill to serve as a summer home. Mrs. Bannerman decorated the garden with flowers and plants, a tradition that continues today.

After Bannerman died in 1918, any further construction halted. Just two years later, there was a massive explosion on the island, nearly killing Mrs. Bannerman. The family used the island until about 1930. After 1957, the island’s last superintendent retired and the property was abandoned for the next three decades. The state purchased the island in 1967, though it remained in ruins.

Both vandals and negligence are responsible for its dilapidated state. However, since the 1990s, the Bannerman Castle Trust started to preserve the island and its buildings. They’ve stabilized the remains of the castle for your viewing pleasure, and they’re currently reconstructing the family home. It’s a wonderful little piece of New York history that’s certainly one of the most unique things to do in Dutchess County.

Lunch at Vegetalien

There’s a vegan restaurant in Beacon, New York that you need to check out. It’s called Vegetalien and they’re serving up meals and beverages made from locally sourced and seasonal ingredients. This plant-based cafe has smoothies, build your own Buddha bowls, acai bowls, salads, BBQ jackfruit tacos, paninis, avocado toast, and so much more.

I couldn’t resist trying the “Tun’ah Sandwich” made out of chickpeas, slaw, lemon vinaigrette on harvest grain bread. Paired with a purple haze smoothie (blueberry, banana, apple and mint), it was so yummy, filling, and nutritious. Also pictured, the avocado and black bean toast.

Coffee at Trax Espresso

Looking for a caffeine boost? Head right across the street to Trax Espresso . It’s a bright and airy cafe in Beacon, serving up rich brewed coffee and espresso beverages.

I even picked up some of their coffee beans to bring home with me. It’s that good! And they’ve got several varieties of plant-based milk, including oat milk. Huzzah!

Lucky Orphans Horse Rescue

Lucky Orphans Horse Rescue in Dover Plains is a sanctuary for abandoned, neglected, and abused horses. They save so many of these beautiful creatures, rehabilitate them, and provide them with a forever home. While the goal is to enable horses to trust people again, it works the other way around, too. The horses can help people overcome their own struggles, build trust, and work together.

These horses provide therapy for children and adults alike. All in all, the sanctuary aims to strengthen the relationship between people and animals for a compassionate and kind community. Their slogan is, “People helping horses heal people.” Visiting Lucky Orphans is one of the most rewarding things to do in Dutchess County.

Owner and founder, Deanna Mancuso, shared her story with us. She had a turbulent relationship with her grandfather who struggled from PTSD, alcoholism, substance abuse, and domestic abuse. Shortly before his death from pancreatic cancer, Deanna formed a wonderful relationship with him as he worked through many of his personal struggles.

Her grandfather bought her a horse before he passed away to remember him by; he taught her that horses bring peace. Sadly, the horse was badly abused and he was not well behaved. When she almost gave up the horse, her father reinforced the message that we shouldn’t give up on animals. This paved the way for Lucky Orphans Horse Rescue, which Deanna founded in 2008.

While everyone is welcome to visit the sanctuary, their primary goal is to assist those struggling with mental health issues, domestic violence, PTSD, substance abuse, and family problems. There are numerous programs and events at the farm, including horse yoga. Participants lay their yoga mats down in the stables, and the horses decide whether or not they want to engage with everyone.

For those interested in visiting, you can check out the farm daily from 9:00am – 3:00pm, and be sure to follow along their updates on Facebook . Lucky Orphans Horse Rescue is one of the most peaceful and therapeutic things to do in Dutchess County.

Dover Stone Church

The Dover Stone Church is a spectacular ancient cavern in Dover Plains, New York. Hiking there is one of the most fun things to do in Dutchess County. There are several hiking trails at the site, but the main attraction is the Dover Stone Church. You’ll see a waterfall cascading inside a cave, dubbed the “Stone Church” for the pointed arch formation of the rocks. 

Local legend states that the rock formations were a refuge for Pequot Sachem Sassacus and his warriors from the English army in the 1600s. The Town of Dover, the Dutchess Land Conservancy and the Friends of Dover Stone Church purchased the property in 2004, and property owners donated additional land for the creation of hiking trails for everyone to enjoy. 

It might be a little difficult to find the Dover Stone Church. Look for the blue and yellow sign at its entrance in Dover Plains. Please note that there is no parking in front of the trail entrance, but you can park at the school when it isn’t in session (or at the Freshco 22 plaza).

Descend down to the trails and walk through a path lined with trees. Then, you’ll get to a spot with trail markers for hiking to your left. You’ll want to keep to your right if you want to see the Dover Stone Church. It isn’t a very long walk until you’ll reach this amazing triangular rock formation.

The short trek to reach the stone church is lovely. There’s a gently flowing brook, lots of trees, and moss covered rocks everywhere you look. When I visited, it was after a lot of rain so the river was flowing quite rapidly.

I got up as close as I could to the Dover Stone Church, peering inside to the waterfall. When the water level is much lower, you can even venture inside the cavern itself. It’s such a brilliant site and one of my favorite things to do in Dutchess County.

Dinner at Oakhurst Diner

It’s time to refuel at Oakhurt Diner in Millerton, New York. While it might not seem like a “greasy spoon” diner would have many vegan options, they’ve got a really delicious one on the menu. It’s pretty much the opposite of a greasy spoon dish, too.

They have a healthy Macrobiotic Plate: steamed broccoli, carrots, acorn squash, black beans and organic brown rice with tahini dill dressing and seaweed. It’s absolutely delicious and more filling than it looks. The diner itself is a total 1950s throwback and oozes with charm. You’ve gotta check out this Dutchess County NY restaurant when you come to town.

Bonus: A Cup of the Valley

Now, this might be a long shot, but if you happen to be in town during A Cup of the Valley , you should check it out. In 2019, this coffee and tea festival happened at the end of April, taking place at the Culinary Institute of America. You’ll find locally made products, local coffee roasters and tea blenders, and lots of other delicious food and drink. I loved sampling coffee, tea, and kombucha while I was there.

We spent most of our time at the Greenwood Lake Roasters craft coffee booth. As we waited for the coffee to brew, the owner was a wealth of knowledge relating to all things coffee. It was quite fascinating to listen to him speak about the roasting processes for my favorite beverage.

Also, I made sure to pick up some coffee infused maple syrup and horseradish maple mustard from Soukup Farms. There were also some delicious vegan treats by Emy Desserts, which I didn’t have the opportunity to try at the festival, but later sampled at Vegetalien. So good!

Even if you aren’t a fan of coffee or tea, there’s plenty to sample and taste at A Cup of the Valley. I missed the latte competition and the Japanese tea ceremony though, which I’d love to check out next time I’m in the region.

Visiting Dutchess County in December

Are you visiting Dutchess County or the Hudson Valley in December? There are lots of great events for Christmas in Dutchess County. Check out my guide to seeing the historic mansions decorated for the holidays.

More Things to Do in New York State

Since New York is only a quick drive across the Canada/USA border for us, we’ve spent lots of time exploring this state. Here are more travel blog posts to help you plan your trip to NY.

• The Best Things to Do in Albany (2 Day Itinerary)
• Watkins Glen Itinerary (1 Day in Watkins Glen)
• Things to Do in East Aurora, New York (1 Day Itinerary)
• Fun Things to Do in Buffalo, NY
• How to Spend a Day in Hudson, New York

Lauren is the full-time travel blogger and content creator behind Justin Plus Lauren. She started Justin Plus Lauren in 2013 and has travelled to 50+ countries around the world. Lauren is an expert on vegan travel as one of the very first vegan travel bloggers. She also focuses on outdoor adventure travel, eco and sustainable travel, and creating amazing travel itineraries for cities and small towns.

Friday 24th of May 2019

Bannerman's castle looks awesome! Is that a place people can visit for free?

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• The Culinary Institute of America

Hyde Park, NY Degree Programs

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CIA degree and certificate programs are the proven path to an exciting career in the amazing world of food. We offer associate and bachelor’s degrees in the culinary arts, baking and pastry arts, and culinary science. We also offer certificate programs for advanced studies. There’s no more dynamic and immersive place in the world to study food than the CIA. Our gold-standard programs feature up to 1,300 hours of hands-on kitchen instruction, expert faculty, and world-class facilities. We have just what you need to satisfy your passion and prepare you for culinary and management leadership. Come to the CIA, and make the right educational investment for your future in food!

The Culinary Institute of America Admissions Department 1946 Campus Drive Hyde Park, NY, 12538 Tel: 1-800-CULINARY  Tel: 845-452-9430

CIA degree and certificate programs are the proven path to an exciting career in the amazing world of food. We offer associate and bachelor’s degrees in the culinary arts, baking and pastry arts, and culinary science. We also offer certificate programs for advanced studies.

There’s no more dynamic and immersive place in the world to study food than the CIA. Our gold-standard programs feature up to 1,300 hours of hands-on kitchen instruction, expert faculty, and world-class facilities . We have just what you need to satisfy your passion and prepare you for culinary and management leadership. Come to the CIA, and make the right educational investment for your future in food!

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