We’ve partnered with Dutchess County, New York’s Backyard to show you how you can enrich your New York State travel with cultural and historic experiences.
Skip the crowds of Manhattan and venture just beyond the city, where Dutchess County and the Hudson Valley offer a cultural escape unlike anywhere else in the world. This region has long been a haven for artists, writers and visionaries, often drawn to its breathtaking landscapes, historic estates and thriving arts scene.
For travellers who have already ticked off the sights of New York City, Dutchess County is the next must-visit destination. Whether you’re an explorer looking to experience new settings, a frequent flyer craving immersive experiences, or a history buff eager to walk in the footsteps of Hamilton and The Gilded Age, this hidden gem promises a journey of creativity, inspiration, and history — all without the pesky crowds.
The Arts and Culture Capital of the Hudson Valley
No trip to Dutchess County is complete without a visit to Dia Beacon, a striking contemporary art museum housed in a transformed 1929 Nabisco factory. Its vast skylit galleries showcase monumental works by Dan Flavin, Richard Serra and Louise Bourgeois, making it one of the most unique art spaces in the world. The museum has played a pivotal role in turning Beacon into one of America’s most exciting small-town arts destinations.
Another standout destination for art lovers is Tivoli, a charming village that houses the Hotel Tivoli — a boutique hotel that doubles as an art gallery. Owned by renowned artists Helen Marden and her late husband, Brice Marden, the hotel and restaurant offer a unique experience, blending farm-to-table dining with an eclectic collection of art, furniture and lighting throughout the establishment.
The Mardens’ collection of art pieces provides a vibrant atmosphere for guests, who can indulge in a delicious, locally sourced meal while immersing themselves in a one-of-a-kind cultural experience. Whether you’re drawn to the art, the food or the intimate setting, Hotel Tivoli offers a beautifully curated space where art and hospitality meet.
Just outside the town of Millbrook, Innisfree Garden is a masterpiece of landscape design, blending Chinese and Japanese aesthetics with the raw beauty of the Hudson Valley. Strolling through its sculpted terraces, waterfalls and hidden grottos feels like stepping into a living work of art.
For a cultural deep dive, the Dutchess Tourism Trail Finder’s Inspiration Finder curates a journey through the region’s most captivating galleries, performance spaces and creative hubs.
A History Lover’s Dream
Dutchess County’s rich history is woven into its grand estates, political landmarks and Revolutionary War sites, making it a must-visit destination for history enthusiasts. From the lavish lifestyles of The Gilded Age to the legacy of one of America’s most influential presidents, the past comes alive in this scenic corner of the Hudson Valley.
Step into the world of America’s wealthy elite at the Vanderbilt Mansion National Historic Site, a magnificent Beaux-Arts estate once home to railroad magnate Frederick Vanderbilt. Fans of The Gilded Age will feel as though they’ve walked straight onto a film set, with its opulent interiors and perfectly manicured gardens offering a glimpse into the extravagance of the era.
Meanwhile, the Staatsburgh State Historic Site stands in stark contrast — if the Vanderbilts were “new money,” Staatsburgh was its old-money counterpart. This 79-room mansion epitomised New York high society, with its grand ballrooms and European-inspired architecture reflecting the prestige of its time.
History takes a political turn at the Franklin D. Roosevelt Presidential Library and Museum, America’s first presidential library, where visitors can explore an immersive, state-of-the-art exhibition detailing FDR’s life and legacy. Just a short distance away, the Eleanor Roosevelt National Historic Site offers a rare look into the life of the only First Lady with a U.S. National Historic Site dedicated in her honour. Eleanor’s pioneering work in human rights even took her to Australia during WWII, a connection that makes this historic landmark especially meaningful for visitors.
For those who prefer to explore at their own pace, the Story Finder guides travellers to some of the region’s most fascinating historic sites, from the ruins of an island castle to the winding carriage trails that weave through Dutchess County’s grandest estates.
Small-Town Charm Meets Big-Time Experiences
Beyond its artistic and historic landmarks, Dutchess County is home to some of the most charming small towns in the U.S. These destinations offer an irresistible mix of world-class dining, boutique shopping and a relaxed, welcoming atmosphere that makes for a perfect getaway.
Beacon: Where History and Creativity Collide
Voted “America’s Coolest Small Town,” by Budget Travel, Beacon is a vibrant fusion of contemporary culture and rich history. Strolling along Main Street, visitors will find indie bookstores, eclectic boutiques, art galleries and craft breweries, all set against the stunning backdrop of the Hudson River.
For outdoor lovers, a hike up Mount Beacon rewards adventurers with panoramic views stretching across the valley. Those looking for a more leisurely experience can take a scenic boat ride to Bannerman Castle, a fairy-tale-like fortress perched on Pollepel Island.
Rhinebeck: A Picture-Perfect Hudson Valley Escape
With over 300 sites on the National Historic Register and just one traffic light, Rhinebeck is a picture-perfect village that blends small-town magic with big-city-quality experiences. This historic gem invites visitors to explore its tree-lined streets, where boutique shops, art galleries — and farm-to-table restaurants create a delightful atmosphere.
Art lovers will find inspiration at T’ Space, a unique cultural project set within a 30-acre woodland reserve, featuring permanent art installations that seamlessly merge with nature. For breathtaking views, a hike to the Ferncliff Fire Tower offers a spectacular vantage point over the Hudson Valley.
For those seeking a stay steeped in history, the Beekman Arms & Delamater Inn (America’s oldest continuously operating inn) delivers old-world charm and timeless hospitality. If luxury and relaxation are on the agenda, the Mirbeau Inn & Spa, a newly opened resort, provides a serene retreat with world-class spa treatments.
Rhinebeck is also home to the Dutchess County Fairgrounds, the setting for some of the region’s most anticipated annual events, including the Dutchess County Fair, Hudson Valley Wine & Food Festival and the New York State Sheep & Wool Festival.
An Unbeatable Culinary Experience
Dutchess County is quietly making a name for itself as one of the best food destinations in the U.S., thanks in part to the Culinary Institute of America (CIA). Many of the region’s top chefs have trained at this world-renowned institution, and the CIA Chef Finder helps visitors discover their culinary creations.
For an unforgettable meal, Terrapin in Rhinebeck is a must-visit, offering farm-to-table dining in a beautifully restored 100-year-old church. In Poughkeepsie, Essie’s delivers modern American cuisine infused with global influences, all crafted by a CIA-trained chef. Over in Beacon, Roundhouse serves up seasonal dishes alongside stunning views of a cascading waterfall.
Beyond its outstanding restaurants, Dutchess County also boasts a thriving craft beverage scene. The Taste Finder leads visitors to some of the best local wineries, cideries and distilleries, where world-class drinks are poured with a side of scenic beauty. And for those with a sweet tooth, the Confection Finder is the ultimate guide to artisanal bakeries, handcrafted chocolates and small-batch ice cream shops that make for the perfect indulgence.
For those who have already checked off Broadway, Times Square and Central Park, Dutchess County offers a fresh perspective on New York — one filled with creativity, history, and hidden gems.
So, whether you’re into sipping wine at a mountainside vineyard, wandering through a contemporary art museum, or stepping into the world of America’s Gilded Age elite, this region delivers a one-of-a-kind experience you should immediately add to your travel wish-list.