Travel to the scenic Hudson Valley region in New York which is home to some outstanding historic hotels. Before you settle in one of them, first explore the area replete with orchards and farms where travelers can go fruit picking. Foodie tourists will surely enjoy visiting the vineyards and relishing farm-fresh food. Art enthusiasts will enjoy a visit to Dia Beacon, which is a museum housed inside an aged building. It houses artworks ranging from the 1960s to the present time. As for a more interactive art experience, you can enjoy a day outside at Storm King Art Center, an open-air museum. Finally, at the end of the day, get acquainted with the best historic hotels in Hudson Valley, New York, listed below.
We handpicked these listings carefully, considering (wherever possible) properties with historic significance, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 25, 2025.
1. The Thayer Hotel
This historic property in West Point opened its doors in 1926 and lodged staff of U.S. Military Academy and their guests. Illustrious guests such as President John F. Kennedy, opera singer Luciano Pavarotti, and actor Gregory Peck have stayed here.
Today, this 151-room property sits atop a hill and features several suites, such as executive, presidential, and bridal. As part of its history, the hotel’s lobby showcases a menu signed by former Iran hostages who briefly stayed here when they returned to the U.S. A brass plaque was also given as a thank you gesture to the hotel, likewise sitting proudly in the hotel’s lobby.
The Thayer Hotel at West Point
Address: 674 Thayer Road, West Point, West Point (NY), United States, 10996
62.24 km (38.7 mi) from Catskill Mountain Railroad
2. The Abbey Inn & Spa (from USD 359)
The Abbey Inn & Spa was a convent of Episcopal Sisters of Saint Mary’s in 1902. The Gothic Revival-style building was restored to make it the current-day hotel it is. Now, it is a 42-room luxury boutique hotel with modern facilities. The property has a spa and a farm-to-table restaurant. It also features a fitness center and seasonal pool.
However, it still retains some of its historic charms. The grey-brick facade looks right out of a fairytale with its turrets and vast landscape. The belfry further adds to the property’s character.
The Abbey Inn & Spa
Address: 900 Fort Hill Road
71.81 km (44.7 mi) from Catskill Mountain Railroad
3. Tarrytown House Estate on the Hudson (from USD 219)
The perfect blend of modern amenities and historical charm, Tarrytown House Estate reflects America’s Gilded Age and was built around the 1840s by J.S. Cronise. The Georgian-style mansion was initially named Uplands before being rechristened to King Mansion. It changed hands a few times before being bought by Robert Schwartz in 1964, who named it Tarrytown House.
As a renowned estate, it has hosted personalities such as artist Andy Warhol. It is also believed that the second-floor halls of the erstwhile King Mansion are haunted and some apparitions have allegedly been spotted.
Tarrytown House Estate
Address: 49 East Sunnyside Lane
99.22 km (61.7 mi) from Catskill Mountain Railroad
4. Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant was established in 1982, but prior to that, it was The Osborn House in the 1800s. Its name translates to “Inn of Happiness”, aimed to offer guests prime accommodation.
Though the 21-room hotel retains many of its decorative and architectural features, it is an amalgamation of vintage and modern. It has stained glass windows, bohemian accents, and antique whirlpool tubs, lending it an old-world vibe. Meanwhile, the rooms come with mod cons and are styled thematically, with interesting names such as the twelve months of the year, the four seasons, and plants such as chamomile and sage. There is also a creek running through the hotel grounds, adding a touch of nature.
Albergo Allegria Hotel & Breakfast Restaurant
Address: 43 State Route 296, Windham, Windham (NY), United States, NY 12496
44.85 km (27.9 mi) from Catskill Mountain Railroad
5. Crabtree's Kittle House Restaurant & Inn
This quaint inn started out as a farm in 1790. Built by John Kittle, the over 200-year-old was revamped to a grand manor house, the main building today. The property has a colorful history and has gone from being a roadhouse in the 1920s to a private school for girls in the 1930s. Today, it is a beloved inn with 14 rooms.
To add to the history of the place, the on-site Tap Room Bar was originally a pub in England, gifted to the inn by a patron who was also a famed actress. For more, celebrities such as Henry Fonda have stayed here.
The Kittle House Inn
Address: 11 Kittle Road
86.9 km (54.0 mi) from Catskill Mountain Railroad
6. Morgan State House (from USD 209)
This historic hotel was home to sculptor and artist Alice Morgan Wright who lived here till she died in 1975. The brownstone home was designed by R.W. Gibson for Alice’s father, featuring peaked gables and Japanese influences reflective of Gibson’s work
Located in a tree-lined neighborhood, Morgan State House overlooks Washington Park. The property itself has European touches and reflects 19th-century splendor. Its bedrooms contain comfortable down comforters and feather mattresses, ensuring a great night’s rest. It also offers guests a delicious complimentary continental breakfast.
Morgan State House
Address: 393 State Street, Central Avenue, Albany (NY), United States, 12210
82.81 km (51.5 mi) from Catskill Mountain Railroad
7. Beekman Arms Hotel (from USD 213)
Established in 1766, this hotel holds the distinction of being America’s oldest inn. President Roosevelt was among Beekman Arms’ eminent guests. George Washington, Neil Armstrong, Frank Sinatra, and Bill Clinton are other illustrious figures who have stayed here.
The historic property is named after the Beekman family, and it drips with colonial charm. Still, the rooms feature modern elements such as contemporary decor and air conditioning. Undergoing constant renovation for improvement, a ballroom was built in 1918, adding to its elegance. It also has a library and its own bar and restaurant where guests can dine.
Beekman Arms Hotel
Address: 6387 MILL ST
8.48 km (5.3 mi) from Catskill Mountain Railroad
Enjoy a break in Hudson Valley
Relax in the countryside as you soak up Hudson Valley’s charm. For added charm, stay in a historic hotel filled with charm and character and walk the footsteps of illustrious figures and eminent personalities.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data