Rhinebeck Travel Guide

Tourist Guide

Rhinebeck showing a city
Rhinebeck showing a city
Rhinebeck showing signage and a city
Rhinebeck
Rhinebeck which includes a city

With a vintage aerodrome, a picturesque setting and historic homes, this Hudson Valley town makes for a delightful weekend break or longer getaway.

For a big cultural experience in a small town setting, visit Rhinebeck. This New York town offers great dining, shopping, theater and a riveting history. The surrounding countryside, intersected by the Hudson River is as beautiful as the town is charming.

One of the best things to do in Rhinebeck is simply wander around downtown to get a feel for the place. E Market Street and Montgomery Street have the largest concentration of shops and restaurants. Watch life go by from your table in a little café. Peruse the quaint boutiques, where you can purchase unique locally made handicrafts.

Extend your wanderings to Wilderstein Historic Site, a fine example of the spectacular mansions that the Hudson Valley is famous for. This colorful 19th-century Queen Anne-style manor was owned by a prominent local family for several generations. Margaret Suckley, a close friend and distant cousin of President Franklin D. Roosevelt, was the last family member to live here. Take a guided tour of the opulent mansion and explore its expansive grounds and trails.

See Rhinebeck from the air at the Old Rhinebeck Aerodrome. During the airshow season, between June and October, don goggles and take a ride on a World War I-era biplane. When you are back on the ground, watch an airshow, where vintage aircraft engage in dogfights and dives. Learn more about the aerodrome’s planes at the museum.

A great time to be in Rhinebeck is in late August for the Dutchess County Fair at the Dutchess County Fairgrounds. Enjoy six days of fun in one of the largest county fairs in New York State. At other times, the fairgrounds hosts such events as antique shows, classic car shows and the Wine and Food Festival.

Rhinebeck is around 2 hours away from New York City by train or car. The town’s riverside setting and historical attractions make it a popular weekend getaway for visitors to the Big Apple. Stay overnight in a variety of accommodation choices, which includes the Beekman Arms. This is the oldest continuously operated hotel in America, having first opened in 1766.

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
Stay at this cabin in Catskill. Enjoy free parking, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Mahayana Temple are ...
9.2/10 Wonderful! (36 reviews)
"Excelente experiencia, consejo importante descargar el mapa para que sea mas facil encontrar la cabaña asignada."

Reviewed on 21 Jul. 2025

Postcard Cabins Eastern Catskills
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
Stay at this vacation home in Staatsburg. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (73 reviews)
Wonderful!
"Great place and very attentive host. Glen created a walking path for my pup. Good cause he's reactive and he did not have to walk the neighborhood. Immediately addressed any issues. Wonderful house. Will stay again."

Reviewed on 19 Jul. 2025

The Farm at Hyde Park
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
Stay at this vacation home in Kingston. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Thorn Preserve - Catskill Center and ...
9.6/10 Exceptional! (43 reviews)
Perfect for our needs!
"Nicely done tiny home. Owners are very timely in their communication. Clean. Recommend going downtown Kingston for a walk on Rail trail, seeing the lighthouse, and eating outside at one of the many restaurants. We ate at Savona Trattoria, which was delicious. Boat tour of Hudson River looked wonderful ..."

Reviewed on 23 Jul. 2025

Esopus Creek modern Tiny house Retreat!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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