Rhinebeck, NY

Travel Guide

A busy street with parked cars, pedestrians, and outdoor seating at a restaurant.
A colorful storefront with a sign for 'EB's Hudson Valley Finds Gallery' and 'Bread Alone'.
A theater sign for Upstate Films.
A brick building with a 'Cigi' sign and a white awning.
A vintage storefront with a red and white sign for Village Pizza & Restaurant, a checkered sidewalk, and pedestrians walking by.

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.

Where to stay in Rhinebeck

Find the best Rhinebeck areas and neighborhoods for the activities you enjoy most. Learn more about Rhinebeck
Learn more about Rhinebeck

Rhinebeck Village

If you're spending some time in Rhinebeck Village, Dutchess County Fairgrounds and Starr Library are top sights worth seeing.

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
The price is ¥24,065 per night from Sep 6 to Sep 7
¥24,065
¥27,223 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Beekman Arms and Delamater Inn
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St Rhinebeck NY
The price is ¥77,907 per night from Sep 1 to Sep 2
¥77,907
¥93,989 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this spa hotel in Rhinebeck. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Mirbeau Inn & Spa
Rhinebeck Village Inn

Rhinebeck Village Inn

2 out of 5
6260 Rt. 9 Rhinebeck NY
The price is ¥18,919 per night from Sep 6 to Sep 7
¥18,919
¥21,402 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly motel in Rhinebeck. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the clean rooms in our ...
7.6/10 Good! (435 reviews)
"The room was exactly as pictured. The staff was helpful with both checking in and out."

Reviewed on Aug 14, 2026

Rhinebeck Village Inn
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.
Rhinebeck Chalet: Modern Stylish Retreat

Rhinebeck Chalet: Modern Stylish Retreat

Rhinebeck NY
Stay at this vacation home in Rhinebeck. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Clinton Vineyards and Northern Dutchess Botanical ...
Rhinebeck Chalet: Modern Stylish Retreat
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (274 reviews)
"This is a great getaway trip. It was relaxing and very enjoyable. The place was beautiful and everything was perfectly set up. From easy check in to easy check out. I would recommend and definitely come back!"

Reviewed on Aug 16, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...
10/10 Exceptional! (294 reviews)
"perfect for a quiet getaway for 2."

Reviewed on Aug 11, 2026

Streamside Cottage Half Mile to Town of Woodstock
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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