Rhinebeck Travel Guide

Tourist 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, theatre 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 colourful 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 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 £112 per night from 20 Sept to 21 Sept
£112
20 Sept - 21 Sept
includes taxes & fees
Stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
8.2/10 Very good! (1,002 reviews)
"Cozy, comfy. Relaxing. Roomy. Even had a bookshelf loaded with paperbacks! Hand hardcover too!"

Reviewed on 15 Sept 2026

Beekman Arms and Delamater Inn
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St Rhinebeck NY
The price is £341 per night from 21 Sept to 22 Sept
£341
21 Sept - 22 Sept
includes taxes & fees
Stay at this spa hotel in Rhinebeck. Enjoy free parking, a full-service spa and 2 restaurants. Our guests praise the helpful staff in their reviews. Popular ...
Mirbeau Inn & Spa
Rhinebeck Village Inn

Rhinebeck Village Inn

2 out of 5
6260 Rt. 9 Rhinebeck NY
The price is £99 per night from 11 Oct to 12 Oct
£99
11 Oct - 12 Oct
includes taxes & fees
Stay at this business-friendly motel in Rhinebeck. Enjoy free breakfast, free parking and daily housekeeping. Our guests praise the clean rooms in their reviews. ...
7.6/10 Good! (452 reviews)
"It was fine, thanks."

Reviewed on 15 Sept 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 holiday home in Rhinebeck. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Clinton Vineyards and Northern Dutchess Botanical ...
10/10 Exceptional! (1 review)
"The house is secluded in nature and very quiet. We were there to attend events at the Omega Institute, which is less than ten minutes away. We also visited friends nearby, so the location was excellent for our purposes. We would stay there again."

Reviewed on 30 Aug 2026

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 are ...
9.6/10 Exceptional! (297 reviews)
"Everything was so smooth, from the detailed map and heads up of possible cell service interruptions, to the check in and check out process, housekeeping request, and the ease of communication via text. It was a perfect getaway, minimal interruptions, yet easy to reach with quick responses. Although ..."

Reviewed on 16 Sept 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Stay at this cottage in Lakeville. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (91 reviews)
"We had such a great stay here for my 25th birthday weekend. The cabin was exactly what we were looking for and was a great place to spend the weekend with a group of friends. It was comfortable, clean, and had everything we needed for a relaxing getaway.The space was especially great for having a ..."

Reviewed on 14 Sept 2026

Summer Lake Cottage, private beach, Berkshire Hills, small village
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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