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.

Our guide on 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 NZ$306 per night from 9 Nov to 10 Nov
NZ$306
9 Nov - 10 Nov
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! (1,014 reviews)
"The room itself was like a strip motel, but clean, fairly quiet, even though next to the road and not worth the money. The grounds were terrible. White fences were in desperate need of a paint job, leaves and debris everywhere and the breakfast was a walk to get to and basic continental. And they ..."

Reviewed on 12 Oct 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 NZ$985 per night from 9 Nov to 10 Nov
NZ$985
9 Nov - 10 Nov
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 ...
9.6/10 Exceptional! (370 reviews)
"We had an exceptional stay here! The room was huge, clean, and the amenities top notch! Staff were friendly, engaging, and they could not have been more welcoming! Our spa experiences were more than wonderful, and the spa itself is one to experience for sure! An evening at the bar for dinner was ..."

Reviewed on 9 Oct 2026

Mirbeau Inn & Spa
Rhinebeck Village Inn

Rhinebeck Village Inn

2 out of 5
6260 Rt. 9 Rhinebeck NY
The price is NZ$213 per night from 8 Nov to 9 Nov
NZ$213
8 Nov - 9 Nov
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! (464 reviews)
"We loved talking with Joy"

Reviewed on 11 Oct 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.
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 ...
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Houseboat Sweet Pea A Romantic Fall Houseboat Escape

Houseboat Sweet Pea A Romantic Fall Houseboat Escape

Connelly NY
Stay at this houseboat in Connelly. Enjoy air conditioning. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located ...
10/10 Exceptional! (3 reviews)
"A magical experience. Very peaceful and relaxing. The amenities were good, and even though we stayed during a storm we felt very safe."

Reviewed on 26 Sept 2026

Houseboat Sweet Pea A Romantic Fall Houseboat Escape
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston NY
Stay at this holiday home in Kingston. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Thorn Preserve - Catskill Center and Ashokan ...
9.6/10 Exceptional! (105 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"

Reviewed on 5 Oct 2026

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
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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