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.

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 AU$245 per night from 9 Nov to 10 Nov
AU$245
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 ...
Beekman Arms and Delamater Inn
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St Rhinebeck NY
The price is AU$786 per night from 9 Nov to 10 Nov
AU$786
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! (374 reviews)
"This was our second stay here. As soon as I drove up the drive and walked through the door I was reminded of the zen atmosphere. Looks beautiful, smells divine. This is not an over-the-top, ornate type of property. Rather it is elegant and “modern traditional”. Same with the rooms. Well designed ..."

Reviewed on 26 Oct 2026

Mirbeau Inn & Spa
Rhinebeck Village Inn

Rhinebeck Village Inn

2 out of 5
6260 Rt. 9 Rhinebeck NY
The price is AU$173 per night from 1 Nov to 2 Nov
AU$173
1 Nov - 2 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! (473 reviews)
"Breakfast, though a few blocks offsite, was amazing, and everyone working there was lovely. Made the stay feel special. Thank you!"

Reviewed on 26 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
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! (109 reviews)
"Had a lovely time at the tiny home. It was just right for my wife and I and a friend traveling to town for a wedding."

Reviewed on 25 Oct 2026

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Cozy Mountain Cabin near Ski Resorts, Hunter & Belleayre Mountains

Cozy Mountain Cabin near Ski Resorts, Hunter & Belleayre Mountains

Lanesville NY
Stay at this cabin in Lanesville. Enjoy free Wi-Fi, a garden and patios. Popular attractions Hunter Mountain and James Cox Gallery are located nearby.
9.4/10 Exceptional! (13 reviews)
"Amazing stay! It’s a very cozy and beautiful property and my family enjoyed a wonderful autumn weekend next to the creek. Communication and assistance was very quick! Thank you for letting us stay!"

Reviewed on 23 Oct 2026

Cozy Mountain Cabin near Ski Resorts, Hunter & Belleayre Mountains
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.

Stay near popular Rhinebeck attractions

Cities near Rhinebeck