Rhinebeck, NY

Travel Guide

Rhinebeck showing a city
Rhinebeck featuring a city
Rhinebeck showing signage and a city
Rhinebeck featuring a city
Rhinebeck featuring 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.

Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
46 West Market St, Rhinebeck, NY
$503 nightly
The price is $568 total per night from Sep 1 to Sep 2
$568 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4-star spa hotel in Rhinebeck. Enjoy free parking, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (291 reviews)
"Everything was lovely. Within walking distance of restaurants and shops. Convenient to Hyde Park sites. Food was excellent in restaurant."

Reviewed on Aug 20, 2025

Mirbeau Inn & Spa
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
$189 nightly
The price is $214 total per night from Sep 7 to Sep 8
$214 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this 3.5-star business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (725 reviews)
"Historic hotel with great location and staff."

Reviewed on Aug 16, 2025

Beekman Arms Hotel
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St, Rhinebeck, NY
$230 nightly
The price is $260 total per night from Aug 27 to Aug 28
$260 total
Aug 27 - Aug 28
Total with taxes and fees
Stay at this 3-star guesthouse in Rhinebeck. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Starr Library and Dutchess County Fairgrounds ...
9.2/10 Wonderful! (107 reviews)
"Great location to explore downtown Rheinbeck"

Reviewed on Aug 5, 2025

The Gables of Rhinebeck 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

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 ...
9.4/10 Exceptional! (59 reviews)
"It was just really nice. Cute little (and I do mean little) modern trailer/cabins. Nicely appointed. Good lighting. . We’ll be back."

Reviewed on Aug 18, 2025

Postcard Cabins Eastern Catskills
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Saugerties
Stay at this cabin in Saugerties. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Vinnie's Farm Market and Kiwanis Ice Arena are ...
7.2/10 Good! (28 reviews)
"This was definitely a unique and special experience. I think because the hosts don’t come to clean between every stay you so have to be a bit flexible with your definition of cleanliness. I loved that it was out in nature but there were homes nearby. As a single woman it made me feel safer. The pond/lake ..."

Reviewed on Aug 5, 2025

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
Book a stay at this family-friendly vacation home in Glasco. Enjoy free WiFi, private pools, and a garden. Popular attractions Falling Waters Preserve and West ...
9.8/10 Exceptional! (26 reviews)
"I had my 3 sons stay over n my 4 th day tripped from nearby. The pool was a big hit especially with 5 grandkids 8 n under. Went to the town park n went fishing with my grandson. Visited BigPink n the lighthouse. Great time. Sami was very responsive to any questions I had."

Reviewed on Jul 31, 2025

Hamptons on the Hudson in South Saugerties
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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