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Hotels in East Canaan

Choose from 945 East Canaan Hotel Deals

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
  • 10 min walk from Land of Nod Vineyard and Winery
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (417 reviews)
"The entry to the bed and breakfast was through the owner's residence. The state of the entry probably should have given a clue about the cleanliness of the rooms. The floors in the hallway looked as though they hadn't seen a vacuum in a year. Layers of dust on the furniture in the room, and floors ..."

Reviewed on Apr 25, 2026

Locust Tree Bed and Breakfast LLC
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 45 min drive from Land of Nod Vineyard and Winery
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"The staff is wonderful!"

Reviewed on May 17, 2026

The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
  • 44 min drive from Land of Nod Vineyard and Winery
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9.2/10 Wonderful! (898 reviews)
"Beautiful resort, excellent amenities. Wished checkout was a little bit later but overall a great stay and looking forward to returning. Had a fun time in the game room and the pools were lovely!"

Reviewed on May 20, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
  • 31 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
"The staff was especially nice and helpful. The breakfast was one of the best. The music played in the breakfast room was fantastic. The location was great and very close to everything in Great Barrington. Will definitely stay there again."

Reviewed on May 20, 2026

Quality Inn Great Barrington
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
  • 37 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,000 reviews)
"The door didnt lock and the key didnt work and had issues with the wifi and the tv"

Reviewed on May 19, 2026

Days Inn by Wyndham Torrington
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
  • 34 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
5.6/10 (790 reviews)
"The staff was excellent and very friendly!"

Reviewed on May 3, 2026

Americas Best Value Inn Torrington CT
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
  • 38 min drive from Land of Nod Vineyard and Winery
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (561 reviews)
"Avoid this place."

Reviewed on May 17, 2026

The Little Lion
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
  • 33 min drive from Land of Nod Vineyard and Winery
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (856 reviews)
"its dated old and it was sitll very clean every thing worked Room care was good. The microwave and the frig were nice. but got to give a thumbs down to no coffee in the rooom"

Reviewed on May 17, 2026

Monument Mountain Motel
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
  • 34 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (765 reviews)
"Great staff!"

Reviewed on May 17, 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
  • 46 min drive from Land of Nod Vineyard and Winery
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
The Litchfield Inn
the Alander

the Alander

2.5 out of 5
7519 NY-22 Copake NY
  • 19 min drive from Land of Nod Vineyard and Winery
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (221 reviews)
"Alander was a nice stay with a very comfortable clean room. The simple accents and renovations to this property give it the tasteful environment I prefer over most large commercial properties."

Reviewed on May 18, 2026

the Alander
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
  • 48 min drive from Land of Nod Vineyard and Winery
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Pls provide free cold water in addition to the hot water for tea"

Reviewed on May 17, 2026

Quality Inn Lee - Lenox South
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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