4/5 - Good
Verified traveler
The people in the town are very kind.
Canaan, CT
Travel Guide
Visit Canaan
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
The price is ￥17,239 per night from Mar 1 to Mar 2
￥17,239
￥22,251 total
Mar 1 - Mar 2
includes taxes & fees
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 ...
9/10 Wonderful! (834 reviews)
The room was beautiful - great for our family. Plenty of room and we enjoyed the gurgling brook out back! The pool was great along with the hot tub. Although the hot tub was supposed to be adult only, it was not enforced unless we left to request someone to do it. The bar near the pool area was fun ...
Reviewed on Feb 8, 2026
Quality Inn
372 Main Street Great Barrington MA
The price is ￥11,593 per night from Feb 25 to Feb 26
￥11,593
￥12,949 total
Feb 25 - Feb 26
includes taxes & fees
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 ...
8.4/10 Very Good! (1,002 reviews)
Staff was helpful and friendly. Room was clean and comfortable.
Reviewed on Feb 12, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
The price is ￥22,377 per night from Mar 4 to Mar 5
￥22,377
￥31,841 total
Mar 4 - Mar 5
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.
Reviewed on Feb 8, 2026
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.
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Canaan CT
Book a stay at this family-friendly vacation home in Canaan. Enjoy free WiFi, private pools, and a garden. Popular attractions Edith Scoville Memorial Sanctuary ...
10/10 Exceptional! (14 reviews)
Host was very attentive and gracious. They left plenty of amenities for us and made the house feel very warm and inviting. Our family had a great time! We had plenty of space to play board games, watch tv, play foosball, or just lounge around. Everything was very clean, which was important for our ...
Reviewed on Jan 8, 2026
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.6/10 Exceptional! (42 reviews)
Great location! Walking distance to downtown attractions and the river walk. Nice sunny apartment with eclectic personally. Modern furnishings in an older building but it works! We had a great time exploring Great Barrington. Host answered questions quickly. We hope to go back this summer when things ...
Reviewed on Jan 19, 2026
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington MA
Stay at this cabin in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ...
9.8/10 Exceptional! (14 reviews)
Great home in a nice location. Caretakers were very attentive to our needs. Very clean and well stocked with the important things. Thank you !!
Reviewed on Oct 18, 2025
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.
Popular places to visit
C H Pease Museum
You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.
North Canaan Town Hall
North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
Douglas Library
Douglas Library is just one of the places to see in Canann Village Historic District, so why not enjoy the other things to explore during your travels?
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
Lawrence Field
Explore the great outdoors at Lawrence Field, a lovely green space in North Canaan.
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
Reviews of Canaan
3.9
Guest rating
