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
$123 nightly
The price is $137 total per night from Mar 1 to Mar 2
$137 total
Mar 1 - Mar 2
Total with taxes and 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! (832 reviews)
The room was nice and clean. When we went to the activity center to use the pool and hot tub there was an odd smell. Other than that we enjoyed our stay.
Reviewed on Feb 2, 2026
Quality Inn
372 Main Street Great Barrington MA
$76 nightly
The price is $85 total per night from Feb 22 to Feb 23
$85 total
Feb 22 - Feb 23
Total with taxes and 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! (1,001 reviews)
Staff was very friendly, daily housekeeping, and very centrally located!
Reviewed on Feb 4, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
$190 nightly
The price is $213 total per night from Mar 9 to Mar 10
$213 total
Mar 9 - Mar 10
Total with taxes and 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! (1,001 reviews)
Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future.
Reviewed on Jan 29, 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 ...
9.8/10 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 ...
9.4/10 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
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?
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?
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
Connecticut Railroad Historical Museum
You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to North Canaan.
Reviews of Canaan
3.9
Guest rating
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- Ski Butternut
- National Shrine of the Divine Mercy
- Mohawk Mountain Ski Area
- Catamount Ski Area
- Lime Rock Park
- Norman Rockwell Museum
- Lee Premium Outlets
- Wing's Castle
- Jacob's Pillow
- Catamount Aerial Adventure Park
- Ski Sundown
- Warner Theater
- Mohawk Mountain State Forest
- Lake Waramaug
- Berkshire Botanical Garden
- Millbrook Vineyards and Winery
- Kent Falls State Park
- Naumkeag Museum
- Mahaiwe Performing Arts Center
- Taconic State Park
- Housatonic River Walk
- Lake Waramaug State Park
- Hopkins Vineyard
- Lake Taghkanic State Park
