4/5 - Good
Verified traveler
The people in the town are very kind.
Canaan, CT
Travel Guide
Visit Canaan
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! (13 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
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Jan 20 to Jan 21
$204 total
Jan 20 - Jan 21
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. ...
8.6/10 Excellent! (1,005 reviews)
Absolutely fabulous!
Reviewed on Jan 5, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$130 nightly
The price is $145 total per night from Jan 13 to Jan 14
$145 total
Jan 13 - Jan 14
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! (816 reviews)
Very good
Reviewed on Jan 5, 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! (13 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! (39 reviews)
Everything was perfect. We hope it’s available next time we visit.
Reviewed on Nov 29, 2025
Peace and quiet on the lake
Becket MA
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.4/10 Exceptional! (230 reviews)
The veiws and how peacefull it was
Reviewed on Nov 16, 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
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?
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
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.
Connecticut Railroad Historical Museum
You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to North Canaan.
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
Reviews of Canaan
3.9
Guest rating
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- Ski Butternut
- National Shrine of the Divine Mercy
- Catamount Ski Area
- Mohawk Mountain Ski Area
- Lime Rock Park
- Warner Theater
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- Wing's Castle
- Lake Waramaug
- Taconic State Park
- Kent Falls State Park
- Ski Sundown
- Catamount Aerial Adventure Park
- Mohawk Mountain State Forest
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- Millbrook Vineyards and Winery
- Mahaiwe Performing Arts Center
- Naumkeag Museum
- Housatonic River Walk
- Hopkins Vineyard
- Infinity Music Hall and Bistro
