4/5 - Good
Verified traveler
The people in the town are very kind.
Canaan, CT
Travel Guide
Visit Canaan
The Red Lion Inn
30 Main Street Stockbridge MA
$177 nightly
The price is $198 total per night from Jan 14 to Jan 15
$198 total
Jan 14 - Jan 15, 2026
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! (1,000 reviews)
Old time charm and hot tub under the stars
Reviewed on Dec 15, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$145 nightly
The price is $162 total per night from Jan 4 to Jan 5
$162 total
Jan 4 - Jan 5, 2026
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! (804 reviews)
Very clean. Nice amenities. Had everything you needed.
Reviewed on Dec 13, 2025
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
$107 nightly
The price is $120 total per night from Jan 4 to Jan 5
$120 total
Jan 4 - Jan 5, 2026
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 helpful staff and the ...
8.8/10 Excellent! (708 reviews)
Clean room
Reviewed on Dec 19, 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.
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)
The house and property are beautiful. And the location is great for teams/drivers racing at Line Rock Park. 2 minute drive to grocery store. 5 minute drive into town for dinner. Highly recommend
Reviewed on Oct 19, 2025
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.
Connecticut Railroad Historical Museum
You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to 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.
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
- Mohawk Mountain Ski Area
- Catamount Ski Area
- National Shrine of the Divine Mercy
- Lime Rock Park
- Warner Theater
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- Lake Waramaug
- Taconic State Park
- Kent Falls State Park
- Ski Sundown
- Catamount Aerial Adventure Park
- Mohawk Mountain State Forest
- Naumkeag Museum
- Lake Waramaug State Park
- Wing's Castle
- Mahaiwe Performing Arts Center
- Millbrook Vineyards and Winery
- Infinity Music Hall and Bistro
- Hopkins Vineyard
- Berkshire Botanical Garden
