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
$130 nightly
The price is $145 total per night from Jan 25 to Jan 26
$145 total
Jan 25 - Jan 26
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! (824 reviews)
Staff was wonderful. Rooms were very well stocked The kids loved the game room and dvd borrowing
Reviewed on Jan 19, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
$186 nightly
The price is $208 total per night from Jan 26 to Jan 27
$208 total
Jan 26 - Jan 27
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! (1,001 reviews)
The staff and ambiance is amazing. The room is very clean and cozy although the electric fireplace does not work. Which was disappointing. Very cool , historical Inn which should not be missed
Reviewed on Jan 18, 2026
The Litchfield Inn
432 Bantam Road Litchfield CT
$234 nightly
The price is $269 total per night from Jan 25 to Jan 26
$269 total
Jan 25 - Jan 26
Total with taxes and fees
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 ...
9/10 Wonderful! (968 reviews)
Very good. Nice selection
Reviewed on Jan 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 ...
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! (41 reviews)
Very nice and clean house with all amenities. Main Street is just around the corner, with all the shops and restaurants a 5-minute walk. Ski Butternut is a 7-minute drive. The host responds very quickly to all questions. I highly recommend stay at this house.
Reviewed on Dec 27, 2025
Pet Friendly Riverfront Home in Great Barrington
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Monument Mountain Reservation and Art et ...
9.2/10 Wonderful! (7 reviews)
Marisa's place was cozy and well-decorated. We enjoyed staying there for New Years and it was a good distance to the local downtowns while being quietly tucked away by the river.It was unclear to our party that the outdoor cats on the property lived within the rental unit until we received our check-in ...
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.
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?
Eddy Field
Explore the great outdoors at Eddy Field, a lovely green space in North Canaan.
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, 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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- National Shrine of the Divine Mercy
- Ski Butternut
- Catamount Ski Area
- Mohawk Mountain Ski Area
- Lime Rock Park
- Warner Theater
- Norman Rockwell Museum
- Wing's Castle
- Jacob's Pillow
- Lee Premium Outlets
- Ski Sundown
- Mohawk Mountain State Forest
- Catamount Aerial Adventure Park
- Berkshire Botanical Garden
- Lake Waramaug
- Mahaiwe Performing Arts Center
- Naumkeag Museum
- Kent Falls State Park
- Millbrook Vineyards and Winery
- Taconic State Park
- Housatonic River Walk
