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
The price is AED 530 per night from Dec 21 to Dec 22
AED 530
AED 756 total
21 Dec - 22 Dec
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! (1,002 reviews)
Quaint Inn located in the Berkshire. Dinner in the tavern was delish. The main inn lobby has plenty of seating to lounge around and people watch. We enjoyed our stay.
Reviewed on 20 November 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
The price is AED 391 per night from Nov 30 to Dec 1
AED 391
AED 488 total
30 Nov - 1 Dec
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! (789 reviews)
We loved the room!! Very comfy bed !
Reviewed on 22 November 2025
Quality Inn
372 Main Street Great Barrington MA
The price is AED 309 per night from Dec 11 to Dec 12
AED 309
AED 345 total
11 Dec - 12 Dec
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! (1,003 reviews)
Room was extremely clean, beds very comfortable, staff friendly. The only problem was the noisy heating system which loudly switched on and off at night preventing us from getting a good nights sleep. I would also suggest getting a room in the front of the hotel, rather than the back, since a train ...
Reviewed on 22 November 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 19 October 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! (5 reviews)
Amazing cosy property. The berkshires are beautiful and Marisa was a great host. Thank you for having us!
Reviewed on 9 November 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 ...
9.6/10 Exceptional! (228 reviews)
Amazing house . Only stayed for a weekend but was very impressed how clean comfortable this place was. Beautiful yard with great fire pit . Nice doc to sit on. We actually went out on the kayak which was amazing. Did a lot of walking as well. Will definitely be back thank you Justin.
Reviewed on 10 November 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?
C H Pease Museum
You can spend time browsing the exhibits at C H Pease Museum during your travels in Canann Village Historic District.
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?
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
- Ski Butternut
- Catamount Ski Area
- Mohawk Mountain Ski Area
- National Shrine of the Divine Mercy
- Lime Rock Park
- Lee Premium Outlets
- Norman Rockwell Museum
- Warner Theater
- Lake Waramaug
- Jacob's Pillow
- Ski Sundown
- Kent Falls State Park
- Mahaiwe Performing Arts Center
- Taconic State Park
- Millbrook Vineyards and Winery
- Lake Waramaug State Park
- Wing's Castle
- Catamount Aerial Adventure Park
- Naumkeag Museum
- Bantam Lake
- Mohawk Mountain State Forest
- Goose Pond Reservation
- Berkshire Botanical Garden
- Housatonic River Walk
- Highland Lake
