Book Hotels in North Canaan, CT
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Top North Canaan hotels

Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
$159 nightly
The price is $183 total per night from Feb 11 to Feb 12
$183 total
Feb 11 - Feb 12
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like cooked-to-order ...
Lovely room, comfortable bed, delicious breakfast and nice staff.
Reviewed on Feb 1, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $169 total per night from Feb 22 to Feb 23
$169 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Clean room, kind and attentive staff
Reviewed on Jan 25, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Feb 22 to Feb 23
$145 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
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

The Litchfield Inn
432 Bantam Road Litchfield CT
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $277 total per night from Feb 18 to Feb 19
$277 total
Feb 18 - Feb 19
Total with taxes and fees
A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Great, warm, elegant Inn. Feels special. Will be back.
Reviewed on Jan 22, 2026

Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $121 total per night from Feb 10 to Feb 11
$121 total
Feb 10 - Feb 11
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
Clean, good breakfast, friendly staff
Reviewed on Jan 19, 2026

The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $207 total per night from Mar 10 to Mar 11
$207 total
Mar 10 - Mar 11
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Fully refundable
$107 nightly
The price is $120 total per night from Feb 22 to Feb 23
$120 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
The staff was very nice. The breakfast very good. Comfortable bed. Adjustable temperature.
Reviewed on Feb 2, 2026

Quality Inn
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
$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
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
Staff was very friendly, daily housekeeping, and very centrally located!
Reviewed on Feb 4, 2026

Americas Best Value Inn Torrington CT
395 Winsted Rd Torrington CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Mar 1 to Mar 2
$127 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
It was a good we spent time together so go ahead- keep-up Thanks
Reviewed on Nov 15, 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.
Frequently asked questions
Recent North Canaan hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Great Barrington by IHG
5 out of 5
Posted 7 days ago
Travelocity Verified Review
"The staff was very nice. The breakfast very good. Comfortable bed. Adjustable temperature."
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
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