Canaan
Travel Guide
Visit Canaan
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $205 per night from Jun 16 to Jun 17
CA $205
CA $291 total
Jun 16 - Jun 17
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,002 reviews)
"Very Charming hotel. Good size rooms, has many interesting features due to the age of the hotel. Takes you back to another era."
Reviewed on Jun 2, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $130 per night from Jun 7 to Jun 8
CA $130
CA $145 total
Jun 7 - Jun 8
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 ...
8.6/10 Excellent! (1,000 reviews)
"Hotel was fine with the exception of nearby train coming through in the middle of the night."
Reviewed on Jun 2, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
The price is CA $161 per night from Jun 15 to Jun 16
CA $161
CA $207 total
Jun 15 - Jun 16
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 ...
9.2/10 Wonderful! (904 reviews)
"Spacious well-equipped units. Staff was friendly and helpful. Activity center was very nice. Would definitely stay again"
Reviewed on May 28, 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 ...
10/10 Exceptional! (15 reviews)
"The house was warm, clean, and perfect for our needs. Owner was very kind and hospitable. Definitely recommend this for a trip to the Berkshires"
Reviewed on Feb 18, 2026
Cozy Riverside Berkshires Retreat
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Monument Mountain Reservation and Art ...
9.2/10 Wonderful! (14 reviews)
"Awesome location. Host was very informative and responsive."
Reviewed on Apr 15, 2026
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Becket MA
Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (245 reviews)
"Had a great stay. I’d highly recommend!"
Reviewed on May 30, 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
Edith Scoville Memorial Sanctuary
Explore the great outdoors at Edith Scoville Memorial Sanctuary, a lovely green space in North Canaan.
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?
Connecticut Railroad Historical Museum
You can spend time browsing the exhibits at Connecticut Railroad Historical Museum during your trip to North Canaan.
