Canaan
Travel Guide
Visit Canaan
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $144 per night from Sep 16 to Sep 17
CA $144
CA $160 total
Sep 16 - Sep 17
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! (1,009 reviews)
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
Reviewed on Sep 13, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
The price is CA $213 per night from Sep 28 to Sep 29
CA $213
CA $307 total
Sep 28 - Sep 29
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 ...
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
The price is CA $162 per night from Sep 16 to Sep 17
CA $162
CA $208 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (985 reviews)
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
Reviewed on Sep 9, 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.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Lakeville CT
Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (90 reviews)
"Had a great stay on the lake. We enjoyed the “camp like” feel along with being on the water."
Reviewed on Sep 6, 2026
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ...
9.8/10 Exceptional! (36 reviews)
"We like the large kitchen setting particularly. Since we have a large group, a kitchen with a huge space and a lot of plates and pots that is suitable with us. At one point, all 12 of us were working together in the kitchen, that was so fun!"
Reviewed on Jul 27, 2026
stylish Berkshires Retreat
Lee MA
Stay at this vacation home in Lee. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...
9.6/10 Exceptional! (7 reviews)
"Great house, clean, comfortable and well stocked"
Reviewed on Aug 31, 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.
