North Canaan
Travel Guide
Visit North Canaan
Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
The price is CA $238 per night from Nov 2 to Nov 3
CA $238
CA $273 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack ...
9.4/10 Exceptional! (242 reviews)
"Beautiful place! Comfortable atmosphere and relaxing quiet time."
Reviewed on Oct 22, 2026
Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
The price is CA $148 per night from Oct 25 to Oct 26
CA $148
CA $170 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
The price is CA $106 per night from Nov 15 to Nov 16
CA $106
CA $118 total
Nov 15 - Nov 16
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)
"Updated review- this motel has freight train tracks right behind the building. If you want to be woken up at ~ 2 AM to the sound of a train stay here…"
Reviewed on Oct 19, 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.
Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mahaiwe Performing Arts Center and Housatonic ...
9/10 Wonderful! (9 reviews)
"Location was perfect for exploring Great Barrington as well as it’s proximity to Stockbridge. Although the room was compact, it was more than adequate for my needs. The room itself is extremely clean and the laying out of towels with small soaps and chocolates and it seemed like a five star hotel ..."
Reviewed on Oct 12, 2026
Riverside Retreat in the Berkshires
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Monument Mountain Reservation ...
9.6/10 Exceptional! (29 reviews)
"Had a wonderful stay! Excellent communication from the host and Studley was the purfect co-host. If you love cuddly cats and nature, book here!"
Reviewed on Oct 12, 2026
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! (93 reviews)
"Classic rustic lakeside cottage. We were there in the Fall, and glad to have the fireplace, but with direct access to the lake it would also be great for a summer getaway."
Reviewed on Sep 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.
