East Canaan, CT
Travel Guide
Visit East Canaan
Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
$105 nightly
The price is $121 total per night from Aug 16 to Aug 17
$121 total
Aug 16 - Aug 17
Total with taxes and 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 ...
8.8/10 Excellent! (438 reviews)
"Nice location, but the bed was uncomfortable and the "breakfast" only included coffee, toast, & eggs (from their own chickens). Very much underachieved my expectations."
Reviewed on Aug 9, 2026
The Red Lion Inn
30 Main Street Stockbridge MA
$215 nightly
The price is $240 total per night from Sep 9 to Sep 10
$240 total
Sep 9 - Sep 10
Total with taxes and 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! (1,019 reviews)
"This is a historic and very dated hotel. Be aware there are numerous buildings and you may not be in a room in the main building. Although the setting of our room was quiet and pleasant, the condition of the building is in need of updating, and frequent outdoor cleaning and sweeping for spider webs. ..."
Reviewed on Aug 12, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$93 nightly
The price is $103 total per night from Sep 2 to Sep 3
$103 total
Sep 2 - Sep 3
Total with taxes and 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! (1,002 reviews)
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Reviewed on Aug 12, 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 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 ...
9.6/10 Exceptional! (23 reviews)
"Very pleasant stay. We would love to come back."
Reviewed on Aug 7, 2026
Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon CT
Stay at this vacation home in Sharon. Enjoy free WiFi, a garden, and patios. Popular attractions Indian Lake and Veterans Field are located nearby.
10/10 Exceptional! (96 reviews)
"This was our second consecutive year staying here for a week in July. The cottage is very comfortable, and we enjoyed boating, biking, hiking, and exploring Sharon and Millerton. The amazing views of the water and the hills never get old!"
Reviewed on Jul 27, 2026
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield MA
Stay at this cabin in Sandisfield. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Lake Garfield and Otis Ridge are located ...
9.6/10 Exceptional! (54 reviews)
"We had a wonderful stay! The tennis court is a nice feature and the screened in porch was perfect for enjoying the passing summer storms while staying nice and dry."
Reviewed on Jul 2, 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.
Stay near popular East Canaan attractions
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