East Canaan

Travel Guide

A calm lake with autumn foliage reflecting on the water, surrounded by a forested hillside.
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
The price is €104 per night from 31 Aug to 1 Sept
€104
31 Aug - 1 Sept
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 their reviews. Popular attractions ...
8.8/10 Excellent! (441 reviews)
"In a beautiful area, easy to get around. The breakfast is absolutely delicious!"

Reviewed on 30 Aug 2026

Locust Tree Bed and Breakfast LLC
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is €195 per night from 29 Sept to 30 Sept
€195
29 Sept - 30 Sept
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,002 reviews)
"We were in the Steven’s house. For what we paid a night I was disappointed. The wall paper in the bathroom was lottery peeling off the walls. The whole room was rather shabby. The building exterior and grounds were in terrible shape. I took pictures just I case I could post them. I will say the meal ..."

Reviewed on 28 Aug 2026

The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is €89 per night from 20 Sept to 21 Sept
€89
20 Sept - 21 Sept
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"Location"

Reviewed on 29 Aug 2026

Quality Inn Great Barrington
See all 924 properties in East Canaan
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

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Stay at this cottage in Lakeville. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
Summer Lake Cottage, private beach, Berkshire Hills, small village
The Meadows House @ Otis Ridge w/ 7-person hot tub

The Meadows House @ Otis Ridge w/ 7-person hot tub

Otis MA
Stay at this holiday home in Otis. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are located ...
9.8/10 Exceptional! (48 reviews)
"Lars was extremely accommodating and great with communication. The home was everything we needed for a little getaway with the kids. Little back yard was fun for the kids despite the meadow. It was extremely peaceful and we even saw some deer. The hot tub was super relaxing at the end of the day. ..."

Reviewed on 15 Aug 2026

The Meadows House @ Otis Ridge w/ 7-person hot tub
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

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! (257 reviews)
"The space was well appointed. The light bulb over the dining table needs replacement, but otherwise a nice peaceful location."

Reviewed on 25 Aug 2026

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
See all properties in East Canaan
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

Land of Nod Vineyard and Winery

8.0/10 (1 review)
You can enjoy a tasting or tour at Land of Nod Vineyard and Winery during your travels to North Canaan. Discover the area's waterfalls and countryside.
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