East Canaan

Travel Guide

Lonely Canoe on a Mountain Lake with Wooded Shores in Autumn. Great Reflection in Water
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 4 Jun to 5 Jun
€104
4 Jun - 5 Jun
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 ...
9/10 Wonderful! (417 reviews)
"The entry to the bed and breakfast was through the owner's residence. The state of the entry probably should have given a clue about the cleanliness of the rooms. The floors in the hallway looked as though they hadn't seen a vacuum in a year. Layers of dust on the furniture in the room, and floors ..."

Reviewed on 25 Apr 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 €201 per night from 9 Jun to 10 Jun
€201
9 Jun - 10 Jun
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! (1,001 reviews)
"We love the laid back shabby chic comfort of the Inn. It is our third visit in 2 years and a delightful getaway. The food is excellent. Breakfast has a good choice of menu options . We also love the pool"

Reviewed on 29 May 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 €90 per night from 3 Jun to 4 Jun
€90
3 Jun - 4 Jun
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! (1,004 reviews)
"This place is an excellent place to stay. Not like a fancy hotel in the city but checks all the boxes of comfort in a small town. Quiet and comfortable. The day and evening staff are wonderful. Welcoming and helpful."

Reviewed on 28 May 2026

Quality Inn Great Barrington
See all 940 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.
Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat

Great Barrington MA
Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Monument Mountain Reservation and Art et ...
9.2/10 Wonderful! (14 reviews)
"Awesome location. Host was very informative and responsive."

Reviewed on 15 Apr 2026

Cozy Riverside Berkshires Retreat
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! (245 reviews)
"Had a great stay. I’d highly recommend!"

Reviewed on 30 May 2026

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket MA
Stay at this family-friendly chalet in Becket. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Pyramid Lake and Jacob's Pillow are ...
9.8/10 Exceptional! (25 reviews)
"We had a fantastic stay. A little slice of Western Mass heaven. We especially loved the outdoor space…nightly fires by the lake. Awesome."

Reviewed on 6 May 2026

Little Longbow Lakefront Chalet
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.

Popular places to visit

Land of Nod Vineyard and Winery

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.

Land of Nod Vineyard and Winery

Beckley Furnace Industrial Park

Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.

Beckley Furnace Industrial Park

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