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 Dec 27 to Dec 28
$121 total
Dec 27 - Dec 28
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! (394 reviews)
We did not eat breakfast. We had to leave early, 8am. We were told breakfast will be ready between 8 and 9 am
Reviewed on Nov 17, 2025

The Red Lion Inn
30 Main Street Stockbridge MA
$177 nightly
The price is $198 total per night from Jan 26 to Jan 27
$198 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
I had always wanted to stay at The Red Lion Inn and decided to treat myself to a one-night stay. Since it was in December I was especially excited to have a fireplace in the room. Sadly, I learned the fireplace didn’t work and that they are renovating some of the systems, but offered no partial refund ...
Reviewed on Dec 23, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
$145 nightly
The price is $162 total per night from Jan 4 to Jan 5
$162 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (808 reviews)
Perfect for a weekend away. Stagg was friendly. Room was clean and spacious. It was everything we needed and more.
Reviewed on Dec 24, 2025
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.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Great Barrington MA
Stay at this apartment in Great Barrington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Housatonic River and Housatonic ...
9.4/10 Exceptional! (39 reviews)
Everything was perfect. We hope it’s available next time we visit.
Reviewed on Nov 29, 2025

Peace and quiet on the lake
Becket MA
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.4/10 Exceptional! (230 reviews)
The veiws and how peacefull it was
Reviewed on Nov 16, 2025

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 ...
10/10 Exceptional! (28 reviews)
The Turning Point stay was excellent in every respect. We had a large group (11) and all had great sleeping locations, some with ensuite bathrooms, all in short distance to them. Kitchen was awesome for large group cooking and service. Nothing lacking! Location great for Great Barrington attractions, ...
Reviewed on Oct 20, 2025
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.
Beckley Furnace Industrial Park
Explore the great outdoors at Beckley Furnace Industrial Park, a lovely green space in North Canaan.
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- Land of Nod Vineyard and Winery
- Mohawk Mountain Ski Area
- Ski Butternut
- National Shrine of the Divine Mercy
- Catamount Ski Area
- Lime Rock Park
- Warner Theater
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- Taconic State Park
- Kent Falls State Park
- Ski Sundown
- Catamount Aerial Adventure Park
- Mohawk Mountain State Forest
- Naumkeag Museum
- Mahaiwe Performing Arts Center
- Infinity Music Hall and Bistro
- Harwinton Conservation and Recreation Area
- Berkshire Botanical Garden
- Housatonic River Walk
- Goose Pond Reservation
- Otis Reservoir
- Lake Taghkanic State Park
- Maple Corner Farm Cross Country Ski Area
- Otis Ridge

