Find hotels in North Canaan, CT from ¥13,251

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Our top choices for North Canaan hotels

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is ¥25,596
¥29,435 total
includes taxes & fees
Dec 17 - Dec 18
Blackberry River Inn

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is ¥16,353
¥18,806 total
includes taxes & fees
Dec 12 - Dec 13
Locust Tree Bed and Breakfast LLC

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (798)
"Place was great!"
United States
Benjamin
The price is ¥18,782
¥24,024 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ¥23,443
¥33,192 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Red Lion Inn

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is ¥16,780
¥18,743 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is ¥13,106
¥15,071 total
includes taxes & fees
Dec 14 - Dec 15
Days Inn by Wyndham Torrington

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ¥21,025
¥23,485 total
includes taxes & fees
Dec 16 - Dec 17
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ¥40,492
¥50,448 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Prospect Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is ¥11,681
¥13,048 total
includes taxes & fees
Dec 14 - Dec 15
Travelodge by Wyndham Great Barrington Berkshires

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (959)
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
United States
Shyna
The price is ¥38,008
¥43,709 total
includes taxes & fees
Dec 18 - Dec 19
The Litchfield Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is ¥9,796
¥10,941 total
includes taxes & fees
Dec 25 - Dec 26
Econo Lodge Lee - Great Barrington

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is ¥34,901
¥40,136 total
includes taxes & fees
Dec 14 - Dec 15
Interlaken Inn & Resort

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1002)
"Clean room and good breakfast "
United States
Kelly
The price is ¥13,887
¥15,512 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Lee - Lenox South

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1002)
"Clean room, nice location "
United States
Devron
The price is ¥11,863
¥13,251 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Great Barrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is ¥17,131
¥19,136 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is ¥20,623
¥23,037 total
includes taxes & fees
Jan 4 - Jan 5, 2026
East Rock Inn

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is ¥32,955
¥37,898 total
includes taxes & fees
Dec 12 - Dec 13
Cornwall Inn and Lodge

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.2 out of 10, Wonderful, (46)
"Spacious room and friendly staff "
United States
Frank
The price is ¥33,842
¥38,919 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Abner Hotel
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.
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Top North Canaan Hotel Reviews

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Frequently asked questions

Where is the best place for a stay in North Canaan?
Blackberry River Inn is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Locust Tree Bed and Breakfast LLC is another favorite option for your trip based on reviews. See all available top hotels, or vacation rentals in North Canaan.
What's the top vacation rental in North Canaan?
Pet Friendly Riverfront Home in Great Barrington: This vacation home rental near North Canaan is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in North Canaan.
If I need to cancel my hotel reservation in North Canaan, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.
Where can I learn more about changing or cancelling my trip to North Canaan?
For more information about picking new dates or cancelling your trip to North Canaan, head over to our customer service page.
What is the favorite LGBTQ-friendly hotel in North Canaan?
Locust Tree Bed and Breakfast LLC is a top LGBTQ-friendly B&B, and features free breakfast and flat-screen TVs. See all available hotels listed as LGBTQ-friendly in North Canaan.
What are some hotels with pools in North Canaan?
Blackberry River Inn: Features cooked-to-order, a seasonal outdoor pool, and free self parking. The Red Lion Inn and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG are a couple of other choices that feature an onsite pool. View all hotels with pools in North Canaan.
What is staying in North Canaan like?
Visitors to North Canaan are sure to find plenty to explore and enjoy. In North Canaan, there are 10 hotels and other accommodations to choose from. Find out more about North Canaan.
What should I do while I'm visiting North Canaan?
The picturesque setting of Housatonic River and Beckley Furnace Industrial Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Land of Nod Vineyard and Winery and Campbell Falls State Park. Check out what more to see and do in Expedia's North Canaan guide.
What's the weather like in North Canaan?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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