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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Our top choices for North Canaan hotels

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is ₩253,456
₩291,474 total
includes taxes & fees
Nov 3 - Nov 4
Blackberry River Inn
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

2. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is ₩140,068
₩161,078 total
includes taxes & fees
Nov 3 - Nov 4
Locust Tree Bed and Breakfast LLC
A bedroom with a large bed, a chair, and a window with curtains.

3. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"It’s an exceptional place in every aspect. "
United States
William
The price is ₩397,793
₩457,462 total
includes taxes & fees
Nov 23 - Nov 24
The White Hart
Interior detail

4. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is ₩231,449
₩258,528 total
includes taxes & fees
Nov 3 - Nov 4
Wilder House Berkshires
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

5. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is ₩100,916
₩112,723 total
includes taxes & fees
Nov 25 - Nov 26
Quality Inn Great Barrington
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is ₩214,304
₩239,377 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A wooden deck with a swing chair and a bench overlooking a lake.

7. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (323 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is ₩346,968
₩399,013 total
includes taxes & fees
Nov 29 - Nov 30
Interlaken Inn & Resort
A dining area with round tables set for two, a fireplace, and a mural on the wall.

8. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is ₩386,854
₩466,813 total
includes taxes & fees
Nov 3 - Nov 4
The Old Inn On The Green
A modern kitchen with a dining area, a large window, and a view of the garden.

9. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is ₩792,051
₩910,858 total
includes taxes & fees
Nov 3 - Nov 4
9 Academy
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

10. 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, (852 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is ₩110,720
₩123,674 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

11. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (937 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ₩79,839
₩89,177 total
includes taxes & fees
Nov 3 - Nov 4
Monument Mountain Motel
An outdoor patio with a fire pit, seating, and umbrellas.

12. The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (52 reviews)
"charming cozy stay, staff was awesome!"
United States
Chelsy
The price is ₩334,962
₩378,930 total
includes taxes & fees
Nov 3 - Nov 4
The Millerton Inn
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (154 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is ₩202,899
₩227,247 total
includes taxes & fees
Nov 4 - Nov 5
Little Cat Lodge
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

14. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (290 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is ₩220,107
₩246,520 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

15. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
"Great experience!"
United States
Sunny
The price is ₩318,154
₩400,074 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

16. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is ₩162,222
₩181,201 total
includes taxes & fees
Dec 3 - Dec 4
East Rock Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

17. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is ₩105,384
₩117,714 total
includes taxes & fees
Nov 3 - Nov 4
Travelodge by Wyndham Great Barrington Berkshires
A large house with a balcony and a grassy yard.

18. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (637 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is ₩110,454
₩123,377 total
includes taxes & fees
Nov 9 - Nov 10
The Little Lion
A dining table with pastries, a coffee pot, and a vase of sunflowers.

19. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is ₩340,165
₩379,971 total
includes taxes & fees
Dec 1 - Dec 2
Granville House
A stone building with a wooden staircase and a garden with white flowers.

20. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (5 reviews)
"Outstanding!!"
United States
Charles
The price is ₩696,012
₩840,721 total
includes taxes & fees
Nov 9 - Nov 10
Troutbeck
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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Stay near popular North Canaan attractions

North Canaan Town Hall

North Canaan Town Hall is just one of the places to see in North Canaan, so why not enjoy the other things to explore during your travels?
See properties

Top North Canaan Hotel Reviews

Prospect Berkshires

Prospect Berkshires

10/10 Excellent
"Beautiful fall getaway. Upscale in feel. Spotlessly clean cabins."
Yury 3-night trip
Posted 5 hours ago
Prospect Berkshires

More cheap stays in North Canaan

Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA
The price is ₩79,839 per night from Nov 3 to Nov 4
₩79,839
₩89,177 total
Nov 3 - Nov 4
includes taxes & fees

Frequently asked questions

Where is the best place for a stay in North Canaan?
Blackberry River Inn is one of the top choices for your stay based on our traveler data. This B&B offers free breakfast and free parking. Locust Tree Bed and Breakfast LLC is another good option for your stay. See all available top hotels, or 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 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 11 hotels and other accommodations to choose from. Find out more about North Canaan.
What should I do while I'm visiting North Canaan?
Favorite places to visit include Housatonic River, Lawrence Field, and Edith Scoville Memorial Sanctuary. A couple of additional sights to add to your agenda are Connecticut Railroad Historical Museum and Douglas Library. 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.