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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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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 ąøæ6,418
ąøæ7,380 total
includes taxes & fees
2 Nov - 3 Nov
Blackberry River Inn
A covered porch with white railings and rocking chairs.

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 ąøæ3,547
ąøæ4,079 total
includes taxes & fees
2 Nov - 3 Nov
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)
"Itā€™s an exceptional place in every aspect. "
United States
William
The price is ąøæ10,073
ąøæ11,583 total
includes taxes & fees
23 Nov - 24 Nov
The White Hart
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

4. 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 ąøæ4,852
ąøæ5,420 total
includes taxes & fees
5 Nov - 6 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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, (1,002 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is ąøæ2,377
ąøæ2,655 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Great Barrington
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

6. 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, (849 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 ąøæ2,804
ąøæ3,132 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Interior detail

7. 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 ąøæ5,861
ąøæ6,546 total
includes taxes & fees
2 Nov - 3 Nov
Wilder House Berkshires
A wooden deck with a swing chair and a bench overlooking a lake.

8. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (322 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is ąøæ8,786
ąøæ10,104 total
includes taxes & fees
29 Nov - 30 Nov
Interlaken Inn & Resort
A white two-story house with a front door, windows, and a chimney.

9. 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 ąøæ9,796
ąøæ11,820 total
includes taxes & fees
2 Nov - 3 Nov
The Old Inn On The Green
A modern kitchen with a dining area, a large window, and a view of the garden.

10. 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 Iā€™m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is ąøæ20,056
ąøæ23,064 total
includes taxes & fees
2 Nov - 3 Nov
9 Academy
An outdoor patio with a fire pit, seating, and umbrellas.

11. 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 ąøæ8,482
ąøæ9,595 total
includes taxes & fees
2 Nov - 3 Nov
The Millerton Inn
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

12. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (935 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ąøæ2,022
ąøæ2,258 total
includes taxes & fees
2 Nov - 3 Nov
Monument Mountain Motel
A house with a stone patio and wooden stools.

13. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (152 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is ąøæ5,138
ąøæ5,754 total
includes taxes & fees
2 Nov - 3 Nov
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, (289 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is ąøæ5,573
ąøæ6,242 total
includes taxes & fees
20 Nov - 21 Nov
the Alander
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

15. 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 ąøæ4,251
ąøæ4,748 total
includes taxes & fees
1 Dec - 2 Dec
East Rock Inn
A wooden boat on calm water with a house in the background.

16. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (49 reviews)
"Great experience!"
United States
Sunny
The price is ąøæ8,056
ąøæ10,130 total
includes taxes & fees
30 Nov - 1 Dec
Prospect Berkshires
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 ąøæ2,668
ąøæ2,981 total
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Great Barrington Berkshires
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

18. 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 ąøæ8,613
ąøæ9,621 total
includes taxes & fees
2 Nov - 3 Nov
Granville House
A large house with a balcony and a grassy yard.

19. 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 ąøæ2,797
ąøæ3,124 total
includes taxes & fees
9 Nov - 10 Nov
The Little Lion
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

20. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for a travel stop-over."
United States
James
The price is ąøæ2,778
ąøæ3,103 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Lee - Lenox South
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
"Great experience!"
Sunny 3-night trip
Posted 15 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 ąøæ2,022 per night from 2 Nov to 3 Nov
ąøæ2,022
ąøæ2,258 total
2 Nov - 3 Nov
includes taxes & fees

Frequently asked questions

What's the best place for a stay in North Canaan?
Blackberry River Inn is one of the top choices for your stay based on our traveller 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, most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in North Canaan.
What's the best LGBTQ-friendly accommodation 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 offer an on-site pool. View all hotels with pools in North Canaan.
What is staying in North Canaan like?
Visitors to North Canaan will definitely find plenty to explore and enjoy. In North Canaan, there are 11 hotels and other accommodation options to choose from. Find out more about North Canaan.
What are the top places to visit in North Canaan?
Favourite places to visit include Housatonic River, Lawrence Field and Edith Scoville Memorial Sanctuary. A couple of additional sights to add to your itinerary are Connecticut Railroad Historical Museum and Douglas Library. Take a look at what more there is to see and do in Expedia's North Canaan guide.
What's the seasonal weather like in North Canaan?
The hottest months are usually July and August, with an average temperature of 20Ā°C, while the coldest months are January and February, with an average of -2Ā°C. The snowiest months in North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.