A red bridge over a river with snow patches and dry grass.

Best Resorts in Canaan

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Canaan

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

1. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Great location friendly staff"
United States
David
$76 nightly
The price is $85
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Great Barrington
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

2. 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, (861 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
$90 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A neatly made bed with white linens, two bedside lamps, a nightstand with a telephone, and a painting on the wall.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
$67 nightly
The price is $74
Nov 16 - Nov 17
Total with taxes and fees
Monument Mountain Motel
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, (823 reviews)
"Nice view and location for fall color."
United States
Md
$161 nightly
The price is $179
Nov 22 - Nov 23
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

5. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (627 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
$75 nightly
The price is $84
Nov 16 - Nov 17
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A covered porch with white railings, a rocking chair, and hanging flower baskets.

6. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (456 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A wooden deck with a table and chairs, overlooking a road with a mountain in the distance.

7. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (714 reviews)
"It was super clean and safe"
United States
Fernando
$56 nightly
The price is $63
Dec 6 - Dec 7
Total with taxes and fees
Econo Lodge Lee - Great Barrington
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, (326 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
$269 nightly
The price is $309
Dec 16 - Dec 17
Total with taxes and fees
Interlaken Inn & Resort
A bedroom with two beds, a wall-mounted clock, and framed pictures.

9. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
$115 nightly
The price is $128
Nov 16 - Nov 17
Total with taxes and fees
The Little Lion
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

10. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (256 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
$180 nightly
The price is $207
Nov 22 - Nov 23
Total with taxes and fees
Blackberry River Inn
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

11. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,001 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
$85 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Lee - Lenox South
A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

12. 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
$189 nightly
The price is $211
Nov 17 - Nov 18
Total with taxes and fees
Wilder House Berkshires
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

13. 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
$298 nightly
The price is $343
Nov 22 - Nov 23
Total with taxes and fees
The White Hart
A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

14. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,002 reviews)
"Rooms were very clean, staff was very nice"
United States
Bethany
$104 nightly
The price is $119
Nov 22 - Nov 23
Total with taxes and fees
Days Inn by Wyndham Torrington
A sign for East Rock Inn with a mountainous logo, surrounded by lush greenery and a gravel path leading to a building.

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
$124 nightly
The price is $139
Dec 16 - Dec 17
Total with taxes and fees
East Rock Inn
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

16. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (159 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
$149 nightly
The price is $167
Nov 17 - Nov 18
Total with taxes and fees
Little Cat Lodge
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

17. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (294 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
$170 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
the Alander
An aerial view of a residential area with a prominent white building with a dark roof, surrounded by autumn-colored trees.

18. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
$197 nightly
The price is $221
Nov 22 - Nov 23
Total with taxes and fees
The Red Lion Inn
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

19. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice place to stay"
United States
Michael
$128 nightly
The price is $143
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A dining area with round tables set for two, a fireplace, and a mural on the wall.

20. 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
$319 nightly
The price is $350
Nov 16 - Nov 17
Total with taxes and fees
The Old Inn On The Green
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 Canaan Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Convenient location. 24 hour front desk"
David 1-night trip
Posted 1 day ago
Quality Inn Great Barrington

Find out more about Canaan

Canaan Resorts information

Number of reviews
2,246
Accommodation
4 Resorts
Lowest Price
$63
Highest Price
$350

Frequently asked questions

What is Canaan like for a resort vacation?
You deserve to get away, and a resort is the perfect place to treat yourself to the amenities and services you need for a relaxing time in Canaan. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you want an amazing pool, shopping possibilities, or fun activities to try.
What's a top resort for my stay in Canaan?
Our highest-rated resorts around Canaan: Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 17.2 mi (27.7 km) from Canaan. Features a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 17.2 mi (27.7 km) from Canaan. Has a fitness center. July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 17.4 mi (28.1 km) from Canaan. Enjoy the fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 17.2 mi (27.7 km) from Canaan. Amenities include a fitness center.
What can I do in Canaan?
Housatonic River, Edith Scoville Memorial Sanctuary, and Lawrence Field are a few of the interesting sights to visit. For more to see in the area, you can spend time at Connecticut Railroad Historical Museum or Douglas Library.
What's the seasonal weather like in 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 Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Canaan?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 km) away from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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