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

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Canaan

A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

1. 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, (846 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 ￥14,199
￥15,860 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

2. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is ￥11,952
￥13,350 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Great Barrington
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is ￥9,443
￥10,547 total
includes taxes & fees
Nov 2 - Nov 3
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, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is ￥22,695
￥25,349 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A covered porch with white railings and rocking chairs.

5. 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 ￥16,566
￥19,051 total
includes taxes & fees
Nov 10 - Nov 11
Locust Tree Bed and Breakfast LLC
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

6. 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 ￥27,917
￥32,104 total
includes taxes & fees
Nov 1 - Nov 2
Blackberry River Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

7. 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 ￥12,464
￥13,923 total
includes taxes & fees
Oct 31 - Nov 1
Travelodge by Wyndham Great Barrington Berkshires
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

8. 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 ￥26,032
￥29,156 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A wooden deck with a swing chair and a bench overlooking a lake.

9. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (321 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is ￥38,574
￥44,360 total
includes taxes & fees
Nov 29 - Nov 30
Interlaken Inn & Resort
A bedroom with a large bed, a chair, and a window with curtains.

10. 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 ￥47,047
￥54,104 total
includes taxes & fees
Nov 29 - Nov 30
The White Hart
Interior detail

11. 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 ￥25,853
￥28,877 total
includes taxes & fees
Nov 1 - Nov 2
Wilder House Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

12. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,007 reviews)
"Perfect for a travel stop-over."
United States
James
The price is ￥14,617
￥16,327 total
includes taxes & fees
Nov 18 - Nov 19
Quality Inn Lee - Lenox South
A large house with a balcony and a grassy yard.

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (636 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is ￥16,329
￥18,240 total
includes taxes & fees
Nov 11 - Nov 12
The Little Lion
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

14. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (710 reviews)
"It was super clean and safe"
United States
Fernando
The price is ￥8,851
￥9,887 total
includes taxes & fees
Nov 18 - Nov 19
Econo Lodge Lee - Great Barrington
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 ￥20,161
￥22,520 total
includes taxes & fees
Nov 29 - Nov 30
East Rock Inn
A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

16. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,006 reviews)
"It’s a good place to stay for a night, and the staff there are extremely friendly."
United States
Tyler
The price is ￥15,175
￥17,451 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Torrington
A house with a stone patio and wooden stools.

17. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (150 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is ￥23,997
￥26,877 total
includes taxes & fees
Nov 12 - Nov 13
Little Cat Lodge
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

18. 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
The price is ￥19,737
￥25,130 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A white two-story house with a front door, windows, and a chimney.

19. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (95 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is ￥45,753
￥55,210 total
includes taxes & fees
Nov 2 - Nov 3
The Old Inn On The Green
A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

20. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,005 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is ￥24,852
￥35,597 total
includes taxes & fees
Nov 8 - Nov 9
The Red Lion Inn
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

The Red Lion Inn

The Red Lion Inn

8/10 Good
"Very charming, particularly the main house. We were at another structure off the main place which was perfectly nice but perhaps less charming."
Diane 1-night trip
Posted 10 hours ago
The Red Lion Inn

Find out more about Canaan

Canaan Resorts information

Number of reviews
7,506
Accommodation
4 Resorts
Lowest Price
￥9,887
Highest Price
￥55,210

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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