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
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
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, (1,006 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
$78 nightly
The price is $87
Nov 10 - Nov 11
Total with taxes and fees
Quality Inn Great Barrington
A modern hotel lobby with seating areas, tables, and a reception desk.

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, (835 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
$83 nightly
The price is $93
Nov 12 - Nov 13
Total with taxes and fees
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.

3. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (923 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 1 - Nov 2
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, (815 reviews)
"Excellent room! Clean and good breakfast!"
Canada
Kelly
$144 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

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, (451 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Oct 14 - Oct 15
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
$79 nightly
The price is $88
Oct 14 - Oct 15
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

7. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (232 reviews)
"Quiet room Wonderful breakfast Pleasant atmosphere"
United States
Donna
$190 nightly
The price is $219
Oct 14 - Oct 15
Total with taxes and fees
Blackberry River Inn
A traditional house with a stone foundation and a gabled roof, surrounded by lush greenery and a well-maintained lawn.

8. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (315 reviews)
"Great staff and location!"
United States
Stacie
$299 nightly
The price is $344
Nov 8 - Nov 9
Total with taxes and fees
Interlaken Inn & Resort
A large house with a balcony and a grassy yard.

9. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (624 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
$104 nightly
The price is $116
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
Interior detail

10. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
$206 nightly
The price is $231
Nov 3 - Nov 4
Total with taxes and fees
Wilder House Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

11. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Very nice stay"
United States
Christine
$93 nightly
The price is $103
Nov 3 - Nov 4
Total with taxes and fees
Quality Inn Lee - Lenox South
A hotel room with a bed, a desk, and two wall-mounted lamps.

12. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (703 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
$65 nightly
The price is $73
Nov 6 - Nov 7
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

13. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
Gedney Farm
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, (278 reviews)
"We absolutely loved our two nights at the Alander, Jason, Reid, and Presley were amazing and kind and we absolutely encourage anyone thinking to stay here to do so!"
United States
Joseph
$170 nightly
The price is $190
Oct 14 - Oct 15
Total with taxes and fees
the Alander
A dining area with round tables set for two, a fireplace, and a mural on the wall.

15. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (93 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
$319 nightly
The price is $350
Nov 1 - Nov 2
Total with taxes and fees
The Old Inn On The Green
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, (1,003 reviews)
"No frills accommodations, but room was clean and bed comfy. Convenient in town location."
United States
Alyson
$93 nightly
The price is $107
Nov 1 - Nov 2
Total with taxes and fees
Days Inn by Wyndham Torrington
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

17. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (56 reviews)
"great place!"
United States
ERIK
$132 nightly
The price is $147
Nov 12 - Nov 13
Total with taxes and fees
East Rock Inn
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

18. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (146 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
$149 nightly
The price is $167
Nov 10 - Nov 11
Total with taxes and fees
Little Cat Lodge
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

19. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Great staff, clean room and quiet."
United States
Stephan
$191 nightly
The price is $214
Nov 8 - Nov 9
Total with taxes and fees
The Red Lion Inn
A patio with a round metal table, a glass of white wine, and a red umbrella.

20. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (141 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
$290 nightly
The price is $322
Oct 21 - Oct 22
Total with taxes and fees
Manor House 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

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"The rooms were clean and parking what’s convenient."
lori 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South

Find out more about Canaan

Canaan Resorts information

Number of reviews
7,921
Accommodation
4 Resorts
Lowest Price
$73
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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