Best Resorts in Canaan

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Recommended hotels in Canaan

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (20 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
$139 nightly
The price is $155
Mar 5 - Mar 6
Total with taxes and fees
Element Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,006 reviews)
"Very friendly and good Breakfast."
United States
Jesse
$96 nightly
The price is $107
Mar 1 - Mar 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
$86 nightly
The price is $96
Mar 26 - Mar 27
Total with taxes and fees
Quality Inn Lee - Lenox South

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (824 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
$67 nightly
The price is $74
Mar 1 - Mar 2
Total with taxes and fees
Monument Mountain Motel

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (26 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
$135 nightly
The price is $151
Mar 3 - Mar 4
Total with taxes and fees
The Revival House

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
$98 nightly
The price is $108
Mar 3 - Mar 4
Total with taxes and fees
Shaker Mill Inn

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (90 reviews)
"Loved the fact that we could have dinner and Sunday brunch right there."
United States
Maureen
$113 nightly
The price is $125
Feb 27 - Feb 28
Total with taxes and fees
Gregory House Country Inn

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, (740 reviews)
"Great property, very accommodating. "
United States
Shanice
$103 nightly
The price is $115
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (572 reviews)
"Excellent location!!"
United States
Abdul Samad
$75 nightly
The price is $84
Mar 1 - Mar 2
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (864 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
$119 nightly
The price is $133
Mar 1 - Mar 2
Total with taxes and fees
Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
$98 nightly
The price is $109
Mar 19 - Mar 20
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (274 reviews)
"It was a cute property- just what we needed. Nice location!"
United States
Linda M.
$189 nightly
The price is $211
Feb 27 - Feb 28
Total with taxes and fees
Berkshire Village Carriage House - Super Private!!

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Clean room, great location"
United States
Andrea
$66 nightly
The price is $74
Mar 23 - Mar 24
Total with taxes and fees
Quality Inn Great Barrington

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
$93 nightly
The price is $103
Mar 8 - Mar 9
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (864 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
$121 nightly
The price is $136
Mar 29 - Mar 30
Total with taxes and fees
Berkshire Mountain Lodge

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$184 nightly
The price is $206
Mar 8 - Mar 9
Total with taxes and fees
Wilder House Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
$103 nightly
The price is $115
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (84 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
$132 nightly
The price is $147
Mar 1 - Mar 2
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
$200 nightly
The price is $223
Feb 27 - Feb 28
Total with taxes and fees
The Berkshire Mountain Inn

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
$69 nightly
The price is $77
Mar 1 - Mar 2
Total with taxes and fees
Howard Johnson by Wyndham Lenox
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

Find out more about Canaan

Canaan Resorts information

Number of reviews
11,688
Accommodation
33 Resorts
Lowest Price
$74
Highest Price
$211

Frequently asked questions

What can I expect from a resort vacation in Canaan?
You deserve a getaway, and a resort is just the place to indulge in all the services and amenities you need for a relaxing time in Canaan. One of the comfortable resorts in the area could be just what you're searching for, whether you want an amazing pool, shopping possibilities, or activities for the kids.
What's a favorite resort in Canaan?
Our highest-rated resorts around Canaan: In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants - Ski resort right by Jiminy Peak Mountain Resort. 12.8 mi (20.5 km) from Canaan. Has ski-in/ski-out access, a fitness center, and a garden. COZY CABIN IN BERKSHIRES RESORT. SKI IN AND OUT. PET FRIENDLY. - Ski resort right by Jiminy Peak Mountain Resort. 12.7 mi (20.5 km) from Canaan. Enjoy the ski-in/ski-out access, fitness center, and beach sun loungers. Vacation Village In The Berkshires 5 Star Resort - Suite B - Family-friendly resort, 5-minute walk from Jiminy Peak Mountain Resort. 13.1 mi (21.1 km) from Canaan. Amenities include a fitness center, a car charging station, and a garden. 1 Bd - Vacation Village in the Berkshires - 13.2 mi (21.3 km) from Canaan. Access to a fitness center.
What can I do in Canaan?
Queechy Lake, Hollow FIelds Reserve, and Hand Hollow State Forest are a few of the interesting sights to visit. Other attractions in the area include Bates Memorial State Park and Hancock Shaker Village.
What's the weather like in Canaan?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°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 8 mi (12.9 km) from the city center. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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