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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Canaan

Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is AED 346
AED 387 total
includes taxes & fees
4 Jan - 5 January 2026
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
The price is AED 393
AED 439 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great stay there!! Very friendly staff"
United States
Ann
The price is AED 275
AED 307 total
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is AED 481
AED 537 total
includes taxes & fees
24 Dec - 25 Dec
Element Lenox Berkshires
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is AED 340
AED 380 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Monument Mountain Motel

Motel in Great Barrington

Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is AED 396
AED 435 total
includes taxes & fees
14 Dec - 15 Dec
Shaker Mill Inn
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is AED 275
AED 308 total
includes taxes & fees
11 Dec - 12 Dec
Travelodge by Wyndham Great Barrington Berkshires
Exterior
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
8.4 out of 10, Very Good, (1002)
"Clean room and good breakfast "
United States
Kelly
The price is AED 332
AED 371 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Lee - Lenox South
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is AED 372
AED 415 total
includes taxes & fees
24 Dec - 25 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Berkshire Mountain Lodge

Lodge in Pittsfield

Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (786)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is AED 362
AED 487 total
includes taxes & fees
8 Jan - 9 January 2026
Berkshire Mountain Lodge
Exterior
Holiday Inn Express & 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
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is AED 398
AED 444 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is AED 379
AED 423 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Berkshires-Lenox
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
11 Dec - 12 Dec
Howard Johnson by Wyndham Lenox
View from property
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 955
AED 1,190 total
includes taxes & fees
14 Dec - 15 Dec
Prospect Berkshires
Exterior
Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is AED 382
AED 467 total
includes taxes & fees
11 Dec - 12 Dec
Vacation Village in the Berkshires
Exterior
The Central Downtown Inn & Suites

Guesthouse in Pittsfield

The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is AED 328
AED 366 total
includes taxes & fees
11 Dec - 12 Dec
The Central Downtown Inn & Suites
Exterior
Berkshire Inn

Motel in Pittsfield

Berkshire Inn
2.0 star property
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is AED 300
AED 335 total
includes taxes & fees
17 Dec - 18 Dec
Berkshire Inn
Exterior
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
The price is AED 278
AED 310 total
includes taxes & fees
23 Dec - 24 Dec
Quality Inn Great Barrington
Exterior
Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 193
AED 212 total
includes taxes & fees
1 Jan - 2 January 2026
Pleasant Valley Motel West Stockbridge
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 Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel