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Check prices for these dates

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19 Dec - 21 Dec
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26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Villas in Cheshire

No exact matches found, but these alternatives could be just right

Recommended hotels in Cheshire

Exterior
Harbour House Inn

Bed & Breakfast in Cheshire

3.5 star property
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
The price is SAR 791
SAR 836 total
includes taxes & fees
7 Jan - 8 January 2026
Harbour House Inn
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is SAR 351
SAR 392 total
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Berkshire Hills Inn & Suites
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is SAR 388
SAR 426 total
includes taxes & fees
16 Dec - 17 Dec
Shaker Mill Inn
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Ann
The price is SAR 335
SAR 374 total
includes taxes & fees
15 Dec - 16 Dec
The Yankee, Trademark Collection by Wyndham
Front of property
Blooming Inn

Guesthouse in Shelburne Falls

3.0 star property
9.2 out of 10, Wonderful, (124)
"Excellent! Really fun space with beautiful objects all around you. One of a kind, well run, seamless experience. "
United States
Ben
The price is SAR 251
SAR 464 total
includes taxes & fees
22 Dec - 23 Dec
Blooming Inn
Exterior
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 SAR 492
SAR 549 total
includes taxes & fees
15 Dec - 16 Dec
Element Lenox Berkshires
Exterior
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, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is SAR 345
SAR 385 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
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 SAR 443
SAR 495 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
The Villager Motel

Motel in Williamstown

2.0 star property
8.8 out of 10, Excellent, (764)
"It's very good for stay over"
United States
Frances
The price is SAR 259
SAR 289 total
includes taxes & fees
9 Dec - 10 Dec
The Villager Motel
Property grounds
In town, newly remodeled studio with private balcony

Guesthouse in Shelburne Falls

10.0 out of 10, Exceptional, (119)
"We had a great visit! Easy to access, clean and comfortable. The studio had everything we needed!Great host!"
United States
Marina G.
The price is SAR 357
SAR 587 total
includes taxes & fees
9 Dec - 10 Dec
In town, newly remodeled studio with private balcony
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

2.0 star property
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 297
SAR 331 total
includes taxes & fees
9 Dec - 10 Dec
Howard Johnson by Wyndham Lenox
Exterior
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is SAR 402
SAR 449 total
includes taxes & fees
20 Dec - 21 Dec
Hotel Downstreet, an Ascend Collection Hotel
Exterior
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, (1003)
"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 SAR 380
SAR 424 total
includes taxes & fees
18 Dec - 19 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room and good breakfast "
United States
Kelly
The price is SAR 340
SAR 380 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Exterior
Cozy Corner Motel

Motel in Williamstown

2.0 star property
9.2 out of 10, Wonderful, (884)
"Clean, Great Staff, Quiet"
United States
john
The price is SAR 280
SAR 331 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Corner Motel
Exterior detail
Maple Terrace Motel

Motel in Williamstown

2.5 star property
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is SAR 372
SAR 415 total
includes taxes & fees
9 Dec - 10 Dec
Maple Terrace Motel
Exterior
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 SAR 387
SAR 433 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Berkshires-Lenox
Exterior
Berkshire Mountain Lodge

Lodge in Pittsfield

3.0 star property
9.0 out of 10, Wonderful, (781)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Exterior
The Central Downtown Inn & Suites

Guesthouse in Pittsfield

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 SAR 335
SAR 374 total
includes taxes & fees
9 Dec - 10 Dec
The Central Downtown Inn & Suites
Terrace/patio
Blue Vista Motor Lodge

Motel in North Adams

2.0 star property
9.8 out of 10, Exceptional, (195)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is SAR 670
SAR 708 total
includes taxes & fees
9 Dec - 10 Dec
Blue Vista Motor Lodge
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 Cheshire Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The roomy and comfortable suite was a step above a typical hotel room. We took advantage of the full kitchen to prepare our own meals. We enjoyed the pool and hot tub. We will definitely consider staying here again at a future trip to the Berkshires."
Richard 3-night trip
Posted 18 hours ago
Berkshire Mountain Lodge

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