Search Chalets in West Stockbridge

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Chalets in West Stockbridge

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

Recommended hotels in West Stockbridge

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 376
SAR 413 total
includes taxes & fees
8 Dec - 9 Dec
Shaker Mill Inn
Exterior
Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge

2.0 star property
6.8 out of 10, (1002)
"good average place to stay."
United States
Terry
The price is SAR 199
SAR 219 total
includes taxes & fees
1 Jan - 2 January 2026
Pleasant Valley Motel West Stockbridge
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
The price is SAR 234
SAR 262 total
includes taxes & fees
14 Dec - 15 Dec
The Yankee, Trademark Collection by Wyndham
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, (1004)
"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
4 Dec - 5 Dec
Best Western Plus Berkshire Hills Inn & Suites
View from property
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 491
SAR 549 total
includes taxes & fees
11 Dec - 12 Dec
Element Lenox Berkshires
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, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is SAR 357
SAR 399 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Aerial view
Locust Tree Bed and Breakfast LLC

Bed & Breakfast in East Canaan

3.0 star property
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is SAR 394
SAR 453 total
includes taxes & fees
4 Dec - 5 Dec
Locust Tree Bed and Breakfast LLC
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, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is SAR 372
SAR 416 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (1006)
"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 367
SAR 410 total
includes taxes & fees
21 Dec - 22 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Courtyard
The Springs Motel

Motel in New Ashford

2.0 star property
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is SAR 453
SAR 497 total
includes taxes & fees
8 Dec - 9 Dec
The Springs Motel
Exterior
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2157)
"Great views"
United States
Annalee
The price is SAR 306
SAR 383 total
includes taxes & fees
2 Dec - 3 Dec
Vacation Village in the Berkshires
Exterior
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Clean room and good breakfast "
United States
Kelly
The price is SAR 348
SAR 388 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn
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 296
SAR 331 total
includes taxes & fees
2 Dec - 3 Dec
Howard Johnson by Wyndham Lenox
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

2.0 star property
7.6 out of 10, Good, (560)
"The staff were very friendly and accommodating "
United States
Tom
The price is SAR 281
SAR 314 total
includes taxes & fees
3 Dec - 4 Dec
Travelodge by Wyndham Great Barrington Berkshires
Exterior
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, (702)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is SAR 401
SAR 448 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Berkshires Untold

Lodge in Lenox

3.5 star property
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is SAR 411
SAR 459 total
includes taxes & fees
2 Dec - 3 Dec
Berkshires Untold
Exterior
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (588)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is SAR 506
SAR 566 total
includes taxes & fees
7 Dec - 8 Dec
Courtyard by Marriott Lenox Berkshires
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is SAR 417
SAR 466 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Berkshires-Lenox
Exterior
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (793)
"Place was great!"
United States
Benjamin
The price is SAR 400
SAR 499 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Stockbridge Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Great stay, great breakfast"
Peter 1-night trip
Posted 1 day ago
Hampton Inn & Suites Berkshires-Lenox

Explore a world of travel with Expedia