Photo by William Keller

Find Ski Hotels in Stockbridge, MA

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
  • Be picky

    Search almost a million properties worldwide

Check availability on Stockbridge Ski Hotels

Next weekend
In two weeks

Top Stockbridge Ski Hotels

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1003)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is NT$4,709
NT$6,662 total
includes taxes & fees
Dec 16 - Dec 17
The Red Lion Inn

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is NT$11,989
NT$14,503 total
includes taxes & fees
Dec 14 - Dec 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
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 NT$2,934
NT$3,278 total
includes taxes & fees
Dec 2 - Dec 3
Best Western Plus Berkshire Hills Inn & Suites

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1011)
"Great stay!"
United States
Ann
The price is NT$1,961
NT$2,191 total
includes taxes & fees
Dec 7 - Dec 8
The Yankee, Trademark Collection by Wyndham

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
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 NT$3,335
NT$3,726 total
includes taxes & fees
Dec 21 - Dec 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is NT$2,988
NT$3,338 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is NT$3,422
NT$3,754 total
includes taxes & fees
Dec 2 - Dec 3
Shaker Mill Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (974)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,916
NT$3,257 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2152)
"Great place!"
United States
Nicole
The price is NT$2,559
NT$3,203 total
includes taxes & fees
Dec 1 - Dec 2
Vacation Village in the Berkshires

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1005)
"Clean room, nice location "
United States
Devron
The price is NT$2,375
NT$2,653 total
includes taxes & fees
Dec 15 - Dec 16
Quality 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.

Top Stockbridge Hotel Reviews

Explore a world of travel with Expedia