Find Ski Hotels in The Berkshires, MA

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Check availability on The Berkshires Ski Hotels

Tonight
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep

Top The Berkshires Ski Hotels

Our top choices for The Berkshires ski hotels

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1983)
"Beautiful location!"
The price is SAR 406
SAR 495 total
includes taxes & fees
14 Sep - 15 Sep
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Good location, lovely grounds, we enjoyed the pool"
The price is SAR 469
SAR 524 total
includes taxes & fees
21 Sep - 22 Sep
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (561)
"Super "
The price is SAR 625
SAR 698 total
includes taxes & fees
14 Sep - 15 Sep
Berkshire Valley Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (970)
"Quiet, clean, accessible. "
The price is SAR 597
SAR 666 total
includes taxes & fees
2 Sep - 3 Sep
Jiminy Peak Mountain Resort
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Staff was excellent. Clean room and facility. location is convenient to many Berkshire attractions "
The price is SAR 539
SAR 602 total
includes taxes & fees
7 Sep - 8 Sep
Hampton Inn & Suites Berkshires-Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (746)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (424)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is SAR 630
SAR 692 total
includes taxes & fees
4 Sep - 5 Sep
Shaker Mill Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (732)
"We had a nice stay at the Fairfield Inn in Great Barrington. It’s conveniently located not far from downtown and just a short drive to Stockbridge. The front desk staff was welcoming, the room spacious and clean, and plenty of breakfast items to choose from. Definitely recommend!"
The price is SAR 567
SAR 633 total
includes taxes & fees
7 Sep - 8 Sep
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (868)
"Consistently a clean room with welcoming staff."
The price is SAR 409
SAR 457 total
includes taxes & fees
3 Sep - 4 Sep
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"Great location and close enough to walk to shops and restaurants. "
The price is SAR 348
SAR 388 total
includes taxes & fees
14 Sep - 15 Sep
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.

4-star ski hotels in The Berkshires

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

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

4.5 star property
9.2 out of 10, Wonderful, (105)
The price is SAR 1,161
SAR 1,405 total
includes taxes & fees
15 Sep - 16 Sep
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Ski hotels with spas in The Berkshires

The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
The price is SAR 702
SAR 952 total
includes taxes & fees
10 Sep - 11 Sep
The Red Lion 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 The Berkshires Hotel Reviews

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