The Berkshires Hotel Guide - Ski Hotels in The Berkshires, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Ski Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top 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, (1928)
"Great stay with all plenty of things to do…"
The price is €93
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (7)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is €155
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (538)
"Excellent stay!"
The price is €111
includes taxes & fees
2 Sept - 3 Sept
Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Loved the Yankee Inn!"
The price is €147
includes taxes & fees
17 Aug - 18 Aug
The Yankee, Trademark Collection by Wyndham
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (210)
"Very nice being right on the mountain. "
The price is €146
includes taxes & fees
2 Sept - 3 Sept
Mount Snow Grand Summit Resort
Inn At Mount Snow
Lobby sitting area

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great location , friendly and knowledgeable staff !"
The price is €130
includes taxes & fees
5 Aug - 6 Aug
Inn At Mount Snow
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is €153
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Lenox Pittsfield
Chalet 239
Family Room | Living area

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (70)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is €106
includes taxes & fees
11 Aug - 12 Aug
Chalet 239
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (957)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is €153
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort
East Rock Inn
Premium Apartment | Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (28)
"Nice , new , quiet and clean room. Bed was very comfortable . Missed the human touch of having a traditional office to call when lost and ideas where to eat, etc. "
The price is €148
includes taxes & fees
1 Sept - 2 Sept
East Rock 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

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"My stay was perfect. I can't wait to stay there again. "
RICHARD 2-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Lenox