Ski Hotels & Resorts in The Berkshires

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Check availability on The Berkshires Ski Hotels

Best The Berkshires Ski Hotels

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1939)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is AU$202
includes taxes & fees
27 Aug - 28 Aug
Vacation Village in the Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Wonderful place to stay"
The price is AU$230
includes taxes & fees
8 Sept - 9 Sept
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.4 out of 10, Exceptional, (13)
"Really enjoyed my stay here, definitely need a car to get around"
The price is AU$261
includes taxes & fees
12 Aug - 13 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (550)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (638)
"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 AU$254
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (959)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is AU$272
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is AU$255
includes taxes & fees
1 Sept - 2 Sept
East Rock Inn

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is AU$204
includes taxes & fees
11 Aug - 12 Aug
Wagon Wheel Inn

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (8)
"Housing is just as beautiful as the pictures show and the residential neighborhood is quiet, conveniently situated. Hosts are very responsive. We really enjoyed our stay!! "
The price is AU$639
includes taxes & fees
11 Aug - 12 Aug
The Blue Elm - A Historic Berkshire Cottage

Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain

10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
The price is AU$362
includes taxes & fees
11 Aug - 12 Aug
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
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