Search Ski Hotels in 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

Massachusetts Accommodation: Most Popular Cities to Stay

HotelsHotels

Boston

Boston

Check availability on Massachusetts Ski Hotels

Top Massachusetts Ski Hotels

Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1875)
"Always a great stay. Everyone enjoys the pool and hot tub. Right across the street from
skiing
and snowboarding. "
Tarin
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"We came to shred the gnar at the Bousquet
ski
area down the block. This property is extremely convenient for such an endeavor. Check in was easy. There was exquisite artwork depicting the authentic Berkshire
skiing
experience in the room. The breakfast was radical. Eggs and sausages and muffins and pastries and excellent coffee. Only issue was that upon arrival we learned that the hot tub and pool were closed for renovations. This was quite unfortunate as we were excited to take some laps in the...
patrick
The price is ₹10,890
₹12,164 total
includes taxes & fees
24 Jul - 25 Jul
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
Relax in a serene, sheltered space with a cushioned bench and potted plant.

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (552)
"Amazing service at a cute classic motel from the mid-20th century. Great location for
skiing
and hiking."
Van
The price is ₹15,212
₹16,992 total
includes taxes & fees
28 Jul - 29 Jul
Berkshire Valley Inn
Jiminy Peak Mountain Resort
Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (947)
"
Ski
in right to the door of the lodge! The outdoor hot tub was especially soothing after a long day of
skiing
. So much room in our 1 bedroom with full stocked kitchen. The bed was very comfortable. "
jennifer
The price is ₹13,852
₹15,473 total
includes taxes & fees
29 Jul - 30 Jul
Jiminy Peak Mountain Resort
Hampton Inn & Suites Berkshires-Lenox
Hotel features a two-story design with a flat roof and a mix of brick and siding.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Check in was quick and simple. Staff has been exceptional. Area is clean. Beds are comfortable. Breakfast was warm and filling. Very close to downtown activities and
ski
slope. I would come again. "
michael
The price is ₹13,514
₹15,095 total
includes taxes & fees
31 Jul - 1 Aug
Hampton Inn & Suites Berkshires-Lenox
Westford Regency Inn & Conference Center
Enjoy live performances and presentations in our elegant lobby, featuring a grand piano and comfortable seating.

Westford Regency Inn & Conference Center

3.0 star property
8.2 out of 10, Very good, (1019)
"Enjoyed our stay, complimentary breakfast was very good with plenty of options, staff were friendly, room was clean. Will stay here again. "
Chelsea
The price is ₹10,459
₹11,683 total
includes taxes & fees
2 Aug - 3 Aug
Westford Regency Inn & Conference Center
Doubletree by Hilton Hotel Leominster
Welcome to our lobby, featuring a central reception desk, comfortable seating areas, and framed artworks on the walls.

Doubletree by Hilton Hotel Leominster

4.0 star property
8.6 out of 10, Excellent, (1005)
"Was conveniently located to town. Rooms were very clean and clean thru out the hotel. Breakfast buffet was very good with many choices. "
penny
The price is ₹13,989
₹15,625 total
includes taxes & fees
3 Aug - 4 Aug
Doubletree by Hilton Hotel Leominster
Monument Mountain Motel
Comfortable retreat with a neatly made bed, wall-mounted lamps, and a convenient nightstand.

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (730)
"Nice hot shower. It isn't the ritz, but who needs the ritz?!"
Candice
Monument Mountain Motel
Shaker Mill Inn
Step into the charming Shaker Mill Inn, surrounded by lush greenery and a beautiful garden.

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (416)
"Great location, clean, comfortable and delicious breakfast! Owner, John, gave us a complete tour of everything available in our room and the area. Great room with fireplace in sitting area, comfortable beds and kitchenette. Small town with shops, great bookstore, and restaurant within walking distance. Grounds look like they would be beautiful in spring, summer...we were there in January. Highly recommend."
Deborah
The price is ₹15,426
₹16,923 total
includes taxes & fees
20 Jul - 21 Jul
Shaker Mill Inn
The Colonial Hotel
Experience the grandeur of our lobby, featuring a beautifully patterned carpet, a comfortable seating area, and a stunning staircase.

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1011)
"We stay here every time we visit and it is always a good experience. Cherry on top is they allow dogs which is a huge help because there are not many hotels in this are much less ones that allow pets. It's always clean and a good experience. Just a warning though, the pool and hot tub always has an excess anoint of chlorine but the kids love swimming here!"
Liz
The Colonial Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free