Find Ski Hotels in Cummington, MA from CA $110

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Check availability on Cummington Ski Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Cummington Ski Hotels

Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (544)
"Excellent stay!"
The price is CA $132
CA $178 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield - Berkshires
Enjoy a diverse selection of hot and cold dishes at our buffet.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
9.6 out of 10, Exceptional, (11)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $221
CA $247 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Express & Suites Pittsfield - Berkshires
Wagon Wheel Inn
Enjoy a serene outdoor setting with two picnic tables on a well-maintained lawn.

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is CA $164
CA $183 total
includes taxes & fees
Aug 20 - Aug 21
Wagon Wheel Inn
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, (1003)
"Wonderful place to stay"
The price is CA $197
CA $220 total
includes taxes & fees
Sep 1 - Sep 2
The Yankee, Trademark Collection by Wyndham
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, (1933)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is CA $126
CA $156 total
includes taxes & fees
Aug 27 - Aug 28
Vacation Village in the Berkshires
Hilton Garden Inn Lenox Pittsfield
Relax on the patio with wicker sofas and armchairs, surrounded by a fire feature and a beautiful garden view.

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 CA $219
CA $244 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Lenox Pittsfield
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, (958)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is CA $218
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
Jiminy Peak Mountain Resort
UNIQUE - 1BR Country Condo @ Jiminy Peak
Relax in a spacious spa room with a large hot tub and comfortable seating area.

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Clean and quiet, nicely decorated! "
The price is CA $110
CA $398 total
includes taxes & fees
Aug 13 - Aug 14
UNIQUE - 1BR Country Condo @ Jiminy Peak
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Relax in this inviting living room with a sofa, TV, and potted plant, offering a view of the surrounding trees.

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 CA $150
CA $331 total
includes taxes & fees
Aug 13 - Aug 14
Must See Jurassic Jiminy Suite Country Inn - Sleeps 4 Ski On/Off Mountain
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Enjoy a meal at John Harvard's Restaurant & Brewery, located near a pool area with lounge chairs.

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
The price is CA $150
CA $331 total
includes taxes & fees
Aug 13 - Aug 14
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country 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 Cummington Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Studio was nice and spacious. I got there late and left early so didn’t take advantage of amenities but they looked nice."
Mitchell 1-night trip
Posted 1 day ago
Vacation Village in the Berkshires