Find Ski Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Ski Hotels

Tonight
Aug 23 - Aug 24
Tomorrow
Aug 24 - Aug 25
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Top Western Massachusetts Ski Hotels

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
"Really enjoyed my stay here, definitely need a car to get around"
The price is ₩186,991
₩208,870 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Inn At Mount Snow
Lobby sitting area

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (21)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is ₩174,631
₩192,094 total
includes taxes & fees
Aug 24 - Aug 25
Inn At Mount Snow
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Wonderful place to stay"
The price is ₩173,086
₩193,342 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (585)
"Amazing place to stay. Can’t wait to go again. "
The price is ₩106,197
₩149,532 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1003)
"Very comfortable and a nice breakfast "
The price is ₩151,710
₩169,460 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (74)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is ₩186,783
₩205,462 total
includes taxes & fees
Aug 31 - Sep 1
Chalet 239
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (58)
"Great place"
The price is ₩247,799
₩277,535 total
includes taxes & fees
Aug 26 - Aug 27
Little Cat Lodge
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (640)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is ₩219,796
₩245,513 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Lenox Pittsfield
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"Very comfortable for a weeks' stay. Good location "
The price is ₩121,132
₩139,302 total
includes taxes & fees
Sep 4 - Sep 5
Days Inn by Wyndham Torrington
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, (740)
"A great mom & pop motel. Clean and friendly "
The price is ₩106,466
₩118,932 total
includes taxes & fees
Sep 1 - Sep 2
Monument Mountain Motel
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* ski hotels in Western Massachusetts

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 ₩428,177
₩517,983 total
includes taxes & fees
Sep 8 - Sep 9
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Family-friendly ski hotels in Western Massachusetts

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cribs/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (20)
The price is ₩186,991
₩208,870 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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 Western Massachusetts Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Great stay. Well balanced, clean, friendly. "
Derek 1-night trip
Posted 3 days ago
Hotel Downstreet, Ascend Hotel Collection