Find Ski Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Ski Hotels

Top Western Massachusetts Ski Hotels

Shaker Mill Inn

2.5 star property
West Stockbridge
  • Breakfast included
  • Parking included
  • Free WiFi
  • Housekeeping
9.6 out of 10, Exceptional, (434)
Mountain escapades flourish at this charming inn, where skiing enthusiasts find pristine trails just steps away. Nestled in West Stockbridge, active travelers enjoy cross-country and downhill skiing before returning to peaceful accommodations. Complimentary breakfast fuels outdoor adventures in this serene county setting.
The price is ¥15,647
¥17,165 total
includes taxes & fees
Nov 13 - Nov 14
Shaker Mill Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
8.6 out of 10, Excellent, (1003)
Mountain enthusiasts thrive at this ski-friendly hotel with easy access to Bousquet Ski Area and Jiminy Peak Mountain Resort. Spacious rooms provide comfort after exhilarating days of skiing, snowboarding, or cross-country adventures, while complimentary breakfast fuels tomorrow's slopes.
The price is ¥14,402
¥16,087 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus Berkshire Hills Inn & Suites

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
9.0 out of 10, Wonderful, (1002)
Skiers revel in powder-filled days at this Berkshire Mountain retreat, offering cross-country trails, downhill runs, and snowboarding adventures. After exhilarating slopes, savor Indian cuisine at Mint restaurant while admiring spectacular lake sunsets from private deck views.
The price is ¥16,893
¥18,869 total
includes taxes & fees
Dec 4 - Dec 5
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Ski lifts nearby
  • Snowboarding nearby
8.8 out of 10, Excellent, (692)
Mountain enthusiasts thrive at this riverfront haven featuring an indoor heated pool perfect for après-ski relaxation. Situated near Ski Butternut, the hotel offers convenient access to snowboarding, skiing, and hiking trails. Adventurous days end with plush pillowtop beds and complimentary breakfast.
The price is ¥15,714
¥17,552 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
8.0 out of 10, Very Good, (952)
Mountain adventures begin at this ski-friendly hotel where cross-country trails and downhill slopes await nearby. After exhilarating snow activities, guests revitalize in the heated indoor pool and health club. The onsite restaurant serves delicious meals perfect for refueling between winter excursions.
The price is ¥13,588
¥15,179 total
includes taxes & fees
Nov 21 - Nov 22
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Snowboarding nearby
  • Ski passes
  • Hot tub
9.2 out of 10, Wonderful, (1002)
Powdery slopes beckon just moments away from this ski-friendly haven where winter adventures begin. After exhilarating runs, soothe tired muscles in the indoor pool or hot tub while enjoying spectacular mountain panoramas. Mornings start with complimentary made-to-order breakfast before another day conquering nearby trails.
The price is ¥15,538
¥17,357 total
includes taxes & fees
Dec 7 - Dec 8
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
Williamstown
  • Skiing lessons nearby
8.8 out of 10, Excellent, (2133)
Mountainside relaxation awaits after downhill adventures, with indoor and outdoor pools offering post-ski rejuvenation. Families appreciate the playground, arcade room, and sports courts while savoring spectacular Berkshire views. Spacious accommodations feature fireplaces perfect for warming up after exhilarating mountain experiences.
The price is ¥15,143
¥18,606 total
includes taxes & fees
Nov 14 - Nov 15
Vacation Village in the Berkshires

Berkshire Mountain Lodge

3.0 star property
Pittsfield
  • Ski equipment rentals nearby
  • Hot tub
9.0 out of 10, Wonderful, (753)
Skiers thrive at this mountain retreat offering proximity to Bousquet Ski Area and equipment rentals. Spacious rooms feature full kitchens for après-ski meals, while the hot tub soothes tired muscles. Adventure continues with nearby hiking trails, snow tubing, and ziplining opportunities.
Berkshire Mountain Lodge

Hampton Inn & Suites Greenfield

2.5 star property
Greenfield
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (872)
The price is ¥22,061
¥24,642 total
includes taxes & fees
Dec 4 - Dec 5
Hampton Inn & Suites Greenfield

Quality Inn

2.5 star property
Lee
  • Breakfast included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Parking available
  • Housekeeping
8.4 out of 10, Very Good, (1004)
Mountain enthusiasts savor slope-ready accommodations with premium bedding and in-room refrigerators, ideal for storing snacks after exhilarating runs. Situated minutes from area ski destinations, this hotel offers complimentary continental breakfast before adventurous winter days.
The price is ¥13,462
¥15,037 total
includes taxes & fees
Dec 1 - Dec 2
Quality 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 Western Massachusetts Hotel Reviews

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