Ski Hotels in Massachusetts from $74

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Pick from 182 Massachusetts Ski Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Vacation Village in the Berkshires
3.0 star property
  • Skiing lessons nearby
8.8 out of 10, Excellent, (2117)
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.
$112 nightly
The price is $125
Nov 12 - Nov 13
Total with taxes and fees
Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
2.5 star property
  • Snowboarding nearby
  • Ski passes
  • Hot tub
9.0 out of 10, Wonderful, (1026)
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.
$107 nightly
The price is $120
Nov 2 - Nov 3
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Berkshire Valley Inn
2.5 star property
  • Snowboarding nearby
  • Ski passes
9.2 out of 10, Wonderful, (564)
Skiers rejoice at this Williamstown mountain haven, situated just 6 miles from Jiminy Peak Mountain Resort. Fully-equipped kitchens complement immaculate rooms after exhilarating days spent skiing, snowboarding, or sledding nearby. Four-legged friends enjoy the amazing dog park while humans savor complimentary breakfast.
$139 nightly
The price is $155
Nov 24 - Nov 25
Total with taxes and fees
Berkshire Valley Inn
Jiminy Peak Mountain Resort
3.0 star property
  • Ski-In/Ski-Out
  • Snowboarding on site
  • Ski lessons
  • Ski equipment rentals
  • 2 hot tubs
8.2 out of 10, Very Good, (984)
Mountain enthusiasts relish direct slope access at this Hancock condo resort, where days filled with skiing and snowboarding transition to evenings relaxing in outdoor hot tubs. Families appreciate the fully-equipped kitchens, tennis courts, and quiet atmosphere just minutes from Mount Greylock.
$149 nightly
The price is $166
Nov 2 - Nov 3
Total with taxes and fees
Jiminy Peak Mountain Resort
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
  • Snowboarding nearby
  • Ski passes
  • Ski equipment rentals nearby
9.2 out of 10, Wonderful, (1000)
Mountain adventure beckons from this ski-friendly retreat with easy access to cross-country and downhill skiing. Following powder-filled days, guests rejuvenate in the indoor pool before retiring to spotlessly clean, spacious rooms. Complimentary breakfast fuels tomorrow's snow explorations.
$111 nightly
The price is $124
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Westford Regency Inn & Conference Center
3.0 star property
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.2 out of 10, Very Good, (1025)
Situated near snowy Nashoba Valley slopes, this hotel caters to winter enthusiasts with convenient ski storage and rejuvenating yoga classes. After exhilarating snow tubing sessions, guests savor meals at two onsite restaurants or unwind with drinks at the stylish lounge.
$144 nightly
The price is $161
Nov 3 - Nov 4
Total with taxes and fees
Westford Regency Inn & Conference Center
Doubletree by Hilton Hotel Leominster
4.0 star property
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
8.6 out of 10, Excellent, (1002)
Mountain adventures beckon at this slope-adjacent retreat featuring an indoor pool and fitness center. Winter enthusiasts can enjoy downhill skiing, cross-country trails, and snowboarding nearby. After exhilarating days on powder-dusted runs, unwind at the bar or savor fresh cuisine at 2 onsite restaurants.
$134 nightly
The price is $150
Nov 25 - Nov 26
Total with taxes and fees
Doubletree by Hilton Hotel Leominster
Monument Mountain Motel
2.5 star property
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
  • Extra beds/cribs
9.0 out of 10, Wonderful, (782)
Powder enthusiasts flock to this spotless mountain motel for its prime location near Ski Butternut, just 3 miles away. Comfortable rooms feature refrigerators and microwaves perfect for après-ski snacks. Barbecue grills and picnic areas welcome outdoor gatherings after thrilling downhill adventures.
$67 nightly
The price is $74
Nov 2 - Nov 3
Total with taxes and fees
Monument Mountain Motel
Shaker Mill Inn
2.5 star property
  • Breakfast included
  • Parking included
  • Free WiFi
  • Housekeeping
9.6 out of 10, Exceptional, (432)
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.
$101 nightly
The price is $111
Nov 4 - Nov 5
Total with taxes and fees
Shaker Mill Inn
The Colonial Hotel
3.0 star property
  • Ski lifts nearby
  • Snowboarding nearby
  • Ski passes
  • Hot tub
8.8 out of 10, Excellent, (1012)
Slopeside convenience meets après-ski relaxation at this mountain haven featuring a rejuvenating sauna, hot tub, and indoor pool complex. Located within 9 miles of Wachusett Mountain Ski Area, adventurers can explore hiking trails or perfect snowboarding skills before returning for restaurant dining.
$144 nightly
The price is $161
Nov 2 - Nov 3
Total with taxes and fees
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.
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