A coastal village with houses, a lighthouse, and boats on the water.

Ski Hotels in Massachusetts from ₩103,451

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Top Cities in Massachusetts

A harbor with boats, waterfront houses, and an American flag.
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Nantucket

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Check availability on Massachusetts Ski Hotels

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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Massachusetts ski hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,674 reviews)
  • cleanliness
    Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.
The price is ₩129,963
₩160,153 total
includes taxes & fees
Sep 27 - Sep 28
Vacation Village in the Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Embrace winter magic at this mountainside retreat offering an indoor pool, hot tub, and direct access to Bousquet Ski Area.
The price is ₩146,240
₩163,355 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
A dining table with plates of food, a coffee cup, and a plant.

3. Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (581 reviews)
  • cleanliness
    Ski dreams come alive at this mountain-adjacent retreat with a seasonal outdoor pool and nearby cross-country trails.
Berkshire Valley Inn
A resort with multiple buildings, a parking area, and a mountainous backdrop.

4. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Escape to a ski lover's paradise at Jiminy Peak with slope-side access and two inviting hot tubs.
The price is ₩201,756
₩225,361 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
A spacious hotel lobby with multiple seating areas, large windows, and a television.

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Ski the Berkshires and warm up in the indoor pool after hitting nearby slopes at this art deco hotel nestled in rural Lenox.
The price is ₩168,301
₩187,992 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn & Suites Berkshires-Lenox
A multi-story building with a covered entrance and a brick driveway.

6. Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center
3.0 star property
Westford
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Ski-lovers will discover alpine adventure at Nashoba Valley Ski Area, just minutes from this welcoming Westford retreat with slope storage.
Westford Regency Inn & Conference Center
A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.

7. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
4.0 star property
Leominster
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Ski into winter magic with slope access and cozy lodgings near Wachusett Mountain Ski Area, just moments from your indoor pool retreat.
The price is ₩226,509
₩253,011 total
includes taxes & fees
Oct 25 - Oct 26
Doubletree by Hilton Hotel Leominster
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

8. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
  • cleanliness
    Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is ₩92,618
₩103,451 total
includes taxes & fees
Oct 25 - Oct 26
Monument Mountain Motel
A red building with a sign reading "Shaker Mill Inn."

9. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (475 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cozy relaxation await.
The price is ₩244,509
₩268,226 total
includes taxes & fees
Oct 1 - Oct 2
Shaker Mill Inn
A grand lobby with a staircase, a piano, comfortable seating, and large windows.

10. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Mountain retreat with ski-in access and soothing hot tub offers winter adventure just minutes from Wachusett Mountain.
The price is ₩207,105
₩231,343 total
includes taxes & fees
Sep 28 - Sep 29
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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Top Massachusetts Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location"
Pamela 3-night trip
Posted less than an hour ago
Harborside Inn Of Boston