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

Ski Hotels in Massachusetts

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Top Cities in Massachusetts

A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.
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Boston

Boston

Check availability on Massachusetts Ski Hotels

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Massachusetts ski hotels

Indoor pool

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,837 reviews)
  • cleanliness
    Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.
The price is €90
includes taxes & fees
9 Nov - 10 Nov
Vacation Village in the Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 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 €127
includes taxes & fees
20 Nov - 21 Nov
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, (582 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 wooden cabin with a porch and steps leading to a door, surrounded by snow.

4. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Escape to a ski lover's paradise at Jiminy Peak with slope-side access and two inviting hot tubs.
The price is €134
includes taxes & fees
9 Nov - 10 Nov
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, (1,003 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 €110
includes taxes & fees
15 Nov - 16 Nov
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 hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.

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 cosy lodgings near Wachusett Mountain Ski Area, just moments from your indoor pool retreat.
The price is €151
includes taxes & fees
15 Nov - 16 Nov
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, (942 reviews)
  • cleanliness
    Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is €60
includes taxes & fees
9 Nov - 10 Nov
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, (483 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cosy relaxation await.
The price is €143
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A spa area with a hot tub, a glass-enclosed shower, and a tiled floor.

10. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Mountain retreat with ski-in access and soothing hot tub offers winter adventure just minutes from Wachusett Mountain.
The price is €144
includes taxes & fees
10 Nov - 11 Nov
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
"This is a great spot in a walkable location with plenty to do just minutes away. Fun restaurant/bar right next door. Friendly staff and convenient parking."
Tammy 1-night trip
Posted less than an hour ago
Harborside Inn Of Boston

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