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

Ski Resorts in Massachusetts

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Top Cities in Massachusetts

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
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Boston

Boston

Check availability on Massachusetts Ski Hotels

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Massachusetts ski hotels

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1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,588 reviews)
  • cleanliness
    Explore ski paradise at Jiminy Peak with mountainside hot tubs and slope-view relaxation at this Williamstown family retreat.
The price is CA $134
CA $165 total
includes taxes & fees
Sep 1 - Sep 2
Vacation Village in the Berkshires
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 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 CA $178
CA $198 total
includes taxes & fees
Sep 16 - Sep 17
The Yankee Inn
Breakfast area

3. Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (580 reviews)
  • cleanliness
    Ski dreams come alive at this mountain-adjacent retreat with a seasonal outdoor pool and nearby cross-country trails.
The price is CA $232
CA $259 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Valley Inn
Exterior

4. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Escape to a ski lover's paradise at Jiminy Peak with slope-side access and two inviting hot tubs.
The price is CA $181
CA $202 total
includes taxes & fees
Sep 29 - Sep 30
Jiminy Peak Mountain Resort
Breakfast area

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 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 CA $173
CA $193 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Berkshires-Lenox
Front of property

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
Bar (on property)

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 CA $216
CA $241 total
includes taxes & fees
Sep 27 - Sep 28
Doubletree by Hilton Hotel Leominster
Room, 2 Queen Beds, Non Smoking

8. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (903 reviews)
  • cleanliness
    Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
The price is CA $119
CA $133 total
includes taxes & fees
Sep 1 - Sep 2
Monument Mountain Motel
Garden

9. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (471 reviews)
  • cleanliness
    Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cozy relaxation await.
The price is CA $220
CA $241 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn
Interior

10. The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Mountain retreat with ski-in access and soothing hot tub offers winter adventure just minutes from Wachusett Mountain.
The price is CA $213
CA $238 total
includes taxes & fees
Sep 1 - Sep 2
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

Omni Parker House

Omni Parker House

10/10 Excellent
"The Omni Parker House is a charming choice for anyone who values history, character and an unbeatable central location. They have a friendly service, classic décor and excellent location, with the hotel putting you within easy walking distance of Boston Common, the Freedom Trail and many of the city’s main attractions. The main drawback is that the hotel’s historic character comes with some compromises: rooms can feel small and dated, and bathrooms have only a screen door. Overall: A good pick if you want a historic Boston experience, atmospheric surroundings and a superb location, but less suitable if modern rooms and contemporary facilities are your priority."
T 2-night trip
Posted less than an hour ago
Omni Parker House

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