Ski Hotels & Resorts in Western Massachusetts from NZ$171
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18 Sept - 20 SeptOur top choices for Western Massachusetts ski hotels
1. The Yankee Inn
The Yankee InnLenox
- Embrace winter magic at this mountainside retreat offering an indoor pool, spa pool, and direct access to Bousquet Ski Area.
NZ$220
includes taxes & fees
22 Sept - 23 Sept
2. Hotel Northampton
Hotel NorthamptonNorthampton
- Alpine escape in the historic Hotel Northampton with nearby ski access and cosy fireside lounges.
NZ$235
includes taxes & fees
7 Sept - 8 Sept
3. The Ellery
The ElleryNorthampton
- Winter wonders await at this charming bed & breakfast near ski areas, where crackling lobby fireplaces and mountain adventures combine.
NZ$272
includes taxes & fees
22 Sept - 23 Sept
4. Old Mill Inn
Old Mill InnHatfield
- This historic, cosy bed & breakfast welcomes skiers with premium amenities and a perfect location for winter escapes.
NZ$353
includes taxes & fees
20 Sept - 21 Sept
5. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
- Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
NZ$242
includes taxes & fees
27 Sept - 28 Sept
6. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
- Ski Lee's winter magic with cosy comfort just minutes from thrilling slopes, plus complimentary breakfast to fuel your adventures.
NZ$192
includes taxes & fees
27 Sept - 28 Sept
7. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Alpine retreat with ski adventures awaits at Berkshire Mountain Lodge in the snow-capped mountains.
NZ$189
includes taxes & fees
1 Oct - 2 Oct
8. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
- Nestled near premier ski areas, this cosy retreat offers mountain adventures and a fitness centre for year-round active stays.
NZ$171
includes taxes & fees
8 Sept - 9 Sept
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4-star ski hotels in Western Massachusetts
NZ$758
includes taxes & fees
8 Sept - 9 Sept
NZ$188
includes taxes & fees
7 Sept - 8 Sept
NZ$677
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
NZ$679
includes taxes & fees
28 Sept - 29 Sept
NZ$420
includes taxes & fees
21 Sept - 22 Sept
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.
View all propertiesTop Western Massachusetts Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
"Enjoyed our stay and would highly recommend!"
The Red Lion Inn
10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
FairBridge Inn Express
8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Quality Inn Great Barrington
10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
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