Ski Hotels & Resorts in Western Massachusetts from AU$160
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21 Aug - 23 AugOur 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.
AU$261
includes taxes & fees
7 Sept - 8 Sept
2. Hotel Northampton
Hotel NorthamptonNorthampton
- Alpine escape in the historic Hotel Northampton with nearby ski access and cosy fireside lounges.
AU$235
includes taxes & fees
12 Aug - 13 Aug
3. The Ellery
The ElleryNorthampton
- Winter wonders await at this charming bed & breakfast near ski areas, where crackling lobby fireplaces and mountain adventures combine.
AU$226
includes taxes & fees
25 Aug - 26 Aug
4. Old Mill Inn
Old Mill InnHatfield
- This historic, cosy bed & breakfast welcomes skiers with premium amenities and a perfect location for winter escapes.
AU$285
includes taxes & fees
18 Aug - 19 Aug
5. 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.
AU$160
includes taxes & fees
31 Aug - 1 Sept
6. Homewood Suites by Hilton Holyoke-Springfield/North
Homewood Suites by Hilton Holyoke-Springfield/NorthHolyoke
- Mountain lodge ski adventure with easy access to nearby slopes and cosy fireplace.
AU$193
includes taxes & fees
23 Aug - 24 Aug
AU$245
includes taxes & fees
6 Sept - 7 Sept
8. The Red Lion Inn
The Red Lion InnStockbridge
- Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
AU$318
includes taxes & fees
9 Sept - 10 Sept
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4-star ski hotels in Western Massachusetts
AU$144
includes taxes & fees
3 Sept - 4 Sept
AU$615
includes taxes & fees
3 Sept - 4 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
AU$565
includes taxes & fees
24 Aug - 25 Aug
AU$544
includes taxes & fees
1 Sept - 2 Sept
AU$353
includes taxes & fees
10 Sept - 11 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
The Yankee Inn
10/10 Excellent
"All in all a great stay at the Yankee Inn / Lenox MA. We always return to the same place and thank you to staff for making us feel right at home. Great location, Really Great place, amenities, service, and breakfast too, Til the next visit ! L & I"
The Red Lion Inn
10/10 Excellent
"Quaint New England Inn. Felt like I was stepping back in time. Delightful."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Love this hotel for going to Mass MoCA"
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
FairBridge Inn Express
10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
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