Ski Hotels & Resorts in Western Massachusetts from AU$105
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Western Massachusetts Ski Hotels
Our top choices for Western Massachusetts ski hotels
9.2 out of 10, Wonderful, (1,006 reviews)
- Embrace winter magic at this mountainside retreat offering an indoor pool, spa pool, and direct access to Bousquet Ski Area.
"Helpful and friendly staff, clean room, great pool amd jaccuzzi. Breakfast was great!!!"
Zina
The price is AU$153
includes taxes & fees
18 May - 19 May
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,002 reviews)
- Nestled near premier ski areas, this cosy retreat offers mountain adventures and a fitness centre for year-round active stays.
"Great location to the ski area we were visiting."
John
The price is AU$169
includes taxes & fees
18 May - 19 May
9.6 out of 10, Exceptional, (453 reviews)
- Step into winter adventures at this West Stockbridge bed & breakfast, where cross-country skiing trails and cosy relaxation await.
"Great location, clean, comfortable and delicious breakfast! Owner, John, gave us a complete tour of everything available in our room and the area. Great room with fireplace in sitting area, comfortable beds and kitchenette. Small town with shops, great bookstore, and restaurant within walking distance. Grounds look like they would be beautiful in spring, summer...we were there in January. Highly recommend."
Deborah
The price is AU$157
includes taxes & fees
13 May - 14 May
8.4 out of 10, Very good, (1,013 reviews)
- Experience snowy adventures in Great Barrington with daily manager's reception and a hearty breakfast before hitting the slopes.
"It is centrally located near literally EVERYTHING there is to do in Great Barrington outside of skiing."
Ashley
The price is AU$130
includes taxes & fees
18 May - 19 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.2 out of 10, Wonderful, (1,010 reviews)
- Winter wonderland awaits at lakefront ski haven; fuel adventures with free breakfast and relax by panoramic waters.
"Location is convenient to Lee Outlet Shopping, supermarket shopping, restaurants, ski area, and town area."
Anonymous traveller
The price is AU$196
includes taxes & fees
17 May - 18 May
9.2 out of 10, Wonderful, (904 reviews)
- Winter sports paradise nestled near Williams College offers ski storage, cosy rooms, and a picturesque garden setting.
"Every detail of our room was well thought out and beautiful! Great shower and bath features, everything worked great, just awesome especially for the price. Love the flowers around the hotel and super friendly and thorough checkin."
Christina
The price is AU$129
includes taxes & fees
17 May - 18 May
8.8 out of 10, Excellent, (1,010 reviews)
- Step into winter wonderland at this historic hotel, where skiing adventures and mountain relaxation unite just steps from scenic trails.
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming.
Highly recommend making reservations at their Tavern or Dining Area.
Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline
The price is AU$298
includes taxes & fees
19 May - 20 May
9.0 out of 10, Wonderful, (851 reviews)
- Scenic Berkshires ski retreat offers winter thrills just minutes from Butternut Mountain and Great Barrington's charm.
"Nice hot shower. It isn't the ritz, but who needs the ritz?!"
Candice
The price is AU$105
includes taxes & fees
19 May - 20 May
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.
Top Western Massachusetts Hotel Reviews
Hotel On North
10/10 Excellent
Explore a world of travel with Expedia
- Apartments in Ashfield
- B&B in Ashfield
- Caravan Parks in Ashfield
- Guest Houses in Ashfield
- Holiday Homes in Ashfield
- Cheap Hotels in Ashfield
- Ashfield Hotels
- Motels in Ashfield
- Beach Hotels in Becket
- Cheap Hotels in Becket
- Hotels with Parking in Becket
- Cheap Hotels in Blandford
- Luxury Hotels in Blandford
- B&B in Chester
- Chester Hotels
- Chesterfield Hotels
- Conway Hotels
- Cummington Hotels
- Luxury Hotels in Easthampton
- Easthampton Hotels
- B&B in Florence
- Caravan Parks in Florence
- Cheap Hotels in Florence
- Hotels with Pool in Florence
- Luxury Hotels in Florence
- Romantic Hotels in Florence
- Spa Hotels in Florence
- Florence Hotels
- Holiday Homes in Goshen
- Luxury Hotels in Goshen
- Goshen Hotels
- Guest Houses in Hadley
- Hotels with Parking in Hadley
- Hadley Hotels
- B&B in Hatfield
- Cabin Rentals in Hatfield
- Cheap Hotels in Hatfield
- Hatfield Hotels
- Motels in Hatfield
- Huntington Hotels
- B&B in Northampton
- Caravan Parks in Northampton
- Cottages in Northampton
- Farmstay in Northampton
- Cheap Hotels in Northampton
- Hotels with Parking in Northampton
- Lgbt Welcoming Hotels in Northampton
- Pet Friendly Hotels in Northampton
- Red Roof Inn Hotels in Northampton
- Spa Hotels in Northampton
- Northampton Hotels
- Motels in Northampton
- B&B in Peru
- Holiday Homes in Peru
- Cheap Hotels in Peru
- Peru Hotels
- B&B in Russell
- Holiday Homes in Russell
- Family Hotels in Russell
- Russell Hotels
- Inns in Russell
- Motels in Russell
- Hotels near Smith College
- Lgbt Welcoming Hotels in South Deerfield
- South Deerfield Hotels
- B&B in Southampton
- Holiday Homes in Southampton
- Cheap Hotels in Southampton
- Historic Hotels in Southampton
- Luxury Hotels in Southampton
- Southampton Hotels
- Westhampton Hotels
- B&B in Whately
- Luxury Hotels in Whately
- Whately Hotels
- Cheap Hotels in Williamsburg
- Luxury Hotels in Williamsburg
- B&B in Worthington
- Luxury Hotels in Worthington