Search Chalets in Western Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Western Massachusetts chalets
Chalet in Becket
Little Longbow Lakefront Chalet9.8 out of 10, Exceptional, (21 reviews)
"Absolutely perfect quiet get away to relax and recharge will be back! "
Dana V.
The price is AED 988
AED 1,769 total
includes taxes & fees
16 Jan - 17 Jan
The price is AED 826
AED 2,399 total
includes taxes & fees
20 Jan - 21 Jan
The price is AED 1,010
AED 1,233 total
includes taxes & fees
19 Jan - 20 Jan
Chalet in East Dover
Chalet Mount Snow/Stratton Skiing/hiking9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
Roy-michael G.
The price is AED 487
AED 1,686 total
includes taxes & fees
27 Jan - 28 Jan
Chalet in West Dover
8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly10.0 out of 10, Exceptional, (21 reviews)
"Whole hearted recommend this property for anyone looking to stay in the area. Great location, great atmosphere and most importantly great house. 10/10 hidden gem. "
Joshua L.
The price is AED 813
AED 2,442 total
includes taxes & fees
21 Jan - 22 Jan
9.8 out of 10, Exceptional, (22 reviews)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
SZU YIN C.
The price is AED 583
AED 1,842 total
includes taxes & fees
10 Feb - 11 Feb
10.0 out of 10, Exceptional, (6 reviews)
"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "
Chris I.
The price is AED 878
AED 2,158 total
includes taxes & fees
19 Jan - 20 Jan
Chalet in Dover
NEW Private Chalet - 4 mins to Mt Snow10.0 out of 10, Exceptional, (2 reviews)
"Mary and Adam were absolutely lovely hosts! From the initial booking to check-in and throughout our stay, they were incredibly responsive. The house was fantastic—completely updated, with a fully equipped kitchen, spacious bedrooms, and a beautiful living area with a cozy fireplace.Our only regret is that we couldn’t stay longer. Thank you, Mary and Adam, for a wonderful stay!"
Patricia N.
The price is AED 1,001
AED 2,538 total
includes taxes & fees
9 Feb - 10 Feb
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.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Western Massachusetts Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
Explore a world of travel with Expedia
More Accommodation Types in Western Massachusetts
- Vacation Homes in Western Massachusetts
- Apartments in Western Massachusetts
- Cottages in Western Massachusetts
- Condo Rentals in Western Massachusetts
- B&B in Western Massachusetts
- Motels in Western Massachusetts
- Resorts in Western Massachusetts
- Farmstay in Western Massachusetts
- Cabin Rentals in Western Massachusetts
- Guest Houses in Western Massachusetts
- Inns in Western Massachusetts
- Lodges in Western Massachusetts
- Villas in Western Massachusetts
- Aparthotels in Western Massachusetts
- Condo Resorts in Western Massachusetts
- Hotels