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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Western Massachusetts chalets

Terrace/patio

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
Charlemont
10.0 out of 10, Exceptional, (1 review)
The price is €750
includes taxes & fees
27 Feb - 28 Feb
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
Exterior

Adirondack Cabin/House with Sauna on Lake Monomonac next to Mt. Monadnock

Adirondack Cabin/House with Sauna on Lake Monomonac next to Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (25 reviews)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
The price is €294
includes taxes & fees
1 Mar - 2 Mar
Adirondack Cabin/House with Sauna on Lake Monomonac next to Mt. Monadnock
Exterior

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is €235
includes taxes & fees
11 Mar - 12 Mar
Vikings Villages Resort - Double Bed Room
Exterior

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.8 out of 10, Exceptional, (24 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. "
United States
SZU YIN C.
The price is €365
includes taxes & fees
10 Mar - 11 Mar
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Exterior

Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
9.8 out of 10, Exceptional, (10 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is €362
includes taxes & fees
1 Mar - 2 Mar
Chalet Mount Snow/Stratton Skiing/hiking
Outdoor dining

Private cabin: 7 mins to slopes, wood fireplace

Private cabin: 7 mins to slopes, wood fireplace
Dover
9.8 out of 10, Exceptional, (6 reviews)
"We spent the week, excellent location and the home was exactly as described in listing."
United States
Chris R.
The price is €627
includes taxes & fees
2 Mar - 3 Mar
Private cabin: 7 mins to slopes, wood fireplace
Exterior

Secluded Luxurious Chalet with Pool and Hot Tub. Pet-Friendly!

Secluded Luxurious Chalet with Pool and Hot Tub. Pet-Friendly!
Cropseyville
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony."
United States
Patrick H.
The price is €1,461
includes taxes & fees
4 Mar - 5 Mar
Secluded Luxurious Chalet with Pool and Hot Tub. Pet-Friendly!
Exterior

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Dover
10.0 out of 10, Exceptional, (7 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. "
United States
Chris I.
The price is €502
includes taxes & fees
9 Mar - 10 Mar
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Outdoor spa tub

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
Dover
10.0 out of 10, Exceptional, (11 reviews)
"Helpful, fun and warm. "
United States
Anthony S.
The price is €850
includes taxes & fees
3 Mar - 4 Mar
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
Exterior

NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow
Dover
10.0 out of 10, Exceptional, (3 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!"
United States
Patricia N.
The price is €557
includes taxes & fees
2 Mar - 3 Mar
NEW Private Chalet - 4 mins to Mt Snow
Terrace/patio

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Dover
10.0 out of 10, Exceptional, (15 reviews)
"This place was absolutely amazing! The pictures didn’t do this place justice. The ambience of the deck at night was magical. "
United States
Kaymari T.
The price is €823
includes taxes & fees
2 Mar - 3 Mar
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
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 Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Great! Go annually. Highly recommend "
Joseph 3-night trip
Posted 22 hours ago
Vacation Village in the Berkshires

Find out more about Western Massachusetts

Western Massachusetts Chalets information

Number of reviews
79
Accommodation
3 Chalets
Lowest Price
€235
Highest Price
€1,461

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