Search Chalets in Western Massachusetts

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Chalets in Western Massachusetts and around

Our top choices for Western Massachusetts chalets

Vikings Villages Resort - Double Bed Room
Exterior

Vikings Villages Resort - Double Bed Room

The price is €293
includes taxes & fees
24 Aug - 25 Aug
Vikings Villages Resort - Double Bed Room
Mandy's Mountain Chalet minutes from Mount Snow,
Exterior

Mandy's Mountain Chalet minutes from Mount Snow,

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is €322
includes taxes & fees
25 Aug - 26 Aug
Mandy's Mountain Chalet minutes from Mount Snow,
Private Chalet: walk to hiking/biking trails and golf course
Smart TV, fireplace, books

Private Chalet: walk to hiking/biking trails and golf course

2.0 star property
9.6 out of 10, Exceptional, (5)
"We spent the week, excellent location and the home was exactly as described in listing."
The price is €494
includes taxes & fees
24 Aug - 25 Aug
Private Chalet: walk to hiking/biking trails and golf course
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
Outdoor spa tub

8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

10.0 out of 10, Exceptional, (19)
"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. "
The price is €533
includes taxes & fees
26 Aug - 27 Aug
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (4)
"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. "
The price is €417
includes taxes & fees
28 Aug - 29 Aug
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Terrace/patio

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

9.6 out of 10, Exceptional, (19)
"We had an amazing trip, and the host was very responsive and helpful with everything. The house was great, had everything we needed, and the private ski run back to the property was really fun. Highly recommend this property and the best host we have ever had!! Favoriting this place for a future stay!"
The price is €328
includes taxes & fees
1 Sept - 2 Sept
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
Outdoor spa tub

Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

10.0 out of 10, Exceptional, (13)
"This spot was perfect for a weekend at mount snow! It was so quick to get to the mountain and good area for food and shops. I would definitely stay here again!"
The price is €519
includes taxes & fees
26 Aug - 27 Aug
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
NEW Private Chalet - 4 mins to Mt Snow
Property grounds

NEW Private Chalet - 4 mins to Mt Snow

10.0 out of 10, Exceptional, (1)
The price is €580
includes taxes & fees
24 Aug - 25 Aug
NEW Private Chalet - 4 mins to Mt Snow
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"The house was great for our family of 5 and our dog. Located so close to Mt. Snow, it was an easy drive, clean and had anything we needed to cook and relax. The hosts are very communicative!"
The price is €709
includes taxes & fees
2 Sept - 3 Sept
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus
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

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

10/10 Excellent
"Staff were wonderful. Bethany at the front desk was friendly and helpful!Very clean. Have stayed here numerous times and always have fun. It’s a good area with cute shops."
Janice 2-night trip
Posted 1 day ago
Hotel Downstreet, Ascend Hotel Collection