Photo by Photo courtesy of Berkshire Visitors Bureau

Search Chalets in The Berkshires

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Chalets in The Berkshires and around

Vikings Villages Resort - Double Bed Room

Guilford
The price is €327
includes taxes & fees
1 Dec - 2 Dec
Vikings Villages Resort - Double Bed Room

Hot Tub, Game Room, Fire Pit, Dog friendly, 8 minutes to Ski Mount Snow

West Dover
9.6 out of 10, Exceptional, (21)
"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."
United States
Jeannine A.
The price is €523
includes taxes & fees
30 Nov - 1 Dec
Hot Tub, Game Room, Fire Pit, Dog friendly, 8 minutes to Ski Mount Snow

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

Dover
9.8 out of 10, Exceptional, (22)
"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 €388
includes taxes & fees
15 Dec - 16 Dec
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Mountain Chalet mins from Mt Snow Skiing/hiking

East Dover
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is €386
includes taxes & fees
2 Dec - 3 Dec
Mountain Chalet mins from Mt Snow Skiing/hiking

Private cabin: 7 mins to slopes, wood fireplace

2.0 star property
Dover
9.6 out of 10, Exceptional, (5)
"We spent the week, excellent location and the home was exactly as described in listing."
United States
Chris R.
The price is €497
includes taxes & fees
23 Nov - 24 Nov
Private cabin: 7 mins to slopes, wood fireplace

NEW Private Chalet - 4 mins to Mt Snow

Dover
10.0 out of 10, Exceptional, (1)
The price is €516
includes taxes & fees
23 Nov - 24 Nov
NEW Private Chalet - 4 mins to Mt Snow

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

Dover
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. "
United States
Chris I.
The price is €534
includes taxes & fees
23 Nov - 24 Nov
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

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

Dover
10.0 out of 10, Exceptional, (8)
"Communication was exceptional and property was as described. Great location, comfortable beds, well supplied and super easy check-in and checkout. "
United States
Paul M.
The price is €698
includes taxes & fees
25 Nov - 26 Nov
Hot Tub, Theater & Game Rooms, Fire Pit, 1 mile to Mount Snow, nearby Moover bus

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

Dover
10.0 out of 10, Exceptional, (14)
"Place was super clean. My wife’s favorite video game pac man was down stairs which gave us all a chance to compete against each other and was a blast. We would love to go back A on this property "
United States
Rich H.
The price is €631
includes taxes & fees
23 Nov - 24 Nov
Charming Chalet w. 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.
Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

The Berkshires Chalets information

Number of reviews
Accommodation
Chalets
Lowest Price
Highest Price

Explore a world of travel with Expedia