Photo by Donny Campos
Search Chalets in Winchester
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Chalets in Winchester

Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
10.0 out of 10, Exceptional, (21)
The price is SAR 747
SAR 1,258 total
includes taxes & fees
7 Jul - 8 Jul

Vikings Villages Resort - Double Bed Room
Vikings Villages Resort - Double Bed Room
The price is SAR 1,313
SAR 1,759 total
includes taxes & fees
23 Jun - 24 Jun

Spectacular 4 Season Home on Spruce Lake
Spectacular 4 Season Home on Spruce Lake
9.8 out of 10, Exceptional, (66)

Mandy's Mountain Chalet minutes from Mount Snow,
Mandy's Mountain Chalet minutes from Mount Snow,
9.8 out of 10, Exceptional, (9)
The price is SAR 432
SAR 1,459 total
includes taxes & fees
29 Jun - 30 Jun

8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
10.0 out of 10, Exceptional, (18)
The price is SAR 729
SAR 2,359 total
includes taxes & fees
28 Jun - 29 Jun

Ski/Lake house for all seasons- Minutes to all
Ski/Lake house for all seasons- Minutes to all
10.0 out of 10, Exceptional, (1)

Swiss Chalet Family Retreat w/ lake access
Swiss Chalet Family Retreat w/ lake access

4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
10.0 out of 10, Exceptional, (1)
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
Recent reviews of Winchester hotels
Recent reviews of Winchester hotels

Courtyard by Marriott Keene Downtown
5/5 Excellent
"pool out of service"
A verified traveler stayed at Courtyard by Marriott Keene Downtown
Posted 3 days ago