Photo by Donny Campos

Search Chalets in Winchester

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Chalets in Winchester

Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Exterior

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (23)
"The perfect cabin for a weekend getaway. The cabin had everything we needed and more!!! "
The price is SAR 896
SAR 1,457 total
includes taxes & fees
19 Oct - 20 Oct
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Mountain Chalet mins from Mt Snow Skiing/hiking
Exterior

Mountain Chalet mins from Mt Snow Skiing/hiking

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is SAR 510
SAR 1,724 total
includes taxes & fees
20 Oct - 21 Oct
Mountain Chalet mins from Mt Snow Skiing/hiking
Vikings Villages Resort - Double Bed Room
Exterior

Vikings Villages Resort - Double Bed Room

The price is SAR 1,031
SAR 1,379 total
includes taxes & fees
3 Nov - 4 Nov
Vikings Villages Resort - Double Bed Room
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, (20)
"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 SAR 878
SAR 2,530 total
includes taxes & fees
15 Oct - 16 Oct
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Would definitely stay again. Very convenient location "
Stephanie 2-night trip
Posted 2 days ago
Best Western Plus Keene Hotel