Compare Winchester Chalets
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Featured Winchester Chalets

Vikings Villages Resort - Double Bed Room

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Spectacular 4 Season Home on Spruce Lake

Mandy's Mountain Chalet minutes from Mount Snow,

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

Ski/Lake house for all seasons- Minutes to all

Swiss Chalet Family Retreat w/ lake access
Hotel Options in Winchester

The Colonial Hotel

Colonial Motel And Spa

Comfort Inn & Suites Brattleboro I-91
Chalets
Book the best chalets in Winchester
Take a break from reality and kick back in a Winchester chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.
Get the most from your chalet stay
You’ll make incredible new memories at chalets in Winchester. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Winchester has to offer.
Bring the whole group, because you’ll find plenty of space to spread out at Winchester chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.
Winchester Chalets essential information
Accommodation | 11 Chalets |
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Popular accommodation | Vikings Villages Resort - Double Bed Room, Beautiful Adirondack Cabin with Sauna on Lake Monomonac, Spectacular 4 Season Home on Spruce Lake, Mandy's Mountain Chalet minutes from Mount Snow, , 8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private, Ski/Lake house for all seasons- Minutes to all, Swiss Chalet Family Retreat w/ lake access, 4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi, Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow |