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Compare Windsor Chalets

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Featured Windsor Chalets

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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.

Windsor Ski Accommodation

    Snapdragon Inn

    Snapdragon Inn

    26 Main Street, Windsor, VT
    Snapdragon Inn
    Windsor Mansion Inn

    Windsor Mansion Inn

    153 Pembroke Road, Windsor, VT
    The price is $109 per night from May 3 to May 4
    4.4/5Excellent! (14 reviews)
    Windsor Mansion Inn

Chalets

Book the best chalets in Windsor
Take a break from reality and kick back in a Windsor 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 Windsor. 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 Windsor has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Windsor 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.

Hotel Options in Windsor

    Windsor Mansion Inn

    Windsor Mansion Inn

    153 Pembroke Road, Windsor, VT
    The price is $109 per night from May 3 to May 4
    4.4/5Excellent! (14 reviews)
    Windsor Mansion Inn
    Fat Sheep Farm & Cabins

    Fat Sheep Farm & Cabins

    122 Best Rd, Windsor, VT
    The price is $158 per night from Apr 28 to Apr 29
    Fat Sheep Farm & Cabins
    Snapdragon Inn

    Snapdragon Inn

    26 Main Street, Windsor, VT
    Snapdragon Inn