Compare Woodstock Chalets

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Featured Woodstock 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.

Woodstock Ski Accommodation

    On The River Inn

    On The River Inn

    1653 West Woodstock Road, Woodstock, VT
    $232 nightly
    The price is $256 total per night from Nov 2 to Nov 3
    $256 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,003 reviews)
    Sleep Woodstock Motel

    Sleep Woodstock Motel

    4324 West Woodstock Road, Woodstock, VT
    $130 nightly
    The price is $143 total per night from Nov 3 to Nov 4
    $143 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9.6/10 Exceptional! (525 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    $158 nightly
    The price is $174 total per night from Nov 2 to Nov 3
    $174 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.6/10 Excellent! (835 reviews)
    Deer Brook Inn

    Deer Brook Inn

    4548 West Woodstock Road, Woodstock, VT
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    $449 nightly
    The price is $494 total per night from Nov 2 to Nov 3
    $494 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (534 reviews)
    The Jackson

    The Jackson

    43 Senior Lane, Woodstock, VT
    $149 nightly
    The price is $164 total per night from Nov 5 to Nov 6
    $164 total
    Nov 5 - Nov 6
    Total with taxes and fees
    9.6/10 Exceptional! (232 reviews)

Hotel Options in Woodstock

    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    $158 nightly
    The price is $174 total per night from Nov 2 to Nov 3
    $174 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.6/10 Excellent! (835 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    $449 nightly
    The price is $494 total per night from Nov 2 to Nov 3
    $494 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (534 reviews)
    The Jackson

    The Jackson

    43 Senior Lane, Woodstock, VT
    $149 nightly
    The price is $164 total per night from Nov 5 to Nov 6
    $164 total
    Nov 5 - Nov 6
    Total with taxes and fees
    9.6/10 Exceptional! (232 reviews)

Chalets

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

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

Woodstock Chalets essential information

Accommodation
51 Chalets
Lowest Price
$143
Highest Price
$1,163
Popular accommodation
Killington Chalet - Great Space and Location!, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals., "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Okemo Mountain Chalet W/ Hot Tub and Game Room, Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, South View Chalet!, Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

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