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

    506 On the River Inn

    506 On the River Inn

    1653 West Woodstock Road, Woodstock, VT
    The price is $213 per night from May 4 to May 5
    $213
    includes taxes & fees
    $193 per night
    May 4 - May 5
    9.2/10 Wonderful! (998 reviews)
    Sleep Woodstock Motel

    Sleep Woodstock Motel

    4324 West Woodstock Road, Woodstock, VT
    The price is $129 per night from May 4 to May 5
    $129
    includes taxes & fees
    $117 per night
    May 4 - May 5
    9.6/10 Exceptional! (481 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    The price is $132 per night from May 4 to May 5
    $132
    includes taxes & fees
    $120 per night
    May 4 - May 5
    8.6/10 Excellent! (735 reviews)
    Deer Brook Inn

    Deer Brook Inn

    4548 West Woodstock Road, Woodstock, VT
    10/10 Exceptional! (21 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    The price is $373 per night from May 26 to May 27
    $373
    includes taxes & fees
    $339 per night
    May 26 - May 27
    9.2/10 Wonderful! (513 reviews)
    The Jackson

    The Jackson

    43 Senior Lane, Woodstock, VT
    The price is $273 per night from May 2 to May 3
    $273
    includes taxes & fees
    $248 per night
    May 2 - May 3
    9.8/10 Exceptional! (210 reviews)

Hotel Options in Woodstock

    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    The price is $373 per night from May 26 to May 27
    $373
    includes taxes & fees
    $339 per night
    May 26 - May 27
    9.2/10 Wonderful! (513 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    The price is $132 per night from May 4 to May 5
    $132
    includes taxes & fees
    $120 per night
    May 4 - May 5
    8.6/10 Excellent! (735 reviews)
    506 On the River Inn

    506 On the River Inn

    1653 West Woodstock Road, Woodstock, VT
    The price is $213 per night from May 4 to May 5
    $213
    includes taxes & fees
    $193 per night
    May 4 - May 5
    9.2/10 Wonderful! (998 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
$129
Highest Price
$1,169
Popular accommodation
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities, Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, BearHaus- HUGE Hot Tub, FirePit, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, Modern 4-Bedroom Mountain Retreat Minutes to Lake Rescue & Echo and Hiking, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals., Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun