Compare Old Bennington Chalets

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Featured Old Bennington Chalets

Beautiful- Ski/Golf home, Hot tub, mins to MTN

Beautiful- Ski/Golf home, Hot tub, mins to MTN

Wilmington VT
Guests of this chalet enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington VT
Guests of this chalet enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. Other amenities at this ski chalet include a gym, a hot tub, and an arcade/game room.
Brian Piece of Heaven for fall Foliage. Beautiful colors

Brian Piece of Heaven for fall Foliage. Beautiful colors

arlington VT
Guests of this chalet enjoy access to a water park, laundry facilities, and barbecue grills.
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover VT
$397 nightly
The price is $449 total per night
$449 total
Dec 15 - Dec 16
Total with taxes and fees
At this chalet, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski chalet include an arcade/game room, laundry facilities, and barbecue grills.
Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts

Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts

Dover VT
Guests staying at this chalet enjoy a hot tub, laundry facilities, and a garden.
Private cabin: 7 mins to slopes, wood fireplace

Private cabin: 7 mins to slopes, wood fireplace

2 out of 5
Dover VT
$496 nightly
The price is $560 total per night
$560 total
Nov 30 - Dec 1
Total with taxes and fees
At this chalet, guests have access to an arcade/game room, laundry facilities, and a garden.
COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.

COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.

West Dover VT
Guests staying at this chalet have access to laundry facilities, barbecue grills, and a garden.
Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house

Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house

Wilmington VT
This chalet features an indoor pool, an outdoor pool, and a gym. You'll find RV, bus, and truck parking. Other amenities at this family-friendly chalet include a hot tub, an arcade/game room, and laundry facilities.
28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly

28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly

Cropseyville NY
Guests of this chalet enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly chalet include laundry facilities, barbecue grills, and a garden.
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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.

Hotel Options in Old Bennington

    The Four Chimneys Inn

    The Four Chimneys Inn

    21 West Road Bennington VT
    $249 nightly
    The price is $271 total per night from Dec 3 to Dec 4
    $271 total
    Dec 3 - Dec 4
    Total with taxes and fees
    9.6/10 Exceptional! (222 reviews)
    Hotel Downstreet, an Ascend Collection Hotel

    Hotel Downstreet, an Ascend Collection Hotel

    40 Main St North Adams MA
    $107 nightly
    The price is $120 total per night from Dec 20 to Dec 21
    $120 total
    Dec 20 - Dec 21
    Total with taxes and fees
    8.6/10 Excellent! (1,004 reviews)
    The Williams Inn

    The Williams Inn

    101 Spring Street Williamstown MA
    $186 nightly
    The price is $208 total per night from Nov 30 to Dec 1
    $208 total
    Nov 30 - Dec 1
    Total with taxes and fees
    9.6/10 Exceptional! (544 reviews)

Chalets

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

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

Old Bennington Chalets essential information

Accommodation
36 Chalets
Lowest Price
$120
Highest Price
$560
Popular accommodation
Beautiful- Ski/Golf home, Hot tub, mins to MTN, Beautiful Lodging at Mount Snow with Hot Tub on Deck, Brian Piece of Heaven for fall Foliage. Beautiful colors, 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House, Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts, Private cabin: 7 mins to slopes, wood fireplace, COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW., Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house, 28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly