Old Bennington Chalets
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Chalets in Old Bennington
Beautiful- Ski/Golf home, Hot tub, mins to MTN
Wilmington VT
Located in Wilmington, this chalet is a 1-minute drive from Green Mountain National Forest and 7 minutes from North Branch Deerfield River.
Hot Tub
Kitchen
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Wilmington VT
With a stay at this chalet in Wilmington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from North Branch Deerfield River.
Pool
Hot Tub
Brian Piece of Heaven for fall Foliage. Beautiful colors
arlington VT
When you a stay at this chalet in Arlington, you'll be on a lake, just steps from Green Mountain National Forest and Saint James Cemetery.
Kitchen
Washer
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover VT
$373 nightly
The price is $421 total per night
$421 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at this chalet in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Pool
Kitchen
Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts
Dover VT
With a stay at this chalet in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Hot Tub
Kitchen
Private cabin: 7 mins to slopes, wood fireplace
Dover VT
$744 nightly
The price is $841 total per night
$841 total
Dec 10 - Dec 11
Total with taxes and fees
With a stay at this chalet in West Dover, you'll be within a 10-minute drive of Mount Snow and North Branch Deerfield River.
Kitchen
Washer
COZY TREE LIKE HOUSE. WALK TO MARKET & REST. LOW RATES. 1 MILE TO MT SNOW.
West Dover VT
With a stay at this chalet in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Kitchen
Washer
Chimney Hill 15 mins to Mt Snow, Clubhouse w/indoor pool, VAST trail to house
Wilmington VT
A stay at this chalet places you in the heart of Wilmington, a 1-minute drive from Green Mountain National Forest and 10 minutes from The Hermitage Golf Club.
Pool
Hot Tub
28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly
Cropseyville NY
Located in Cropseyville, this chalet is in a rural location, within a 15-minute drive of Grafton Lakes State Park and Pineridge Cross Country Ski Center.
Pool
Hot Tub
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Dover VT
$586 nightly
The price is $662 total per night
$662 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
With a stay at this chalet in West Dover, you'll be within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Kitchen
Washer
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.
Old Bennington Chalets essential information
Accommodation | 35 Chalets |
|---|---|
Lowest Price | $421 |
Highest Price | $841 |
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, Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!, New Listing! Golf/Ski home w/SteamRoom & Hot Tub, New! Mt Snow Chalet w/land, privacy, relaxation |