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Compare 35 Chalets in Pittsfield with updated reviews, rates, and availability.

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
9.8 out of 10, Exceptional, (44)

BearHaus- HUGE Hot Tub, FirePit
BearHaus- HUGE Hot Tub, FirePit
9.6 out of 10, Exceptional, (5)
The price is AED 1,420
AED 3,738 total
includes taxes & fees
1 Apr - 2 Apr

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (33)

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village
10.0 out of 10, Exceptional, (67)

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
The price is AED 1,725
AED 4,463 total
includes taxes & fees
24 Mar - 25 Mar

South View Chalet!
South View Chalet!
9.2 out of 10, Wonderful, (26)

Mountain View Chalet Fabulous views large entertaining area just off Killington Road
Mountain View Chalet Fabulous views large entertaining area just off Killington Road

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
10.0 out of 10, Exceptional, (1)
The price is AED 2,505
AED 5,699 total
includes taxes & fees
24 Mar - 25 Mar
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.
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Other property types in Pittsfield

Killington Vermont Ski and Snowmobiling House
Killington Vermont Ski and Snowmobiling House
9.4 out of 10, Exceptional, (42)

Killington area home - 4-seasons & hot tub. Sleeps 13+
Killington area home - 4-seasons & hot tub. Sleeps 13+
9.8 out of 10, Exceptional, (116)

Private Killington Area Inn all to Yourself!
Private Killington Area Inn all to Yourself!
10.0 out of 10, Exceptional, (38)
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.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

Comfort Inn Rutland - Killington
5/5 Excellent
"Snns"
A verified traveler from White Plains stayed at Comfort Inn Rutland - Killington
Posted 2 days ago
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