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

BearHaus- HUGE Hot Tub, FirePit
BearHaus- HUGE Hot Tub, FirePit
9.6 out of 10, Exceptional, (5)
The price is AED 1,369
AED 3,672 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)

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)

Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
9.6 out of 10, Exceptional, (14)

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
26 Mar - 27 Mar

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

Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants
Spaceship Chalet Killington: Your Groovy Ski Home, Close to the slopes, bars and restaurants
The price is AED 873
AED 2,961 total
includes taxes & fees
26 Mar - 27 Mar

Dreamy Artist Chalet in Secluded Historic Village
Dreamy Artist Chalet in Secluded Historic Village
8.4 out of 10, Very Good, (5)
The price is AED 999
AED 1,720 total
includes taxes & fees
26 Mar - 27 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
"This is my second time staying here. Staff is great. The place is good for the price. Breakfast is good."
A verified traveler stayed at Comfort Inn Rutland - Killington
Posted 3 days ago
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