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Compare 30 Chalets in Pittsfield with updated reviews, rates, and availability.
"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, (27)
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly
9.0 out of 10, Wonderful, (6)
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
9.8 out of 10, Exceptional, (13)
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8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1/2 mi to restaurants
10.0 out of 10, Exceptional, (115)
Tree Top Home with Hot Tub Near Killington & Okemo
Tree Top Home with Hot Tub Near Killington & Okemo
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
9.8 out of 10, Exceptional, (19)
BearHaus- Central AC, HUGE Hot Tub, FirePit
BearHaus- Central AC, HUGE Hot Tub, FirePit
10.0 out of 10, Exceptional, (1)
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
10.0 out of 10, Exceptional, (2)
Dreamy Artist Chalet in Secluded Historic Village
Dreamy Artist Chalet in Secluded Historic Village
8.0 out of 10, Very Good, (4)
The price is AED 1,102
AED 1,818 total
includes taxes & fees
9 Jun - 10 Jun
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort, Dog Friendly
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort, Dog Friendly
9.4 out of 10, Exceptional, (10)
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, (37)
BearVaria! Hot Tub, Deck, FirePit, Frisbee Golf
BearVaria! Hot Tub, Deck, FirePit, Frisbee Golf
10.0 out of 10, Exceptional, (9)
Secluded 2600 sqft home 15 min from Okemo and Killington
Secluded 2600 sqft home 15 min from Okemo and Killington
10.0 out of 10, Exceptional, (3)
Gnome Home Mountain Ski Chalet w/Sauna Killington
Gnome Home Mountain Ski Chalet w/Sauna Killington
10.0 out of 10, Exceptional, (2)
The price is AED 656
AED 1,640 total
includes taxes & fees
11 Jun - 12 Jun
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort
10.0 out of 10, Exceptional, (3)
New Construction Timber Frame / Mins to mountain and restaurants / Amazing views
New Construction Timber Frame / Mins to mountain and restaurants / Amazing views
10.0 out of 10, Exceptional, (2)
Romantic Cozy Mountain Retreat near Killington
Romantic Cozy Mountain Retreat near Killington
10.0 out of 10, Exceptional, (6)
The Overlook - Hot Tub, Game Room, 5min to MTN
The Overlook - Hot Tub, Game Room, 5min to MTN
10.0 out of 10, Exceptional, (1)
Country house minutes from Killington and Okemo
Country house minutes from Killington and Okemo
10.0 out of 10, Exceptional, (5)
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.
Other property types in Pittsfield
Killington area home - 4-seasons & hot tub. Sleeps 12+
Killington area home - 4-seasons & hot tub. Sleeps 12+
9.8 out of 10, Exceptional, (109)
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (449)
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 hotelsExpedia verified reviews
5/5 Excellent
"Friendly staff. The bathtub drain was not working well. We were moved to another room when we reported to the front desk. The next morning, the plumber came up to apologize for the inconvenience when we were at the breakfast. We will stay here again next time in the area. "
A verified traveler stayed at Best Western Inn & Suites Rutland-Killington
Posted 13 hours ago
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