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Cheap & Best Hotels near Pittsfield

Killington Mountain Lodge, Tapestry Collection by Hilton
7.5 (488 reviews)
Killington Mountain Lodge, Tapestry Collection by Hilton
Hotel · 2 Guests · 1 Bedroom
$236 /night
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Summit Lodge
8.6 (72 reviews)
Summit Lodge
Hotel · 2 Guests · 1 Bedroom
$155 /night
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Middlebury Sweets Motel
8.2 (271 reviews)
Middlebury Sweets Motel
Motel · 2 Guests · 1 Bedroom
$120 /night
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Waybury Inn
9.6 (1 review)
Waybury Inn
Inn · 2 Guests · 1 Bedroom
$153 /night
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Jackson House Inn
9.7 (42 reviews)
Jackson House Inn
Inn · 2 Guests · 1 Bedroom
$285 /night
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Hampton Inn Rutland/Killington
8.7 (174 reviews)
Hampton Inn Rutland/Killington
Hotel · 2 Guests · 1 Bedroom
$181 /night
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The Brandon Inn
8.9 (41 reviews)
The Brandon Inn
Hotel · 2 Guests · 1 Bedroom
$109 /night
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Mountain Inn at Killington
9.0 (168 reviews)
Mountain Inn at Killington
Inn · 2 Guests · 1 Bedroom
$268 /night
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Courtyard Middlebury
8.4 (92 reviews)
Courtyard Middlebury
Hotel · 2 Guests · 1 Bedroom
$149 /night
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North Star Lodge & Resort
8.7 (224 reviews)
North Star Lodge & Resort
Resort · 2 Guests · 1 Bedroom
$152 /night
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Jackson Gore Village on Okemo Mountain
8.2 (142 reviews)
Jackson Gore Village on Okemo Mountain
Resort · 2 Guests · 1 Bedroom
$387 /night
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Align Inn Vermont
8.6 (511 reviews)
Align Inn Vermont
Hotel · 2 Guests · 1 Bedroom
$132 /night
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Best Western Inn & Suites Rutland-Killington
8.8 (198 reviews)
Best Western Inn & Suites Rutland-Killington
Hotel · 2 Guests · 1 Bedroom
$135 /night
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Mountain Meadows Lodge
9.5 (43 reviews)
Mountain Meadows Lodge
Hotel · 2 Guests · 1 Bedroom
$309 /night
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The Snowed Inn
9.2 (165 reviews)
The Snowed Inn
Hotel · 2 Guests · 1 Bedroom
$220 /night
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Woodstock Inn & Resort
8.8 (165 reviews)
Woodstock Inn & Resort
Resort · 2 Guests · 1 Bedroom
$389 /night
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Turn of River Lodge
9.0 (72 reviews)
Turn of River Lodge
Hotel · 2 Guests · 1 Bedroom
$127 /night
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Happy Bear Motel
7.1 (72 reviews)
Happy Bear Motel
Motel · 2 Guests · 1 Bedroom
$130 /night
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Days Inn by Wyndham Rutland/Killington Area
6.7 (484 reviews)
Days Inn by Wyndham Rutland/Killington Area
Hotel · 2 Guests · 1 Bedroom
$116 /night
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Waybury Inn
10 (1 review)
Waybury Inn
Inn · 2 Guests · 1 Bedroom
$133 /night
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Hotels with Air Conditioning in Pittsfield

Align Inn Vermont
Air Conditioning
8.3 (203 reviews)
Align Inn Vermont
Hotel · 2 Guests · 1 Bedroom
$132 /night
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Waybury Inn
Air Conditioning
10 (1 review)
Waybury Inn
Inn · 2 Guests · 1 Bedroom
$133 /night
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Greenbrier Inn Killington
Air Conditioning
9.4 (156 reviews)
Greenbrier Inn Killington
Inn · 2 Guests · 1 Bedroom
$169 /night
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What amenities are the popular, and most selected for hotels in Pittsfield?
Top Hotel Amenities in Pittsfield Area
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Hotel amenities vary based on different locations. In Pittsfield area, below is the amenity distribution. In Pittsfield, 141 rentals offer Air Conditioning, 115 rentals offer Pool, 69 rentals offer Breakfast. So, if you need Air Conditioning during your hotel stays, use the Air Conditioning filter to compare these hotels. Two amenities that are not typical are Bed Linens provided, Crib.
Is hotel cheaper than airbnb or vacation rentals in Pittsfield?
Hotel Price Distribution in Pittsfield
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The graph shows the percentages of hotels in each price bucket in Pittsfield area. Most (40.46%) of the hotel prices fall into the $100 - $150 price range.
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Hotels with Pool in Pittsfield

Hampton Inn Rutland/Killington
Pool
8.7 (174 reviews)
Hampton Inn Rutland/Killington
Hotel · 2 Guests · 1 Bedroom
$181 /night
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Jackson Gore Village on Okemo Mountain
Pool
8.2 (142 reviews)
Jackson Gore Village on Okemo Mountain
Resort · 2 Guests · 1 Bedroom
$387 /night
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North Star Lodge & Resort
Pool
8.7 (224 reviews)
North Star Lodge & Resort
Resort · 2 Guests · 1 Bedroom
$152 /night
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Hotels with Hot Tub in Pittsfield

Sleep Woodstock Motel
Hot Tub
9.4 (100 reviews)
Sleep Woodstock Motel
Motel · 2 Guests · 1 Bedroom
$175 /night
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The Brandon Inn
Hot Tub
8.9 (41 reviews)
The Brandon Inn
Hotel · 2 Guests · 1 Bedroom
$109 /night
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Mountain Sports Inn
Hot Tub
8.8 (238 reviews)
Mountain Sports Inn
Inn · 2 Guests · 1 Bedroom
$139 /night
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Pet Friendly Hotels in Pittsfield

North Star Lodge & Resort
Pets Welcome
8.7 (224 reviews)
North Star Lodge & Resort
Resort · 2 Guests · 1 Bedroom
$152 /night
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Align Inn Vermont
Pets Welcome
8.6 (511 reviews)
Align Inn Vermont
Hotel · 2 Guests · 1 Bedroom
$132 /night
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The Snowed Inn
Pets Welcome
9.2 (165 reviews)
The Snowed Inn
Hotel · 2 Guests · 1 Bedroom
$220 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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