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  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Rutland
  6. >Pittsfield

Hotels in Pittsfield

200+ HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Powder Run - Modern 3BR Basecamp with Hot Tub, AC, EV Charger & Flat Parking main photo
Powder Run - Modern 3BR Basecamp with Hot Tub, AC, EV Charger & Flat Parking
Vacation Home in Pittsfield VTUS flag
0.0
$
+1
Info
Categories
Free Wi-Fi
Cozy Cabin Rental with Fireplace near Killington Mountains in Vermont main photo
Cozy Cabin Rental with Fireplace near Killington Mountains in Vermont
Vacation Home in Pittsfield VTUS flag
0.0
$
+1
Info
Categories
Dog Friendly
18 more hotels nearby!
Ski Mountain Home Unit B main photo
Ski Mountain Home Unit B
0.7 mi from Pittsfield
Vacation Home in Stockbridge VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Ski MTB Sleeps 20 Home near Killington and Woodstock main photo
Ski MTB Sleeps 20 Home near Killington and Woodstock
0.7 mi from Pittsfield
Vacation Home in Stockbridge VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Ski Mountain Home Unit A main photo
Ski Mountain Home Unit A
0.7 mi from Pittsfield
Vacation Home in Stockbridge VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Spacious Vermont Mountain Retreat - 4BR,4BA - Near Skiing & Hiking - Perfect for Groups main photo
Spacious Vermont Mountain Retreat - 4BR,4BA - Near Skiing & Hiking - Perfect for Groups
0.9 mi from Pittsfield
Vacation Home in Stockbridge VTUS flag
4.5
Rated
$
+2
Info
Categories
Free Wi-Fi
Parking
Mountain Edge A-frame main photo
Mountain Edge A-frame
1.9 mi from Pittsfield
Vacation Home in Rochester VTUS flag
7.5
Good
$
+2
Info
Categories
Free Wi-Fi
Parking
Killington Area Escape w/ Deck, Views & Hot Tub! main photo
Killington Area Escape w/ Deck, Views & Hot Tub!
2.2 mi from Pittsfield
Vacation Home in Stockbridge VTUS flag
7.0
Good
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Gnome Home Mountain Ski Chalet w/Sauna Killington main photo
Gnome Home Mountain Ski Chalet w/Sauna Killington
2.9 mi from Pittsfield
Chalet in Stockbridge VTUS flag
0.0
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
Mountainview Escape home main photo
Mountainview Escape home
3.7 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Killington A-Frame home main photo
Killington A-Frame home
3.9 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Cricket Hill Lodging main photo
Cricket Hill Lodging
4.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
8.9
Excellent
Currently inactive on our platform.
$
+6
Info
Categories
Ski
Pool
Private Pool
Outdoor Pool
Free Wi-Fi
Wonderful One bedroom condo located in Highridge Condominiums J6 main photo
Wonderful One bedroom condo located in Highridge Condominiums J6
4.0 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+4
Info
Categories
Ski
Pool
Indoor Pool
Free Wi-Fi
Rockwell Haus - Modern Cabin 14 min from Killington main photo
Rockwell Haus - Modern Cabin 14 min from Killington
4.1 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Free Wi-Fi
Fern and Fox Chalet main photo
Fern and Fox Chalet
4.1 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
Currently inactive on our platform.
$
+2
Info
Categories
Dog Friendly
Parking
Bob's Bungalow main photo
Bob's Bungalow
4.2 mi from Pittsfield
Vacation Home in North Sherburne VTUS flag
9.0
Excellent
Currently inactive on our platform.
$
+1
Info
Categories
Ski
Bob's Sled Lodge main photo
Bob's Sled Lodge
4.2 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
4BR Killington Home Perfect for Families, Pet-Friendly, Fireplace main photo
4BR Killington Home Perfect for Families, Pet-Friendly, Fireplace
4.2 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Skiers Suite 2RM 2BA Renovated Condo 1366 main photo
Skiers Suite 2RM 2BA Renovated Condo 1366
4.3 mi from Pittsfield
Vacation Home in Killington VTUS flag
10
Excellent
$
+3
Info
Categories
Parking
EV charging stations
Free Wi-Fi
Winding Way Chalet home main photo
Winding Way Chalet home
4.4 mi from Pittsfield
Vacation Home in Killington VTUS flag
0.0
$
+4
Info
Categories
Ski
Free Wi-Fi
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 21-40 out of 200+ hotels in and around Pittsfield
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