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

Small Hotels in Pittsfield

108 HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Bailey's Mills Bed & Breakfast main photo
Bailey's Mills Bed & Breakfast
22.0 mi from Pittsfield
Bed & Breakfast in Brownsville VTUS flag
0.0
$
+3
Info
Categories
Small
Dog Friendly
Parking
Middlebury Sweets Motel main photo
Middlebury Sweets Motel
22.2 mi from Pittsfield
Motel in Middlebury VTUS flag
8.1
Very Good
From $169
$
+5
Info
Categories
Small
Ski
Dog Friendly
Four Season Ski, Lake & Golf Home on Lake Rescue main photo
Four Season Ski, Lake & Golf Home on Lake Rescue
22.3 mi from Pittsfield
Chalet in Ludlow VTUS flag
0.0
$
Small
AI-generatedThis chalet provides a secluded and cozy experience with stunning views. The proximity to the lake and golf course ensures a relaxing and intimate getaway.
Four Season Ski, Lake, And Golf Chalet on Lake Rescue main photo
Four Season Ski, Lake, And Golf Chalet on Lake Rescue
22.3 mi from Pittsfield
Chalet in Tyson VTUS flag
0.0
$
+3
Info
Categories
Small
Free Wi-Fi
Parking
The Whimsical Chalet main photo
The Whimsical Chalet
23.6 mi from Pittsfield
Chalet in Mount Holly VTUS flag
0.0
Currently inactive on our platform.
$
+4
Small
AI-generatedThis chalet provides a cozy and secluded experience with a private setting. It is perfect for guests seeking a memorable and intimate stay near skiing areas.
Champlain Valley New England Chalet main photo
Champlain Valley New England Chalet
24.2 mi from Pittsfield
Chalet in Middlebury VTUS flag
0.0
Currently inactive on our platform.
$
+4
Info
Categories
Small
Free Wi-Fi
Parking
Swift House Inn main photo
Swift House Inn
24.5 mi from Pittsfield
Bed & Breakfast in Middlebury VTUS flag
9.1
Excellent
From $244
$
+6
Info
Categories
Small
3 Star
Parking
EV charging stations
Solitude Village at Okemo by Vail Resorts main photo
Solitude Village at Okemo by Vail Resorts
24.6 mi from Pittsfield
Resort in Ludlow VTUS flag
7.5
Good
From $216
$
+9
Info
Categories
Small
Ski
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 101-108 out of 108 hotels in and around Pittsfield
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