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

Dog Friendly, Small Hotels in Pittsfield

37 HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
The Blue Horse Inn main photo
The Blue Horse Inn
17.9 mi from Pittsfield
Bed & Breakfast in Woodstock VTUS flag
0.0
From $365
$
+8
Info
Categories
Dog Friendly
Small
Ski
The Chipman Inn main photo
The Chipman Inn
18.0 mi from Pittsfield
Inn in Ripton VTUS flag
9.4
Excellent
From $250
$
+5
Info
Categories
Dog Friendly
Dog Play Area
Dogs Stay Free
Small
Ski
Robert Frost Mountain Cabins main photo
Robert Frost Mountain Cabins
19.9 mi from Pittsfield
Lodge in Middlebury VTUS flag
9.9
Excellent
From $305
$
+6
Info
Categories
Dog Friendly
Dog Play Area
Small
Luxury
Mt Holly ski House main photo
Mt Holly ski House
20.5 mi from Pittsfield
Chalet in Mount Holly VTUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Small
Ski
Hidden Gem main photo
Hidden Gem
21.1 mi from Pittsfield
Lodge in Roxbury VTUS flag
10
Excellent
$
+6
Info
Categories
Dog Friendly
Small
Pool
Outdoor Pool
Dreamy Artist Chalet in Secluded Historic Village main photo
Dreamy Artist Chalet in Secluded Historic Village
21.1 mi from Pittsfield
Chalet in Warren VTUS flag
10
Excellent
$
+3
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Spruce Moose Cottage main photo
Spruce Moose Cottage
21.6 mi from Pittsfield
Hotel in Hartland VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Small
Ski
Parker House Vermont Restaurant & Rooms main photo
Parker House Vermont Restaurant & Rooms
21.6 mi from Pittsfield
Hotel in Quechee VTUS flag
8.8
Excellent
$
+14
Info
Categories
Dog Friendly
Small
Luxury
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
Dog Friendly
Small
Parking
Inn at Clearwater Pond main photo
Inn at Clearwater Pond
22.2 mi from Pittsfield
Bed & Breakfast in Quechee VTUS flag
9.6
Excellent
From $218
$
+8
Info
Categories
Dog Friendly
Small
Ski
Middlebury Sweets Motel main photo
Middlebury Sweets Motel
22.2 mi from Pittsfield
Motel in Middlebury VTUS flag
8.5
Very Good
From $132
$
+4
Info
Categories
Dog Friendly
Small
Ski
MAD MEADOWS chalet main photo
MAD MEADOWS chalet
22.3 mi from Pittsfield
Chalet in Warren VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Small
Free Wi-Fi
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
$
Info
Categories
Dog Friendly
Small
Free Wi-Fi
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
$
+4
Info
Categories
Dog Friendly
Small
Free Wi-Fi
The Whimsical Chalet main photo
The Whimsical Chalet
23.6 mi from Pittsfield
Chalet in Mount Holly VTUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Small
Ski
The Whimsical Chalet Brought to you by GetAway Vacations main photo
The Whimsical Chalet Brought to you by GetAway Vacations
23.6 mi from Pittsfield
Chalet in Mount Holly VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Small
Ski
The Woods Lodge main photo
The Woods Lodge
24.5 mi from Pittsfield
Lodge in Northfield Center VTUS flag
6.0
Rated
From $273
$
+5
Info
Categories
Dog Friendly
Small
Ski
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 21-37 out of 37 hotels in and around Pittsfield
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