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  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 Loft at Fort Defiance main photo
The Loft at Fort Defiance
Hotel in Pittsfield VTUS flag
10
Excellent
$
+3
Info
Categories
Dog Friendly
Small
Free Wi-Fi
19 more hotels nearby!
Cedar Rock Chalet - New Outdoor Hot Tub - 15 Min to Killington main photo
Cedar Rock Chalet - New Outdoor Hot Tub - 15 Min to Killington
3.1 km from Pittsfield
Chalet in Stockbridge VTUS flag
0.0
From $788
$
+3
Info
Categories
Dog Friendly
Small
Ski
Inn at Long Trail main photo
Inn at Long Trail
7.2 km from Pittsfield
Lodge in Killington VTUS flag
8.7
Very Good
$
+5
Info
Categories
Dog Friendly
Small
Rooms with Fireplace
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit main photo
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
7.3 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals main photo
Summit House on George | Renovated | 5 Mins to K-1 | Lift & Rental Deals
7.4 km from Pittsfield
Chalet in The Woods VTUS flag
0.0
$
+5
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace, Walk to Shuttle main photo
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace, Walk to Shuttle
7.9 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
+5
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Czki Cabin main photo
Czki Cabin
8.0 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Small
Ski
Après Inn Killington main photo
Après Inn Killington
8.4 km from Pittsfield
Hotel in Killington VTUS flag
9.0
Excellent
$
+2
Info
Categories
Dog Friendly
Small
Free Wi-Fi
The Chalet on West Park- Ski Chalet for Families, Close to Resort chalet main photo
The Chalet on West Park- Ski Chalet for Families, Close to Resort chalet
8.6 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Small
Ski
BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf main photo
BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
8.7 km from Pittsfield
Chalet in Killington VTUS flag
9.0
Excellent
$
+4
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Red Clover Inn main photo
Red Clover Inn
8.8 km from Pittsfield
Hotel in Mendon VTUS flag
8.8
Excellent
$
+3
Info
Categories
Dog Friendly
Small
4 Star
Blue Ridge Chalet chalet main photo
Blue Ridge Chalet chalet
8.9 km from Pittsfield
Chalet in Mendon VTUS flag
0.0
$
+4
Info
Categories
Dog Friendly
Small
Ski
Spaceship Chalet Vermont - Your Groovy Ski Home, Close to the slopes, bars and restaurants main photo
Spaceship Chalet Vermont - Your Groovy Ski Home, Close to the slopes, bars and restaurants
8.9 km from Pittsfield
Chalet in Killington VTUS flag
0.0
$
+5
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Condo 7 Slopeside With Private Sauna and Hot Tub main photo
Condo 7 Slopeside With Private Sauna and Hot Tub
11.1 km from Pittsfield
Aparthotel in Killington VTUS flag
10
Excellent
$
+4
Info
Categories
Dog Friendly
Small
Ski In Ski Out
MapleVilla main photo
MapleVilla
11.2 km from Pittsfield
Chalet in Rochester VTUS flag
9.0
Excellent
$
+4
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Lilac Inn main photo
Lilac Inn
13.4 km from Pittsfield
Bed & Breakfast in Brandon VTUS flag
9.0
Excellent
From $237
$
+2
Info
Categories
Dog Friendly
Dog Play Area
Small
Ski
My Place Hotel-Randolph, VT main photo
My Place Hotel-Randolph, VT
15.8 km from Pittsfield
Hotel in Randolph VTUS flag
9.0
Excellent
$
+8
Info
Categories
Dog Friendly
Small
Family
Sleep Woodstock Motel main photo
Sleep Woodstock Motel
16.1 km from Pittsfield
Motel in Woodstock VTUS flag
9.0
Excellent
From $153
$
+5
Info
Categories
Dog Friendly
Small
Sustainability Journey
Deer Brook Inn main photo
Deer Brook Inn
16.1 km from Pittsfield
Bed & Breakfast in Woodstock VTUS flag
9.8
Excellent
From $503
$
+6
Info
Categories
Dog Friendly
Dogs Stay Free
Small
Ski
Salt ash inn main photo
Salt ash inn
16.9 km from Pittsfield
Inn in Plymouth VTUS flag
6.7
Rated
From $72
$
+6
Info
Categories
Dog Friendly
Small
Rooms with Fireplace
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 37 hotels in and around Pittsfield
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