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  1. World
  2. >North America
  3. >United States
  4. >Vermont
  5. >Windsor
  6. >Chester

Dog Friendly, Small Hotels in Chester

48 HOTELS IN AND AROUND CHESTERRanking can be influenced by the commissions we receive.
Stone Hearth Inn & Tavern main photo
Stone Hearth Inn & Tavern
Inn in Chester VTUS flag
6.7
Rated
From $216
$
Info
Categories
Dog Friendly
Small
Ski
19 more hotels nearby!
Timber Inn Motel main photo
Timber Inn Motel
8.6 km from Chester
Motel in Ludlow VTUS flag
8.6
Very Good
From $262
$
Info
Categories
Dog Friendly
Small
Ski
COHO Inn & Motor Lodge main photo
COHO Inn & Motor Lodge
8.9 km from Chester
Hotel in Weston VTUS flag
8.8
Excellent
$
Info
Categories
Dog Friendly
Small
Family
Tiny Homes on Pleasant main photo
Tiny Homes on Pleasant
8.9 km from Chester
Aparthotel in Ludlow VTUS flag
8.1
Very Good
$
Info
Categories
Dog Friendly
Small
Ski
The Inn at Weston main photo
The Inn at Weston
9.2 km from Chester
Inn in Weston VTUS flag
8.2
Very Good
$
Info
Categories
Dog Friendly
Small
Ski
The Weston Hotel main photo
The Weston Hotel
9.2 km from Chester
Hotel in Weston VTUS flag
9.8
Excellent
$
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Spellbound main photo
Spellbound
9.7 km from Chester
Hotel in Londonderry VTUS flag
0.0
$
Info
Categories
Dog Friendly
Small
Ski
Magic Mountain Ski Resort main photo
Magic Mountain Ski Resort
9.8 km from Chester
Aparthotel in Londonderry VTUS flag
8.0
Very Good
$
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Okemo Village B5 main photo
Okemo Village B5
9.8 km from Chester
Apartment in Ludlow VTUS flag
9.0
Excellent
$
Info
Categories
Dog Friendly
Small
Ski
Okemo Trailside 23B, Lower Level main photo
Okemo Trailside 23B, Lower Level
10.3 km from Chester
Hotel in Ludlow VTUS flag
7.0
Good
$
Info
Categories
Dog Friendly
Small
Ski
Sachem Slopeside - Okemo Trailside 21B main photo
Sachem Slopeside - Okemo Trailside 21B
10.3 km from Chester
Apartment in Ludlow VTUS flag
7.0
Good
$
Info
Categories
Dog Friendly
Small
Ski
The Landgrove main photo
The Landgrove
12.6 km from Chester
Inn in North Landgrove VTUS flag
9.3
Excellent
$
Info
Categories
Dog Friendly
Small
Pool
Outdoor Pool
Four Season Ski, Lake & Golf Home on Lake Rescue main photo
Four Season Ski, Lake & Golf Home on Lake Rescue
13.0 km from Chester
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
13.0 km from Chester
Chalet in Tyson VTUS flag
0.0
$
Info
Categories
Dog Friendly
Small
Free Wi-Fi
The Whimsical Chalet main photo
The Whimsical Chalet
13.3 km from Chester
Chalet in Mount Holly VTUS flag
0.0
$
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
13.3 km from Chester
Chalet in Mount Holly VTUS flag
0.0
$
Info
Categories
Dog Friendly
Small
Ski
Mountain's Edge main photo
Mountain's Edge
14.4 km from Chester
Apartment in Brownsville VTUS flag
9.2
Excellent
$
Info
Categories
Dog Friendly
Small
3 Star
A Very Vermont Vacation main photo
A Very Vermont Vacation
14.7 km from Chester
Apartment in Jamaica VTUS flag
0.0
$
Info
Categories
Dog Friendly
Small
Ski
Jamaicahaus main photo
Jamaicahaus
15.1 km from Chester
Bed & Breakfast in Jamaica VTUS flag
10
Excellent
$
Info
Categories
Dog Friendly
Small
Free Wi-Fi
Bailey's Mills Bed & Breakfast main photo
Bailey's Mills Bed & Breakfast
15.6 km from Chester
Bed & Breakfast in Brownsville VTUS flag
0.0
$
Info
Categories
Dog Friendly
Small
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 48 hotels in and around Chester
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