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

Dog Friendly Hotels in Chester

200+ 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
$
+6
Info
Categories
Dog Friendly
Ski
Parking
Thistle House at Camp Greenwood Vermont with Sauna main photo
Thistle House at Camp Greenwood Vermont with Sauna
Vacation Home in Chester VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Free Wi-Fi
Sage House at Camp Greenwood Vermont with Sauna main photo
Sage House at Camp Greenwood Vermont with Sauna
Vacation Home in Chester VTUS flag
9.5
Excellent
$
+2
Info
Categories
Dog Friendly
Free Wi-Fi
Town & Mountain main photo
Town & Mountain
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes! main photo
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Vacation Home in Chester VTUS flag
9.7
Excellent
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
The Brown House main photo
The Brown House
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Modern Chester Escape Less Than 20 Mi to Bromley Mtn! main photo
Modern Chester Escape Less Than 20 Mi to Bromley Mtn!
Vacation Home in Chester VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Ski
Stone Hedge Farm main photo
Stone Hedge Farm
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Ski
Parking
Chester Farmhouse on 100 Acres, 15 Min to Okemo! main photo
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Vacation Home in Chester VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Ski
Historic Chester House 10-30 Mins to 5 Mountains! main photo
Historic Chester House 10-30 Mins to 5 Mountains!
Vacation Home in Chester VTUS flag
0.0
From $267
$
+2
Info
Categories
Dog Friendly
Ski
Mont House main photo
Mont House
Vacation Home in Chester VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Large Bed and Breakfast with an Authentic Japanese Restaurant in Chester, Vermont main photo
Large Bed and Breakfast with an Authentic Japanese Restaurant in Chester, Vermont
Vacation Home in Chester VTUS flag
0.0
$
+1
Info
Categories
Dog Friendly
8 more hotels nearby!
Vermont Ski and Stay main photo
Vermont Ski and Stay
6.1 mi from Chester
Apartment in Springfield VTUS flag
6.0
Rated
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
8 Mi to Okemo Mountain Resort: Mtn-View Retreat! main photo
8 Mi to Okemo Mountain Resort: Mtn-View Retreat!
6.3 mi from Chester
Vacation Home in Andover VTUS flag
0.0
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Hot Tub, Fire Pit & Grill: Remote Springfield Home main photo
Hot Tub, Fire Pit & Grill: Remote Springfield Home
6.3 mi from Chester
Vacation Home in Springfield VTUS flag
9.0
Excellent
$
+5
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
Wish Upon A Star main photo
Wish Upon A Star
6.9 mi from Chester
Vacation Home in Windham VTUS flag
10
Excellent
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Vermont Farmhouse main photo
Vermont Farmhouse
7.0 mi from Chester
Vacation Home in Proctorsville VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Accessible
Cavendish Main Street main photo
Cavendish Main Street
7.1 mi from Chester
Vacation Home in Cavendish VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Ski
Little Yellow Bungalow main photo
Little Yellow Bungalow
7.1 mi from Chester
Vacation Home in Cavendish VTUS flag
0.0
$
+2
Info
Categories
Dog Friendly
Ski
Mountains View Cabin main photo
Mountains View Cabin
7.4 mi from Chester
Vacation Home in Ludlow VTUS flag
8.8
Excellent
$
+3
Info
Categories
Dog Friendly
Parking
EV charging stations
Ski
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Chester
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