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Dog Friendly Hotels in Chestertown

102 HOTELS IN AND AROUND CHESTERTOWNRanking can be influenced by the commissions we receive.
The Lodge at Loon Lake main photo
The Lodge at Loon Lake
Motel in Chestertown NYUS flag
9.1
Excellent
From $244
$
+4
Info
Categories
Dog Friendly
Small
Ski
Basic Adirondack Camp main photo
Basic Adirondack Camp
Vacation Home in Chestertown NYUS flag
9.0
Excellent
From $312
$
+2
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Pine Tree Motel & Cabins main photo
Pine Tree Motel & Cabins
Accommodation in Chestertown NYUS flag
From $194
$
+4
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Tree Tops Retreat about 19 Mi to Lake George! main photo
Currently inactive on our platform.
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Rustic Adirondacks Home w/ Hot Tub & Lake Access! main photo
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Vacation Home in Chestertown NYUS flag
9.7
Excellent
From $325
$
+4
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
River Road Retreat main photo
River Road Retreat
Vacation Home in Chestertown NYUS flag
$
+2
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Pine Tree Cove on Friends Lake main photo
Pine Tree Cove on Friends Lake
Vacation Home in Chestertown NYUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
All-Season Family Retreat w/ Dock on Loon Lake! main photo
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Private Dock & Beach! Lakefront, Fire Pit, Boats main photo
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Big Bear Lodge with SAUNA main photo
Big Bear Lodge with SAUNA
Vacation Home in Chestertown NYUS flag
9.5
Excellent
Currently inactive on our platform.
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Lakefront Townhome Chestertown "Lakeside Escape" main photo
$
+2
Info
Categories
Dog Friendly
Parking
Secluded and Cozy Townhome at Tripp Lake main photo
Secluded and Cozy Townhome at Tripp Lake
Vacation Home in Chestertown NYUS flag
9.0
Excellent
Currently inactive on our platform.
$
+2
Info
Categories
Dog Friendly
Parking
8 more hotels nearby!
River Retreat main photo
River Retreat
3.8 mi from Chestertown
Vacation Home in Brant Lake NYUS flag
From $320
$
+3
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Antler Lake House main photo
Antler Lake House
4.0 mi from Chestertown
Vacation Home in North Creek NYUS flag
7.0
Good
From $328
$
+3
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
Charming Tiny House Rental with a Wood-Burning Fireplace near Gore Mountain, New York main photo
Currently inactive on our platform.
$
+1
Info
Categories
Dog Friendly
Rustic Safari Tent for a Unique Glamping Experience near Gore Mountain, New York main photo
Currently inactive on our platform.
$
+1
Info
Categories
Dog Friendly
Gore Mountain Retreat: Deck & Game Room main photo
Gore Mountain Retreat: Deck & Game Room
5.6 mi from Chestertown
Vacation Home in Wevertown NYUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Cabin w/ Beach Access in Brant Lake: Dogs Welcome! main photo
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Brant Lake Cabin w Beach Access, Dogs Welcome main photo
Brant Lake Cabin w Beach Access, Dogs Welcome
6.8 mi from Chestertown
Vacation Home in Brant Lake NYUS flag
$
+3
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Mountain Adventure Ski Chalet near Gore main photo
Mountain Adventure Ski Chalet near Gore
7.2 mi from Chestertown
Vacation Home in Johnsburg NYUS flag
8.8
Excellent
From $232
$
+4
Info
Categories
Dog Friendly
Ski
Free Wi-Fi
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 102 hotels in and around Chestertown
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