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  1. World
  2. >North America
  3. >United States
  4. >New York
  5. >Warren
  6. >Chestertown

Hotels in Chestertown

200+ HOTELS IN AND AROUND CHESTERTOWNRanking can be influenced by the commissions we receive.
The Fern Lodge main photo
The Fern Lodge
Bed & Breakfast in Chestertown NYUS flag
10
Excellent
From $664
$
+4
Info
Categories
Ski
Free Wi-Fi
Adult Only
The Lodge at Loon Lake main photo
The Lodge at Loon Lake
Motel in Chestertown NYUS flag
9.4
Excellent
From $211
$
+3
Info
Categories
Small
Ski
Free Wi-Fi
Adirondack Oasis, 15 Mi to Lake George Village! main photo
Adirondack Oasis, 15 Mi to Lake George Village!
Vacation Home in Chestertown NYUS flag
10
Excellent
$
+2
Info
Categories
Ski
Adult Only
Friends Lake Inn main photo
Friends Lake Inn
Inn in Chestertown NYUS flag
7.5
Good
From $260
$
+1
Info
Categories
Ski
Small
5 Star
4 Mi to Beach & Lake: Spacious Home in Chestertown main photo
4 Mi to Beach & Lake: Spacious Home in Chestertown
Vacation Home in Chestertown NYUS flag
10
Excellent
$
+2
Info
Categories
Free Wi-Fi
Parking
Pine's Way Camp main photo
Pine's Way Camp
Vacation Home in Chestertown NYUS flag
9.2
Excellent
$
Info
Categories
Ski
Pine Tree Motel & Cabins main photo
Pine Tree Motel & Cabins
Accommodation in Chestertown NYUS flag
0.0
From $205
$
+4
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
Cozy Adirondack JEM Your Four Season Getaway main photo
Cozy Adirondack JEM Your Four Season Getaway
Apartment in Chestertown NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Hideaway Chalet main photo
Hideaway Chalet
Vacation Home in Chestertown NYUS flag
9.5
Excellent
$
+1
Info
Categories
Ski
Parking
EV charging stations
River Road Retreat main photo
River Road Retreat
Vacation Home in Chestertown NYUS flag
0.0
$
+1
Info
Categories
Ski
Dog Friendly
Lakeside Vibes main photo
Lakeside Vibes
Vacation Home in Chestertown NYUS flag
0.0
$
+1
Info
Categories
Ski
Forest Lake Haven Guest House main photo
Forest Lake Haven Guest House
Vacation Home in Chestertown NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Mossy Bear Retreat main photo
Mossy Bear Retreat
Vacation Home in Chestertown NYUS flag
0.0
$
+2
Info
Categories
Free Wi-Fi
Parking
Hillcrest Acres Retreat main photo
Hillcrest Acres Retreat
Vacation Home in Chestertown NYUS flag
0.0
$
Info
Riverside Bliss main photo
Riverside Bliss
Vacation Home in Chestertown NYUS flag
9.7
Excellent
$
+1
Info
Categories
Ski
Hudson Riverside Cottage main photo
Hudson Riverside Cottage
Vacation Home in Chestertown NYUS flag
0.0
$
Info
Categories
Ski
Whit's End main photo
Whit's End
Vacation Home in Chestertown NYUS flag
10
Excellent
$
+1
Info
Categories
Ski
Eagles Nest at Loon Lake near Gore Mountain main photo
Eagles Nest at Loon Lake near Gore Mountain
Vacation Home in Chestertown NYUS flag
10
Excellent
$
+2
Info
Categories
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
$
+2
Info
Categories
Ski
Dog Friendly
Lily Pad North at Loon Lake near Gore Mountain main photo
Lily Pad North at Loon Lake near Gore Mountain
Apartment in Chestertown NYUS flag
10
Excellent
$
+1
Info
Categories
Free Wi-Fi
*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 Chestertown
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Hotels, Vacation Homes, Apartments, B&Bs in Chestertown NY