Hotels in Chestertown
23 hotels · page 1 of 1
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21 Mi to Gore Mtn: Adirondack Oasis w/ Sauna
105 Balsam Crest Rd
Free WiFi
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4 Mi to Beach & Lake: Spacious Home in Chestertown
Free WiFi
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★★★★★
Brampton 1860
25227 Chestertown Road
Free WiFiAir conditioningEV charging
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Carriage House Hideaway In Center of Chestertown
North Mill Street 214, unit B
Air conditioningPets allowed
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Chestertown Hideaway w/ Lake & Beach Access!
20 Marina Rd
Free WiFiFree parking
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Chestertown Retreat w/ Fire Pit, Near Gore Mtn!
6369 Main St
Free WiFiFree parking
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Comfort Inn & Suites Chestertown
150 Scheeler Road
Free WiFiAir conditioningSwimming poolPets allowed
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Driftwood Inn
609 Washington Avenue
Free WiFiAir conditioningPets allowed
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Eastern Shore Getaway: Walk to Tolchester Marina!
21425 Belair Ave
Free WiFiFree parking
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Family Gem: Private Community Beach on Tripp Lake
29 Balsam Crest Ln
Free WiFiFree parking
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★★★★★
Friends Lake Inn
963 Friends Lake Rd
Air conditioningRestaurant
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Loon Lake View: Newly Built Log Cabin w/ Fire Pit!
436 Chester Shrs Vw
Free WiFiFree parking
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Mossy Bear Retreat
23 May Rd
Air conditioning
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Pet-friendly Home on Chester River w/ Dock!
205 Fey Rd
Free WiFiFree parking
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Pine Tree Motel & Cabins
5537 State Route 8
Free WiFiFree parking
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Red Roof Inn & Suites Chestertown
160 Scheeler Rd
Free WiFiFree parking
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Rustic Adirondacks Home w/ Hot Tub & Lake Access!
7133 U.S. 9
Free WiFiFree parking
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★★★★
The Fern Lodge
46 Fiddlehead Bay Rd.
Free WiFiAir conditioningBarEV charging
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The Lodge at Great Oak Landing
22170 Great Oak Landing Rd
Free WiFiFree parking
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The Lodge at Loon Lake
5381 State Route 8
Free WiFiAir conditioningPets allowed
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Tree Tops Retreat ~ 19 Mi to Lake George!
45 McPhillips Pine Ln
Free WiFiFree parking
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Walk to Historic Chestertown: Dog-Friendly Retreat
Free WiFiPets allowed
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Year-Round Loon Lake Retreat: Ski, Hike, Explore!
Free WiFi
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