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Hotels with free wi-fi in Chestertown
Red Roof Inn & Suites Chestertown
Good
Comfortable hotel in Chestertown with free self-parking, daily housekeeping, and convenient amenities like free Wi-Fi and a lobby fireplace.
Elevator / Lift
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Comfort Inn & Suites Chestertown
Very good
Enjoy a seasonal outdoor pool and complimentary breakfast in the historical district of Chestertown.
Top rated
Pool
Free Parking
Non-Smoking Rooms
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Brampton 1860
Exceptional
Top rated
5-star
Free Parking
Non-Smoking Rooms
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Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Exceptional
Top rated
Pet Friendly
Sauna
Refrigerator
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Newly restored apartment in the heart of Chestertown
Exceptional
Top rated
Refrigerator
TV
Coffee / Tea Maker
-
-
Pet-friendly Home on Chester River w/ Dock!
Superb
Top rated
Free Parking
-
-
Carriage House Hideaway in Middle of Chestertown
Pet Friendly
Refrigerator
TV
Fireplace
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3 Mi to Washington College! Updated Home w/ Patio
Pet Friendly
Free Parking
TV
Fireplace
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Walk to Historic Chestertown: Dog-friendly Retreat
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Circa 1900 Home in the Heart of Historic Downtown Chestertown
Refrigerator
TV
Coffee / Tea Maker
Garden
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The Lodge at Great Oak Landing
Good
City
Spa and relaxation
Romantic
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Great Oak Manor
Superb
Top rated
Air Conditioned
Garden
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Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Exceptional
Top rated
Pool
Pet Friendly
Refrigerator
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Escape to Goose Landing: Your Waterfront Retreat in Chestertown!
Refrigerator
TV
Coffee / Tea Maker
Fireplace
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Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
Pet Friendly
Refrigerator
TV
Coffee / Tea Maker
-
-
The Inn at Mitchell House
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Haven Point Inn and Gallery
Exceptional
Top rated
Airport shuttle
Free Parking
Non-Smoking Rooms
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-
Inn at Osprey Point
Superb
Top rated
Pool
Restaurant
Airport shuttle
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Inn at Haven Harbour
Superb
Top rated
Pool
Free Parking
Non-Smoking Rooms
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Captain’s Quarters - unique home on Corsica River!
Exceptional
Top rated
Free Parking
Non-Smoking Rooms
Family Room
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