Chestertown Hotels

Hotels in Chestertown, Maryland

There are 28 cheap Hotels in Chestertown, Maryland. Choose a hotel below or narrow your search using the filter to the right.

Driftwood Inn Image

Driftwood Inn

Chestertown
Guest Rating: 3.1/10
(26) reviews
  1 Star
prices from
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Freebies Available
Quality Suites Chestertown Image

Quality Suites Chestertown

Chestertown
Guest Rating: 7.8/10
(34) reviews
  2 and 1/2 Star
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Themes: Business-Friendly, Family-Friendly

Holiday Inn Express Hotel & Suites Chestertown Image
  2 and 1/2 Star
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Themes: Business-Friendly, Family-Friendly

Great Oak Manor Image

Great Oak Manor

Chestertown
Guest Rating: 10.0/10
(1) review
Freebies Available
Inn at Osprey Point Image
Freebies Available
Haven Point Inn And Gallery Image
Inn at Huntingfield Creek Image
Freebies Available
Brampton Bed and Breakfast Inn Image
Freebies Available

We also have 8 more hotels in nearby areas:
InnTown House Image

InnTown House

Rock Hall
Freebies Available

Hotels near Chestertown, Maryland
28 Chestertown Hotels
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