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.

InnTown House Image

InnTown House

Rock Hall

Freebies Available
Driftwood Inn Image

Driftwood Inn

Chestertown
Guest Rating: 2.9/10
(30) reviews
  1 Star
prices from
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Freebies Available
Quality Suites Chestertown Image

Quality Suites Chestertown

Chestertown
Guest Rating: 7.4/10
(39) reviews
  2 and 1/2 Star
prices from
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Themes: Business-Friendly, Family-Friendly

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

Haven Point Inn And Gallery Image
Great Oak Manor Image

Great Oak Manor

Chestertown
Guest Rating: 10.0/10
(2) reviews
Freebies Available
Inn at Osprey Point Image
Freebies Available

We also have 8 more hotels in nearby areas:
Inn at Huntingfield Creek Image
Freebies Available
Brampton Bed and Breakfast Inn Image
Freebies Available

Hotels near Chestertown, Maryland
28 Chestertown Hotels
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