4 Hotels
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4 Hotels
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Brampton Bed & Breakfast Inn
On 20 wooded acres between the Chester River and the Chesapeake Bay, about 1 miles south of downtown Chesterto... Read More
Great Oak Manor
On 12 acres sloping gently to a gazebo on the edge of its private Chesapeake beach, this stately 18th-century... Read More
Imperial Hotel
This three-story brick structure on Chestertown's main street was built in 1903 for traveling salesmen. Today... Read More
White Swan Tavern
Step back in time at this inn restored to its appearance circa 1790. Built as a home in 1733, it was a tavern,... Read More
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