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Great Oak Manor on the Chesapeake Bay possesses grace and elegance that's tempered with a sense of days gone by. From the moment you reach the meandering roads of the Eastern Shore, you feel as if you are traveling back through time. Here on the edge of Chestertown, the closest highway to this historic inn is the duck flyway, and the only honking comes from the geese flying high over your head.
Our romantic manor inn's story began in 1938. Born out of the bricks from the ballast of W.R. Grace sailing ships, Great Oak Manor was styled after an 18th century English country retreat. |