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Chestertown

Known for Family-Friendly, Hunting and Sports

Venture to sights like Wilmer Park and Garfield Center for the Arts at the Prince Theater as you discover Chestertown—a city also notable for its college vibe.

How do you get to Chestertown?

Venture to sights like Wilmer Park and Garfield Center for the Arts at the Prince Theater as you discover Chestertown—a city also notable for its college vibe.

Things to do in Chestertown

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers. 

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park. 

Tour the historic defense building which was the inspiration for the U.S. national anthem.