Visit Chestertown.
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Things to Do.
Chestertown is for foodies, history buffs, recreation, farmers markets, art, and so much more.
Stroll historic tree-lined streets, and explore the natural beauty of the Chester River in Chestertown.
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Vist the Town.
Founded in 1706, Chestertown is a historic college town along the banks of the Chester River on Maryland’s Eastern Shore. The brick sidewalks lined with shops, restaurants, and inns welcome visitors to meander and browse.
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Places to Stay.
Whether you prefer to stay in a local Bed & Breakfast, rent a house, traditional hotel, or even camp- Chestertown has it all.