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Stately Chestertown, the seat of Kent County on Maryland's Eastern Shore, is located on the Chester River.

Once a center of trade with Great Britain and the West Indies, the town founded in 1706 now boasts grand houses built by wealthy merchants. The town is also home to Washington College, which was founded in 1782 with the help of George Washington, making it the 10th-oldest college in the country. Chestertown residents, proud of their heritage, hold their own tea party celebration each ye...