The Eastern Shore of Maryland is steeped in history. Kent Fort on Kent Island was the first English settlement in Maryland in 1631, and the third in the country behind Plymouth and Jamestown. The town of Denton played a huge role in the underground-railroad in the 1860s. The Schooner “Sultana” in Chestertown is an 18th century reproduction of a Boston-built merchant ship. These are just a few of the many historical sites you are able to explore. And, as you can imagine, there are many historical homes to discover. Don’t be surprised to find an 18th century home not only still standing, but also restored preserving its historical significance.