Civil War Trail

Caroline County boasts six sites on the Maryland Civil War Trail, including: Greensboro, where pro-Union residents sought help from President Lincoln against alleged Rebel arsonists; Denton Wharf, where arrested Southern sympathizers departed by steamboat for imprisonment at Fort McHenry; Caroline County Courthouse, where Unionists rigged the vote that emancipated Maryland slaves in 1864; and the Nanticoke River near Federalsburg, a “smuggler’s paradise” early in the war.