World Atlas, 9 Best Places To Call Home on the Chesapeake Bay In 2026
Cambridge, Maryland, Havre de Grace, Maryland, Chestertown, Maryland, North East, Maryland, Rock Hall, Maryland, Crisfield, Maryland, Perryville, Maryland, Onancock, Virginia, Kilmarnock, Virginia
No mention of St. Leonard, Maryland, thank goodness. Getting on a list like that is never a good thing, it brings all sort of unwanted characters visiting.
However, for those interested, St. Leonard offers nice long beaches, with the sand full of sharks teeth, and the sky full of Bald Eagles and Osprey (in season), a full service marina and many tree lined streets to walk. We're a little deficient in night life, and other tourist attractions, although the local bar has trivia and live music, sometimes, and decent bar food. For a place to stay, there are a number of Air B&Bs and other rentals, and even a motel (although, you won't get beach privileges with that. We are within reasonable driving distance of a number of tourist traps, though, if you insist. Solomons or Chesapeake/North Beach are big yachting communities, with the kitchy usual shops and restaurants. You can drive to DC in less than an hour, to lobby, or protest, your choice.