The Charm of Bay Towns Alluring small towns, such as Chesapeake City (pictured), steeped in beloved heritage sites are sprinkled along the shores of the Chesapeake Bay. Visitors looking for a picture-perfect and uniquely Maryland getaway are drawn to quaint inns, delicious seafood, stunning vistas, historical lighthouses, fun festivals, fantastic shopping and so much more. 6 MARYLAND’S GREAT CHESAPEAKE BAY LOOP GETAWAY GUIDE