Maryland's Eastern Shore Trip Planner

Welcome to Maryland's Eastern Shore!

Sandwiched between Chesapeake Bay in the west and Delaware and the Atlantic Ocean in the east, Maryland's Eastern Shore cannot help but be influenced by the water. Eating fresh seafood, boating, fishing and wildlife watching can all be enjoyed here. The area was once just a passageway between the centers of Annapolis and Ocean City, but recently many bayside towns, such as Chestertown, St. Michael's, Cambridge and Crisfield, have become popular destinations in their own right, attracting visitors with small-town charm, recreational opportunities and quaint shops. Several agricultural and historical attractions delve into the region's past, and numerous art galleries showcase local talent. Ocean City, a popular summer attraction, is a year-round resort town located on the shore of the Atlantic Ocean. A boardwalk, amusement parks and all of the activities of the ocean can be found here. Nearby, on Assateague Island, watch the wild ponies running on the sand dunes or, within the island's national park, follow cycling trails or tour in a rented boat.