Welcome to Ocean City! Junction of Highway #528 North to Fenwick Island. West access to community of Salisbury. Ocean City is in Worcester County, Maryland. It is the only part of the state that fronts the sea. The county is connected to the Chesapeake Bay via the Pokomoke River. Fenwick Island, the most southeastern of our beaches. Fishing, crabbing, windsurfing and jet skiing may be enjoyed on the bay. Ocean City to Annapolis (Junction of I-97) Enjoy an unforgettable journey through Maryland, from Chesapeake Bay Gateways and Eastern Shore hideaways to our historic state capital of Annapolis and the majestic Allegheny Mountains. Drive along a network of Civil War Trails, explore the Historic National Road, pause in Baltimore at the birthplace of “The Star-Spangled Banner,” and indulge in the state’s rich, multicultural heritage.