The Eastern Shore of Maryland is a part of the U.S. state of Maryland that lies mostly on the east side of the Chesapeake Bay. Nine counties are normally included in the region. The Eastern Shore is part of the larger Delmarva Peninsula that Maryland shares with Delaware and Virginia.

U.S. Route 301 (US 301) is a spur of U.S. Route 1 running through the South Atlantic states. It runs 1,099 miles (1,769 km) from Biddles Corner, Delaware, at Delaware Route 1 to Sarasota, Florida, at U.S. Route 41. It passes through the states of Delaware, Maryland, Virginia, North Carolina, South Carolina, Georgia, and Florida. It goes through the cities of Middletown, Delaware; Annapolis, Maryland; Richmond and Petersburg, Virginia; Rocky Mount, Wilson, and Fayetteville, North Carolina; Florence, South Carolina; Statesboro and Jesup, Georgia; and Ocala, Zephyrhills, and Sarasota, Florida.