75 miles NE of Annapolis; 54 miles NE of Baltimore; 40 miles SW of Wilmington; 25 miles NE of Chestertown

Chesapeake City, on the Chesapeake & Delaware Canal, remains a crossroads for the maritime traffic using the canal every day. Technically an Eastern Shore town, it is easily accessible via I-95, and thus makes an easier Eastern Shore visit than some of the other places discussed in this chapter.

The first thing you notice when driving over the 800-foot Chesapeake & Delaware (C&D) Canal Bridge is the view of the canal. Both private boats and commercial ships use this connection between the Chesapeake Bay and Delaware River. Construction of the canal brought prosperity to this town, which changed its name from the Village of Bohemia to Chesapeake City in 1839. Its inhabitants built beautiful homes, most of which still survive. Several restored Victorians now house shops and B&Bs. Boaters find it a great destination or place to stop on a cruise along the Inland Waterway.