Known as Crosby Road, the highway runs 3.33 miles (5.36 km) from MD 20 near Rock Hall east to Long Cove Public Landing on the Piney Neck peninsula near Crosby in western Kent County.

The highway turns east again in the hamlet of Crosby while Piney Neck Road continues south.

MD 288 veers south while McKinleyville Road continues southeast.

The highway reaches its eastern terminus at Long Cove Public Landing on Long Cove, an inlet of Langford Creek just north of where the creek empties into the Chester River.

[1][2] MD 288 was constructed as a 9-foot-wide (2.7 m) concrete road from Coleman's Corner on the Rock Hall–Chestertown road (present-day MD 20) to Crouch's Wharf on Piney Neck in 1925 and 1926.