Maryland Route 289 is a state highway in the U.S. state of Maryland. Known for most of its length as Quaker Neck Road, the highway runs 8.83 miles (14.21 km) from the junction of Lands End Road and Cliffs City Road near Cliffs City north to MD 213 in Chestertown. MD 289 serves Quaker Neck, a peninsula between Langford Creek and the Chester River southwest of Chestertown in Kent County. The highway was constructed from Chestertown beginning in the early 1920s, reaching Pomona in the mid-1920s and Cliffs City around 1930. MD 289 was widened between Chestertown and Pomona in the early 1950s. The highway's present termini were established, including a change of streets in Chestertown, in the mid-1980s.

Maryland Route 213 (MD 213) is a 68.25-mile (109.84 km) state highway located on the Eastern Shore of Maryland in the United States. The route runs from MD 662 in Wye Mills, Queen Anne's County, north to the Pennsylvania border in Cecil County, where the road continues into that state as Pennsylvania Route 841 (PA 841). The route, which is a two-lane undivided highway most of its length, passes through mainly rural areas as well as the towns of Centreville, Chestertown, Galena, Cecilton, Chesapeake City, and Elkton. MD 213 intersects many routes including U.S. Route 50 (US 50) near Wye Mills, US 301 near Centreville, and US 40 in Elkton. It crosses over the Chesapeake & Delaware Canal in Chesapeake City on the Chesapeake City Bridge. MD 213 is designated by the state as the Chesapeake Country Scenic Byway between the southern terminus and Chesapeake City with the portion north of MD 18 in Centreville a National Scenic Byway. In addition, the route is also considered part of the Atlantic to Appalachians Scenic Byway between Chesapeake City and MD 273 in Fair Hill.