High Quality Content by WIKIPEDIA articles! Maryland Route 16 (MD 16) is a state highway in the U.S. state of Maryland. The state highway runs 51.06 miles (82.17 km) from Taylors Island east to the Delaware state line in Hickman, where the highway continues as Delaware Route 16 (DE 16). MD 16 connects Cambridge with several communities in northern Dorchester County and southwestern Caroline, including East New Market and Preston. The state highway runs concurrently with U.S. Route 50 (US 50) near Cambridge, MD 331 between East New Market and Preston, and both MD 404 and MD 313 near Andersontown. The state highway is a part of the National Highway System along its concurrencies with US 50 and MD 404. MD 16 was constructed between Church Creek and Preston as one of the original state roads in the early and mid-1910s. The highway was extended in both directions in the late 1910s: north to what was to be designated MD 313 near Denton and west to Taylors Island. MD 16 was extended through Andersontown to the Delaware state line in the early 1930s. MD 16`s bypass of Cambridge was constructed in the mid-1960s.