Maryland Route 231 (MD 231) is a state highway in the U.S. state of Maryland. The state highway runs 16.39 miles (26.38 km) from Olivers Shop Road near Hughesville east to MD 765 in Prince Frederick. MD 231 crosses the Patuxent River on the Benedict Bridge, which connects Benedict in eastern Charles County with Hallowing Point in central Calvert County. The highway directly connects MD 5 in Hughesville with MD 2 and MD 4 in Prince Frederick. MD 231 was constructed from Hughesville to Benedict and from Hollowing Point to Prince Frederick in the early 1920s. The portion of the state highway west of Hughesville was built in the early 1930s, about the same time ferry service began between Benedict and Hallowing Point. The Benedict Bridge was started in 1950 and was completed in 1952; the bridge remained the southernmost crossing of the Patuxent River for 25 years. The bridge was tolled from its opening until around 1955. MD 231 was reconstructed between Hughesville and Prince Frederick in the mid- to late 1950s to better serve intercounty traffic.
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