 Maryland Route 5 Business (MD 5 Bus.) was a 0.96-mile (1.54 km) business route of MD 5 that looped through the central part of Leonardtown. The route headed west from MD 5 on Fenwick Street, a two-lane undivided road with a traffic count of 7,271 vehicles in 2007. It headed through wooded areas before it reached into the downtown area of Leonardtown. Upon reaching the town center, MD 5 Bus. turned north onto Washington Street, which followed a one-way pair with two lanes in each direction. The road turned into a four-lane undivided road and continued through residential and commercial areas before intersecting MD 5 again. Past here, the road becomes MD 245 (Hollywood Road). The route was decommissioned in 2012 when it was transferred from the state to the town of Leonardtown.
