Thing to Do

Bicycle between Point Lookout and Leonardtown, MD

Captain John Smith Chesapeake National Historic Trail, Potomac Heritage National Scenic Trail, Star-Spangled Banner National Historic Trail

group of bicyclists on a road in Southern Maryland with a glimpse of the Potomac River

Captain John Smith Chesapeake National Historic Trail, Potomac Heritage National Scenic Trail, Star-Spangled Banner National Historic Trail

bicyclists single file on a road
Bicycling is a popular means to explore Southern Maryland

St. Mary's County Tourism

With a stop at Piney Point Lighthouse, Museum and Historic Park, the bicycling route between Point Lookout State Park and Leonardtown is approximately 45 miles. Cyclists should allow time for a visit to Historic St. Mary's City and for a paddling trip on MacIntosh Run to a takeout at the Leonardtown Wharf. This route is included in the Adventure Cycling Association "Tidewater Potomac Heritage" route map set, following Route 5 (exercise caution or use alternate route); Flat Iron, St. George's and Drayton roads; Route 249/Piney Point Road; Route 244; and Route 5 into Leonardtown (exercise caution). The route works in reverse, of course, and could be expanded.

Last updated: February 16, 2018