Bicycle riding in Maryland gained publicity in 1989, when the first Cycle Across Maryland was ridden. The event was held annually through June 2008.
Bicycle riders, Carroll Creek Park, Frederick, Maryland, August 2018. Photo by Diane F. Evartt.
During the 2020 Olympics in Tokyo, Japan, Katie Zaferes of Hampstead (Carroll County), Maryland, won the Bronze Medal in the Women's Triathlon, which consists of cycling, running, and swimming. Zaferes won the International Triathlon Union's World Triathlon Championship in 2019.
In 2024, the League of American Bicyclists ranked Maryland ninth in the Nation’s Top 10 Bicycle Friendly States and third among Mid-Atlantic and North East States.
A young bicycle rider, Glen Burnie, Maryland, May 2011. Photo by Diane F. Evartt.
A major international cycling event, the Maryland Cycling Classic is a 124-mile race that starts in Sparks, Baltimore County, and ends at the Inner Harbor in Baltimore City. Last held in September 2025, the race may return in September 2027. A precursor of the race, the Bike Jam, last took place in September 2025 in Baltimore City's Patterson Park.
Bicycle riders, including bicycle built for four, Market Place, Baltimore, Maryland, September 2008. Photo by Diane F. Evartt.
In Dorchester County, the annual Six Pillars Century Blackwater Tour through the Blackwater National Wildlife Refuge will next take place in May 2027.
The Tour de Capitols Adventure Rides allow participants to cycle to Washington, DC, and back along the Washington, Baltimore & Annapolis (WB&A) Trail, the Anacostia Riverwalk Trail, and the East Coast Greenway. Both the 84-mile version and the 60-mile version will take place in May 2027.
The annual Tour de Frederick offers riders various courses around Frederick County and into southern Pennsylvania, ranging from the family-friendly 10-mile trip to the more challenging 100-mile Century Ride. The next Tour will take place in June 2027 in Walkersville.
Interest in cycling is maintained by local groups, such as the Baltimore Bicycling Club and Bike Maryland. The Department of Natural Resources promotes the Maryland Trails Program. Also, some local governments have developed master plans to incorporate bicycles as a regular mode of travel within their jurisdictions.
Maryland's Bicycle and Pedestrian Advisory Committee advises State government agencies on bicycle-related and pedestrian matters.
More leisurely and sometimes festive cycling takes place on the last Friday evening of the month through the Baltimore Bike Party.
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