Trail Running Calendar Maryland 2025-2026

The Gunpowder Keg Ultra, hosted by the Baltimore Road Runners Club, features a scenic trail race in Gunpowder State Park, Parkton, MD. Participants can choose between a 25K or 50K distance, with the course consisting of a 15.5-mile loop of single track, fire road, and asphalt. Runners can switch dis..

Run to Remember is a commemorative running event held in Piney Run Park, Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of lost loved ones and encourages participants to challenge themselves in their honor..

The C&O Canal 100 is a 100-mile ultramarathon set along the scenic Potomac River, ideal for both first-time and experienced runners. The course features a combination of one 40-mile loop and two 30-mile loops on the historic C&O Canal towpath, providing beautiful riverside views and a smooth terrain..

Mount Aetna Adventist School's Fun Trail Run is an exciting annual event that promotes fitness and community spirit. Scheduled for April 27, 2025, in Hagerstown, MD, the event features various running options, including 5k and 3k races for both adults and children. Participants can also register as..

The Farm Park Challenge is an exciting running event taking place at the Agricultural History Farm Park in Derwood, Maryland. Participants can choose from various challenges, including a marathon, a 25K, and timed events of 3, 6, or 10 hours, all featuring a 5-mile loop course. Runners start each lo..

The Spencerville Adventist Academy 5K, 1 Mile Race, and Kids Fun Run is an annual event that promotes fitness and community engagement. Scheduled for May 4, 2025, this event features a 5K cross-country race, a 1-mile run, and a fun run for children aged 9 and under. Participants receive a compliment..

The Ripper - Sunrise to Sunset is a unique running event scheduled for May 10, 2025, in Pocomoke, MD. This timed distance challenge lasts for 14 hours and 6 minutes, allowing participants to run as far as they can on a 3.75-mile trail course from sunrise to sunset. The course features predominantly..

The Ed Poling Memorial PA Challenge is a demanding hiking event that covers over 20 mountainous miles on the Appalachian Trail in Pennsylvania, starting at Caledonia State Park and concluding at Pen Mar Park. Participants receive comprehensive support, including lunch, snacks, drinks, and transporta..

The Ed Poling Memorial Hike for Hunger & Hope is a non-competitive fundraising event suitable for all ages, featuring hikes of varying distances along the scenic C&O Canal towpath in Maryland. Participants can choose from a 4K, 10K, or half marathon hike, catering to both casual and serious hikers...

The More Miles Last One Standing Challenge is an exciting endurance running event taking place in Knoxville, MD. This annual challenge features a unique "last one standing" format, where participants must complete a 4.167-mile course every hour on the hour for as long as they can. The event also inc..

The Dash Through the Dirt Half is a running event taking place at Carderock Recreation Area, featuring 5k, 10k, and half marathon distances. Participants can enjoy fast, flat courses along the C&O Canal path, ideal for achieving personal records. The event welcomes walkers and offers a virtual race..

The Juneteenth Menare Foundation 12k and 6k event celebrates Juneteenth with a scenic and challenging trail run at Button Farm, featuring the Schaeffer Farm Trails. Participants can enjoy a vibrant atmosphere while earning points towards year-long running series. The event welcomes walkers and offer..

The Catoctin 50k Trail Run, scheduled for June 21, 2025, in Frederick, MD, offers a challenging out-and-back course through the scenic Catoctin Mountain region. Participants can choose between a 50k and a 25k distance, both featuring rocky trails and demanding elevation changes. The event emphasizes..

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is set to kick off the 14th annual Blue Crab Bolt Trail Running Series. Participants can choose between a 5K and a 10K course, both offering scenic views of lakes and streams along single-track trails. This event not only p..

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a thrilling 7-mile race set in Gunpowder State Park. This event features a diverse course that includes rolling hills, fast sections, and water crossings, providing an adventurous experience for participants. The race will cr..

The Endless Summer 6-Hour Run, organized by the Annapolis Striders, is set to take place at Greenbury Point Nature Center in Annapolis, MD. This annual event features a modified 2.5-mile loop course that offers scenic views of the Chesapeake Bay and Bay Bridge. Participants can compete solo or in re..

The Run the Vineyards Bohemia Manor Farm 8K is an exciting running event set in the picturesque Bohemia Manor Farm in Chesapeake City, MD. Participants can choose between a scenic 8K trail run and a 5K run, both featuring beautiful views of vineyards and the Bohemia River. The event includes chip-ti..

The Blue Crab Bolt Trail Run at Schaeffer Farms, scheduled for July 26, 2025, features both 5K and 10K events. Set in Germantown, MD, the race takes place on well-maintained trails that include twisty single-track paths, stream crossings, and some technical sections. The event starts and ends at the..

The Blue Crab Bolt Trail Run at Little Bennett Regional Park in Clarksburg, MD, is set for August 2, 2025. This exciting event features two race options: a 5K and a 10K, both traversing the park's scenic trails, which include challenging hills and picturesque streams. The park spans 3,600 acres and..

The MD Heat Trail Race, scheduled for August 9, 2025, offers participants a choice between a 25K and a 50K trail run in the scenic Patapsco Pickall Area of Elkridge, MD. The course features rolling single tracks, technical sections, and two river crossings, providing a challenging yet enjoyable expe..