Trail Running Calendar Maryland 2025-2026

The Wild Trail 10K in Thurmont, MD, is a beginner-friendly trail race set in the scenic Thorpewood property. Scheduled for April 6, 2025, this event offers participants a unique opportunity to experience a beautiful course that is otherwise private. The race is part of the FSRC Grand Prix and is fre..

The Breeze Thru the Trees 5k is a cross-country running event taking place at Ruppert Nurseries in Gaithersburg, Maryland. Scheduled for April 6, 2025, the event features a 5K run and a 1-mile fun run, set against the backdrop of a lush tree nursery in Montgomery County’s Agricultural Reserve. Proce..

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..

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..

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..

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 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 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 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 exciting challenge for participants. The race will cross..

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 offers an exciting opportunity for runners to experience the beautiful trails of Germantown, MD. Participants can choose between a 5K and a 10K course, featuring well-maintained paths with twists, stream crossings, and moderate technical challenges. Th..