Trail Running calendar near Frederick 2025-2026

The Fountainhead Half Marathon and 10K Trail Run, held in Fairfax Station, VA, offers challenging and scenic courses through Fountainhead Regional Park. Participants can choose between a half marathon (approximately 13.5 miles) and a 10K (approximately 6.9 miles), both featuring rugged terrain with ..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. The race features a 4.167-mile loop that starts every hour, continuing until only one runner remains. Participants are supported by experienced staff and professional c..

The More Miles Last One Standing Challenge is an exciting endurance running event taking place in Knoxville, MD. Participants compete in a unique format where they must complete a 4.167-mile course every hour on the hour, continuing until only one runner remains who can finish within the time limit...

The Barrel Oak 6k is a challenging running event set in the scenic Barrel Oak Winery, featuring a cross-country route that includes gravel roads and hills. Participants can enjoy a fun atmosphere, with options for both runners and walkers, as well as leashed pets. The event supports the Semper Fi an..

The One Family Brewing 5k is a scenic running event taking place on June 7, 2025, at One Family Brewing in Lovettsville, VA. Participants will complete three laps around the brewery's cross-country course, with a virtual race option available for those unable to attend in person. Runners will receiv..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held annually in Virginia, featuring a diverse course that includes various terrains such as pavement, gravel roads, and single-track trails. Established in 1979, this event emphasizes tradition and community, being entirely volu..

The Crooked Run Valley 10k is a scenic running event taking place on June 8, 2025, at Sky Meadows in Delaplane, VA. Participants can enjoy a challenging course that includes roots, rocks, and gravel hills, as the 10k consists of two laps of the 5k route. Runners receive a finisher's medal, a technic..

The OSS/CIA 50 Mile Night Run is a unique endurance event taking place in Prince William Forest Park, Virginia, on June 14, 2025. Participants will tackle a challenging 50-mile course that consists of a 25+ mile loop run primarily on single track trails, with some fire road sections. The event pays ..

The Juneteenth Menare Foundation 12k will take place in Germantown on Thursday 19 June 2025. You can run between 6 and 12 kilometers.

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is an exciting event that marks the beginning of the 14th Blue Crab Bolt Trail Running Series. Participants can choose between a 5K (approximately 3.3 miles) and a 10K (approximately 6.4 miles) course, both featuring scenic..

The Catoctin 50k Trail Run, scheduled for June 21, 2025, in Frederick, MD, offers a challenging out-and-back course through the scenic Catoctin Blue Trail. Participants can choose between the 50k and the shorter Half Cat 25k. The event emphasizes self-sufficiency, with no course markings or personal..

The Cacapon 12 Hour Challenge is an exciting endurance running event set in Berkeley Springs, WV, featuring a scenic and challenging five-mile loop trail. Participants will navigate a moderately to very technical course with approximately 750 feet of elevation change per loop. The event includes wel..

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a thrilling 7-mile race set in Gunpowder State Park. Scheduled for July 13, 2025, the course features a mix of rolling hills, fast sections, and water crossings, providing a challenging yet enjoyable experience for participan..

Leopold's Preserve 10k is a trail running event taking place on July 13, 2025, at Leopold's Preserve in Broad Run, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is open to walkers and includes a virtual race option for those unable ..

The 868 Estate Vineyards 10k is a scenic running event taking place at the picturesque 868 Estate Vineyards. Participants can choose between a 5k and 10k distance, with both races contributing points towards various year-long series. Runners will receive a glass of wine, a finisher medal, a technica..

The Blue Crab Bolt at Schaeffer Farms is an exciting trail running event featuring 5K and 10K courses that showcase the beautiful and well-maintained trails of Schaeffer Farms in Germantown, MD. Participants can expect a mix of fast, flowy paths, technical sections, and scenic views, starting and en..

The Blue Crab Bolt at Little Bennett is a trail running event held in Little Bennett Regional Park, Maryland. This scenic park features over 20 miles of trails, offering participants a choice between a 5K+ (3.7 miles) and a 10K (6.2 miles) course, both designed to challenge runners with hills and st..

The MD Heat Trail Race, taking place on 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 track trails with technical sections, river crossings, and significant elevation gain, making..

The Third Winchester Battlefield Half is a running event that includes a half marathon, 10k, and 5k, set in a scenic trail environment. Participants can enjoy a chip-timed race with finisher medals and technical event shirts. The event supports Operation Enduring Warrior, a nonprofit dedicated to ai..

The Inferno 10k is an exciting running event set in a challenging forest trail behind Dirt Farm Brewing in Bluemont, VA. Participants will navigate steep inclines, technical spots, and breathtaking landscapes, making for an exhilarating experience. Runners will receive a finisher medal, a technical ..