Trail Running calendar near Sharpsburg 2025-2026

The Barrel Oak 6k is a challenging cross-country running event held at Barrel Oak Winery in Delaplane, VA. Participants can choose between a 3k or 6k race, with the 6k being two laps of the 3k course. The event features scenic routes through vineyards, gravel roads, and hills.Runners receive a finis..

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 event offers 5k, 10k, and half-marathon races at Carderock Recreation Area in Potomac, MD. The courses run along the scenic C&O Canal Towpath, featuring light gravel trails with minimal elevation changes, ideal for personal records. Participants receive a finisher’s coin, t..

The One Family Brewing 5k & 1-Mile event is a family-friendly race held at One Family Brewing in Lovettsville, VA. Participants can enjoy a scenic cross-country course around the brewery, with the 5k consisting of three laps around the brewery fields. Runners receive a beer, finisher’s medal, techni..

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, single track trails, and more. Established in 1979, this event emphasizes tradition and community, being entirel..

The Half Ass 25k & 10k is a unique running event taking place in Newville, PA, featuring two challenging courses with significant elevation gains. The 25k course offers over 4,000 feet of vertical ascent, while the 10k course, though shorter, still presents a tough challenge with over 2,000 feet of..

The Awesum Possum Lake Trail Adventure, held in memory of Steve Fealtman, is a running and walking event taking place at Opossum Lake Park in Carlisle, PA. Participants can choose from a 6-mile obstacle course, a 4-mile run, or a 4-mile walk, all set against the scenic backdrop of the lake and its s..

The Crooked Run Valley 10k is a scenic and challenging trail race held at Sky Meadows in Delaplane, VA. Participants can choose between a 5k or 10k course, with the 10k being two laps of the 5k loop. The event features chip-timed results, finisher medals, and technical event shirts.It supports the c..

The OSS/CIA 50 Mile Night Run is a unique endurance event set in the historic Prince William Forest Park, which served as a training ground for the OSS, the precursor to the CIA. Participants will tackle a challenging 50-mile course that consists of a 25+ mile loop run twice, primarily on single-tra..

The Juneteenth Menare Foundation 12k & 6k is a scenic trail race held at Button Farm in Germantown, Maryland, celebrating Juneteenth. Participants can choose between a challenging 12k or a 6k course through the Schaeffer Farm Trails, with scenic and hilly terrain. The event features chip-timed resul..

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 Cacapon 12 Hour Challenge is an exciting endurance running event set in Berkeley Springs, West Virginia. Participants tackle a scenic, moderately to very technical five-mile loop trail, featuring approximately 750 feet of elevation change per loop. The course is well-marked and maintained, with..

On The Rocks Trail Runs is an exciting trail running event taking place at Rocky Ridge County Park in York, PA, featuring multiple race distances: 50K, 33.3K, 16.7K, and 10K. The course is characterized by rolling hills, rocky terrain, and tree roots, providing a challenging experience for participa..

The Ironstone 100K Ultra is a challenging ultramarathon set in the scenic Allegheny Mountains, starting at Canoe Creek State Park and finishing at Greenwood Furnace State Park. This point-to-point race features a mix of technical terrain, including ridge running atop Tussey Mountain and sections alo..

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 Leopold’s Preserve 10k is a trail running event held at Leopold’s Preserve in Broad Run, Virginia. Participants can enjoy a mostly flat dirt course with some roots, featuring scenic views of a diverse habitat and wildlife. The race is chip-timed and includes a finisher’s medal and technical even..

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 868 Estate Vineyards 10k and 5k is a scenic cross-country race held at 868 Estate Vineyards. Participants can choose between a 5k or 10k course around the vineyard property, featuring hills and beautiful views. The event includes a finisher medal, technical event shirt, and a glass of wine.Point..

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..