Trail Running calendar near Winchester 2024-2025

The Massanutten Mountain Trails 100 Mile Run is a challenging ultra-marathon held in the scenic Massanutten Mountains of Virginia's Shenandoah Valley. This event features a rugged course with over 18,000 feet of elevation gain, testing the endurance and skills of participants. Runners must complete ..

The Capital Backyard Ultra is a unique endurance running event held in Lorton, Virginia, designed for a maximum of 60 participants. Runners compete on a 4.167-mile loop, starting on the hour, with the goal of being the last runner standing. The event emphasizes camaraderie and support, featuring pro..

The More Miles Last One Standing Challenge is an exciting annual running event held in Knoxville, MD, featuring a unique "last one standing" format. Participants tackle a 4.167-mile course, completing laps on the hour for as long as they can. The event culminates when only one runner remains capable..

The Old Dominion 100 Endurance Run, established in 1979, is a challenging ultramarathon that takes place on the first weekend in June. Runners navigate a diverse course featuring various terrains, including pavement, gravel roads, single track trails, and streams. Participants aim to complete the ra..

The OSS/CIA 50 Mile Night Run is a unique trail running event held in Prince William Forest Park, Virginia, which has historical significance as the training ground for OSS spies during World War II. Participants will tackle a challenging 50-mile course consisting of a 25+ mile loop run twice, prima..

The Third Winchester Battlefield Half is a scenic running event taking place at the historic Third Winchester Battlefield. Participants can choose from a half marathon, 10k, or 5k distance, with options for both in-person and virtual participation. Runners will receive a finisher's medal, a technica..

The MD Heat Trail Race, held at the Patapsco Pickall Area in Elkridge, MD, offers both 25K and 50K trail running options. This event features a challenging course with rolling single track, technical sections, and two river crossings, providing a mix of hiking and running opportunities. Participants..

The Inferno 10k is an exhilarating running event set against the backdrop of rugged terrain, featuring steep inclines and winding paths. Participants will navigate a challenging loop course that includes technical spots and elevation changes, ensuring a rewarding experience. Runners will receive a f..