Trail Running calendar near Appomattox 2025-2026

The Chessie Trail Marathon, held in Lexington, Virginia, is a scenic running event along the nationally acclaimed Chessie Nature Trail, a flat, smooth gravel and grass rail trail paralleling the Maury River. The event offers multiple distances: a full marathon (Boston qualifier), half marathon, 10K,..

The Mountain Masochist Trail Run (MMTR) is a renowned ultramarathon held in Montebello, Virginia, featuring 100K, 50-mile, and 50K distances. Celebrated as one of the best trail races in the Eastern U.S., the course starts and finishes at Montebello Campground, traversing the scenic Blue Ridge Mount..

The Harvest Hustle 10k in North Garden, Virginia, is a cross-country trail run held at Walnut Creek Park near Charlottesville. Featuring a new course with varied terrain, runners encounter elevation changes, rocks, and roots, making for a challenging and scenic experience. The event offers both 5k a..

The Freight Train 100k/50k is a winter ultramarathon held in Farmville, Virginia, featuring race distances of 100 kilometers, 50 kilometers, and a half marathon. The course follows a relatively flat rail trail with less than 1500 feet of elevation gain for the 100k, making it a fast and accessible r..

The Freight Train Ultra Marathon is held at High Bridge Trail State Park in Farmville, Virginia. It offers three distances: a half marathon, 50k, and 100k, all on a flat rail trail with under 1000 feet of elevation gain. The course features scenic stretches including the iconic High Bridge, with aid..

The Pocahontas Half is a scenic race held at Pocahontas State Park near Richmond, featuring a half-marathon course along the wooded Bright Hope Trail. The event also includes 5k and 10k races, with courses that are primarily forest trails composed of dirt and pine needles, offering a softer running..

The Holiday Lake 50K, held in Appomattox, Virginia, is a well-established ultra trail race founded in 1996. It features a scenic loop course around Holiday Lake, combining country roads and trails, making it ideal for first-time ultra runners as well as seasoned athletes. The event also offers 10K a..

The Terrapin Mountain race, held in Sedalia, Virginia, is a popular spring trail running event featuring a 50k and a half-marathon. For over 17 years, it has attracted runners to the scenic and challenging trails around Terrapin Mountain, White Oak Ridge, Goff Mountain, and Hunting Creek. Participan..