Trail Running Calendar Virginia 2025-2026

The Into the Darkness Night Trail Run is a unique 4-mile race held at Explore Park in Roanoke Valley, featuring a mix of IMBA-designed trails, including twisty single track and gravel roads. Participants navigate the course using reflective arrows and glow sticks, making it a family-friendly event. ..

The Halloween Horror 10k is a thrilling running event taking place at Conway Robinson State Forest Park. Scheduled for October 26, 2025, participants can enjoy a scenic trail route that features technical terrain and minor hills. The event welcomes both runners and walkers, with a virtual race optio..

Haunts & Hallows is a half marathon event organized by Winding Way Run Co., taking place in Virginia Beach, VA, at First Landing State Park. The race features scenic trails with a mix of roots, bridges, and sandy sections, offering a welcoming atmosphere for runners of all levels. Participants can e..

The Mountain Masochist Trail Run is a renowned trail running event held in Montebello, Virginia, featuring a challenging 50-mile course. Celebrated for over 40 years, the race showcases the stunning landscapes of the Blue Ridge Mountains, particularly during peak fall foliage. The course has been up..

The Fall Backyard Burn (FBYB) at Riverbend Park is a thrilling series of trail running races featuring 5 and 10-mile courses. Set against the scenic backdrop of the Potomac River and Great Falls National Park, participants can enjoy beautiful riverside singletrack and gentle hills. The event is desi..

The Fall Backyard Burn at Hemlock Overlook is an exciting trail running event set in a picturesque 425-acre park near Washington D.C. Participants can choose between two course lengths: a 5.2-mile single lap or a 9.5-mile double lap, both featuring a mix of hiking trails, dirt roads, and scenic view..

The Fall Backyard Burn at Laurel Hill is a trail running event set in the scenic 1600-acre grounds of the former Lorton Reformatory in Virginia. Participants can choose between a 5-mile or 10-mile course, featuring a mix of forested and open meadow singletrack trails. The race begins and ends at the..

The Lake Anna Turkey Trot Half is a scenic running event held at Lake Anna State Park, featuring a half marathon, 10k, and 5k races. The half marathon course is a mix of 50% trail and 50% paved road, with a completion time limit of 3:15. Participants can also opt for a virtual race option.Runners re..

Devil Dog Ultras is an exciting trail running event held in Prince William Forest Park, Virginia, featuring 100-mile, 100K, and 50K races. The course consists of primarily single-track trails with some technical sections, fire roads, and rolling hills. Runners can expect well-stocked aid stations an..

The Freight Train 100k/50k is an exciting running event held in Farmville, VA, featuring three race options: a Half Marathon, 50k, and 100k. The course is relatively flat, making it suitable for both seasoned ultra-runners and first-timers. Participants will experience scenic views, including a cros..

The Fall Backyard Burn at Fountainhead is a popular trail running event held at Fountainhead Regional Park in Fairfax Station, VA. Participants can choose between a 5-mile or a challenging 10-mile course that features scenic hiking trails and dirt roads along the Occoquan Reservoir. The event is kno..

The Pocahontas Half, along with a 10k and 5k, is a scenic running event held at Pocahontas State Park near Richmond. Participants can enjoy a beautiful forest trail that features a mix of dirt and pine needles, making for a softer running experience. The event welcomes walkers and offers a virtual r..

The Mel Williams Memorial Seashore 50K, presented by Brooks, is a trail running event taking place at First Landing State Park in Virginia Beach, VA. Scheduled for December 14, 2025, this race features a two-loop course, with participants passing through two fully stocked aid stations multiple times..