Trail Running calendar near Woodstock 2025-2026

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 ..

The 12 Hour Adventure Trail Run, hosted by Athletic Equation, takes place in Prince William Forest Park, Virginia. This annual event challenges both novice and experienced trail runners with a 6.5-mile looped course featuring diverse terrain, including single track and fire roads, and an elevation g..

The Valley View Hard Cider Challenge Half is a running event taking place at Valley View Farm, featuring challenging courses that combine cross country, trail, and hilly terrain. Participants can choose from a half marathon, 10k, or 5k, with options for both in-person and virtual participation. Runn..

The Grindstone Running Festival by UTMB is an exciting trail running event set in the picturesque Shenandoah Valley, Virginia. Participants can choose from four challenging distances: 100M, 100K, 50K, and 21K, all designed to test endurance and skill on demanding terrain. The festival showcases stun..

The Brandy Station Battlefield 10k is a scenic running event taking place at the historic Brandy Station Battlefield. Participants can enjoy a combination of cross-country and gravel dirt road courses, featuring slight elevation gains. Runners receive a finisher's medal, a technical event shirt, and..

The West Virginia Trilogy is a unique running event held in the scenic Monongahela National Forest, featuring three distinct races over three days: a 50-kilometer run, a 50-mile run, and a half marathon (13.1 miles). Set against the backdrop of the Eastern Continental Divide, participants experience..

The Rocky Gap Trail Run features a challenging 25K and 50K race, along with a relay option, set in the scenic Rocky Gap State Park in Flintstone, Maryland. Participants can tackle the course solo or as part of a team, with the 25K covering three loops and the 50K completing each loop twice. The even..

The Wilderness Run 10k is a scenic cross-country trail race taking place at Wilderness Run Vineyard, located in the historic Chancellorsville and Wilderness battlefields. Participants can enjoy a challenging course with hills, wildlife sightings, and the option to fish by the pond. The event include..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers an exciting opportunity for runners to enjoy a scenic and challenging course. Participants can choose between a 5-mile or 10-mile race, featuring beautiful singletrack trails with minimal pavement and stunning views of the l..

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..

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 Fire on the Mountain 50K Trail Race is set to take place on November 2, 2025, in Little Orleans, MD, within the scenic Green Ridge State Forest. Participants can choose between two distances: a challenging 50K (approximately 31.95 miles) and a 25K (about 16.3 miles). The race features multiple a..

The Fall Backyard Burn Trail Run at Riverbend Park is a scenic trail running event scheduled for November 2, 2025, in Great Falls, Virginia. Participants can choose between two distances: a 5-mile or a 10-mile course, both featuring beautiful riverside singletrack and moderate elevation changes. The..

The MCRRC Stone Mill 50 Mile Run is a premier ultramarathon event taking place in Montgomery Village, Maryland. Scheduled for November 8, 2025, this challenging race attracts runners from various backgrounds, offering a scenic course that showcases the beauty of the local landscape. Participants can..

The Schaeffer Half Marathon and 10K Trail Run, organized by EX2 Adventures, takes place at the scenic Button Farm in Germantown, MD. This event features a challenging course known for its twisty singletrack and open farm field running, with distances of 6.7 miles for the 10K and 13.3 miles for the h..

The Fall Backyard Burn at Hemlock Overlook is a trail running event scheduled for November 16, 2025, in Clifton, Virginia. Participants can choose between two distances: a 5-mile or a 10-mile course, both set in the scenic 425-acre Hemlock Overlook park along the historic Bull Run. The course featur..

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 Lorton, 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 end..

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 three challenging distances: 100 miles, 100K, and 50K. The course consists of primarily single-track trails with some technical sections, and runners can expect well-stocked aid stations throu..

The Fall Backyard Burn Trail Run at Fountainhead Regional Park offers participants a choice between a 5-mile and a 10-mile race, set against the scenic backdrop of the Occoquan Reservoir in Fairfax Station, VA. Known for its beautiful hiking trails and challenging terrain, this event has been a favo..