Trail Running Calendar Virginia 2025-2026

The Hybrid 8K is a unique running event held in Danville, Virginia, that combines both trail and road running for an exciting race experience. Participants start at Anglers Park, running 2.5 miles on the Withcback trail through the woods, followed by a 2.5-mile finish on the road and the rolling Riv..

The Twisted Trail 10k is an annual trail running event held in Forest, Virginia, at the New London Tech Trails. The 2025 race, its fifth edition, features a 10-kilometer course running through three loops—Orange, Blue, and Green—on well-maintained trails with minimal trip hazards. Due to constructio..

The Leopold's Preserve 10k is a trail running event held at Leopold’s Preserve, a 380-acre nature conservancy in Haymarket, Virginia. The course features mostly flat, dirt paths with some roots, offering a scenic and natural running experience. The 10k route is an out-and-back course with a detour o..

The 53rd Winery 5k & 10k is a scenic running event held at 53rd Winery in Louisa, Virginia. The course is a cross-country route looping around the vineyards and winery property, featuring a fairly flat terrain with some elevation changes. The 5k consists of three laps, while the 10k covers six laps...

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 Hungry Mother Trail Run & Hike, held at Hungry Mother State Park in Marion, Virginia, offers a scenic and challenging outdoor experience with multiple event options. Participants can choose from a 7k Summit Hike or Race featuring a steep climb to Molly's Knob with over 2,000 feet of elevation ga..

The 3H Trail Half Marathon in King George, Virginia, is a scenic out-and-back race held on the Dahlgren Railroad Heritage Trail, a flat, smooth, and fast converted railroad bed featuring dirt, gravel, grass, and pine needle surfaces. The course offers nearly 100% shade from surrounding trees, enhanc..

The Jarmans Invitational Marathon, held annually in Crozet, Virginia, is a challenging 29-mile race featuring a grueling course with 7,610 feet of elevation gain and loss. Runners tackle a steep gravel road, Jarmans Gap, five times, each lap involving a 2.9-mile climb with 1,522 feet of ascent. The..

The Dahlgren Heritage Rail Trail 50K is a challenging ultramarathon held in King George, Virginia, on the Dahlgren Railroad Heritage Trail. This flat, fast, and well-maintained out-and-back course spans 31 miles along a converted railroad bed featuring dirt, grass, pine needles, crushed stone, and s..

The DHRT 50K is a challenging trail race held in King George, Virginia, along the Dahlgren Railroad Heritage Trail. This 50-kilometer event takes place in August, presenting runners with the added challenge of Virginia's intense summer heat and humidity. The course is fast and flat, mostly shaded by..

The Merrie Mill Farm & Vineyard 10k is a scenic cross-country race held at Merrie Mill Farm & Vineyard in Keswick, Virginia. The course features a mix of flat gravel, dirt, and paved roads with some notable hills, offering one lap for the 5k and two laps for the 10k. Walkers are welcome, and a virtu..

The Third Winchester Battlefield Half, held on August 9, offers scenic trail routes through the historic battlefield. Participants can choose from a half marathon, 10k, or 5k race, with the half marathon consisting of three loops on a light gravel dirt path. The event features chip-timed results, fi..

The Crystal Springs Ultra Races take place in the scenic Crystal Springs Recreation Area in Wytheville, Virginia, featuring challenging and technical trails like the High Rocks Spur and Boundary Trail loops. The event offers three race distances: a 50k+ ultra (38.4 miles, 6,024 ft elevation gain), a..

The Flag Rock 5K Trail Run, held in Norton, Virginia, is part of the High Knob Outdoor Fest, a weeklong celebration of non-motorized outdoor activities in the High Knob Region. The race takes place on the scenic Flag Rock Area Trails within the Flag Rock Recreation Area, offering participants a chal..

The One Mile With a Smile 12 Hour Endurance Run takes place at Oak Grove Lake Park in Chesapeake, Virginia. Participants run multiple laps of a 1.5-mile loop over 12 hours, allowing them to run as much or as little as they choose. The course is flat, unpaved, and tree-lined, offering scenic views of..

The Terrible Twelve is a unique 12-hour endurance race held in Williamsburg, Virginia, on the Warhill Nature Trail. Participants run or walk as many 3.7-mile loops as possible from 7 PM to 7 AM, with a one-mile add-on available in the final half hour. The course features crushed gravel and rolling h..

The Camp Bethel PEP! 5K Run is an annual trail running and walking event held at Camp Bethel, located at 328 Bethel Road, Fincastle, Virginia. The 9th edition is scheduled for August 30, 2025. The 5K course traverses diverse terrain including trails, fields, and forests across the camp's 470-acre pr..

The Iron Mountain Trail Run is a challenging trail race held annually in Damascus, Virginia, featuring four distance options: 16, 30, 40, and 50 miles. The course traverses the Iron Mountain ridgeline through Jefferson National Forest, following sections of the former Appalachian Trail, with varied..

The Orchard Dash 10k is a cross-country trail race held at Albemarle CiderWorks in North Garden, Virginia. The event features both 5k and 10k routes, with the 10k consisting of two laps on a hilly course. Participants receive a finisher’s medal, a technical event shirt, and a glass of cider from Alb..

The Inferno 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features rugged forest terrain with steep inclines, descents, and technical sections including tree roots and rocks. The 10k race consists of two loops of a winding trail behind the brewe..