Trail Running calendar near Charlottesville 2025-2026

The Nasty 9 Trail Run takes place in Lexington, Virginia, within the scenic 600-acre Brushy Hills watershed in the Shenandoah Valley. This competitive trail race offers two distances: a challenging 9-mile course featuring over 2,000 feet of vertical gain, and a shorter 3-4 mile course with about 500..

The Brandy Station Battlefield race offers road and trail running options at Brandy Station Battlefield, Brandy Station, VA. The organizer stages both an in-person event and a virtual run option. Points from the event count toward the 5k, 10k, Back of the Pack Series, and the Summer Series. Distanc..

Run to the Taproom - Creekside Farm Brewery 5K & 8K takes place at Creekside Farm Brewery in King George, Virginia. The event offers scenic 5K and 8K courses on a well-maintained dirt trail through a 1,000-acre farm bordering the Rappahannock River. It is chip-timed with awards for Top 3 Overall and..

The event takes place on September 28 at Merrie Mill Farm & Vineyard in Keswick, VA (594 Merrie Mill Farm). It offers two distances: 5k - one lap on a cross-country course with hills, gravel and paved sections. 1 mile - a short cross-country option on the winery property. A virtual run option..

Quantico 24-Hour Walk, Run & Relay for Charity is held in Quantico, Virginia, benefiting Semper Fi & America's Fund, which supports wounded service members and military families. The event invites walkers, runners, and relay teams to cover mileage by doing laps or jogging several miles, with team an..

Howlin' Coyote Canicross Trail Race, held in King George, Virginia (11617 Caledon Rd), offers two canicross options: a 10K Canicross and a 1-mile Wild Pup. This dog-friendly, non-profit event is part of the Friends of Caledon State Park series and supports natural resources and educational programmi..

The Pocahontas Trail Festival is a trail running event held at Pocahontas State Park in Chesterfield, Virginia. It features a Half Marathon and a 10k race, both starting and finishing on a large grass field near the park's boat launch. The course was redesigned to emphasize trail running, incorporat..

The West Virginia Trilogy is a three-day stage race on and around Spruce Knob, on the Eastern Continental Divide. It takes place over Columbus Day weekend, October 10–12, 2025, and is hosted by the West Virginia Mountain Trail Runners with race headquarters at the Spruce Knob Mountain Center’s 400-..

The Full Distance 5k & 10k takes place on October 11 at Locust Shade Park. Points from the event count toward the Year-Long 5k, 10k and Back of the Pack Series and the Sippin Series. A virtual race option is offered. Walkers are welcome. Distances: 5k 10k Registered participants receive a fin..

The Trails 4 Miles is an annual trail running event held at Sherando Park in Stephens City, Virginia. The main race is a challenging 4-mile course featuring mixed surfaces, including paved paths and wooded trails through the scenic Sherando Park Mountain Bike Trails. Runners experience beautiful fal..

Piedmont 8 Hour takes place at Powhatan State Park in Powhatan, Virginia. The event offers an 8-hour format with 2.7-mile loops, each gaining about 60 feet of elevation. The course blends open meadow running with pine forests, delivering scenic fall foliage and plenty of birdlife.Runners receive aid..

The Deep Hollow Half Marathon & 5K Trail Race takes place at Hydaway Outdoor Center in Lynchburg, Virginia. It offers a Half Marathon (13.1 miles) on primarily single-track trail with some forest roads, and a 5K (3.1 miles) out-and-back on a forest road. The event is the premier trail race in the Li..

The Bivanna Trail Extravaganza is a trail running event held in Charlottesville, Virginia, featuring multiple race distances on the scenic Rivanna Trail. Participants can choose from a 40-mile full loop, a 20-mile half loop (Demibivanna), a 10-mile quarter loop (Hemidemibivanna), or a 40-mile biking..

The event takes place on October 18 at Wilderness Run Vineyard in Spotsylvania, VA (11109 Plank Rd; GPS 38.325153, -77.719921). It features cross country trail courses with hills. The 5k is an out-and-back once and the 10k is two laps of the 5k. Points count toward the 5k, 10k and Back of the Pack..

The Heart of Virginia Council Glow Trail Run 5K is a unique nighttime trail running event held at Camp Brady Saunders in Maidens, Virginia. This family-friendly race welcomes participants of all ages and is open to everyone, not just Scouts. The course features a 5K trail illuminated with glow-in-th..

Andy’s Backyard Ultra is a last-person-standing ultramarathon held at Teventrails in Earlysville, Virginia, about 14 miles northwest of Charlottesville. The event uses the Backyard Ultra format: competitors must complete a 4.17-mile lap within one hour, and laps continue hourly until only one runner..

Run the Chessie takes place on the Chessie Nature Trail at the southern end of the Shenandoah Valley, linking Lexington, Virginia, and Buena Vista along the Maury River. The event offers multiple race options: 26.2 miles Marathon 13.1 miles Half Marathon 10K 5K 26.2 Relay (four legs: approximately..

Run For Your Life 5k is a cross-country 5K Run/Walk held at Verdun Adventure Bound in Rixeyville, Virginia (17044 Adventure Bound Trail). The race takes place on Verdun’s cross-country course across a 67-acre woodland setting, offering a true 5K course suitable for runners and walkers. The event fea..

The Crozet Trails Crew 5K/10K Trail Run + Family Fun Run is a fundraiser in Crozet, Virginia hosted by the Crozet Trails Crew. The course starts and ends at Crozet Park, following rustic trails east of the park with roots, rocks, and ruts. Distances include Trail 5K, Trail 10K, and a Family Fun Run;..

Shenandoah Zombie Run is a 5K running event held at Camp Shenandoah in Swoope, Virginia. The course weaves through Camp Shenandoah’s hills and woods along Little North Mountain, offering forest trails as runners dodge zombies. Each participant wears a belt with three flags, representing lives to pro..