Trail Running Calendar Virginia 2025-2026

The Crooked Road 24 Hour Ultra is an endurance ultramarathon held in Rocky Mount, Virginia, at Franklin County’s Waid Park. The race features a scenic, mostly flat 1.178-mile loop on a crushed-cinder path that winds through the park and alo..

No Man's 50K in Triangle, VA is a women only trail running event offering 50K and 25K loop options through scenic single track and forest roads. Enjoy fully stocked aid stations and a supportive, challenging day on the trails.

Tackle rugged single track trails in the Blue Ridge at the Bel Monte Endurance Races in Lyndhurst, Virginia. Choose from 25K, 50K, or a 50 Miler for a scenic, challenging day in George Washington National Forest.

Run the 11th Dogwood Ultra at Twin Lakes State Park in Green Bay VA, with 48, 24 and 12 hour races, relays, a 10 mile race and a Parent Loop. Tackle a rolling 3.42 mi loop with stream crossings and primitive camping.

The Twisted Oak 8k is a cross-country running event held at Twisted Oak Farm Brewery in White Post, Virginia. The course features scenic views around the brewery property with minimal hills, where the 8k race consists of two laps. Participa..

Explore rugged trails around Terrapin Mountain in Sedalia, VA with 50k and half marathon options on March 21, 2026. Enjoy stocked aid stations, swag, camping, and a post race meal while supporting local youth mental health programs.

Hone Quarry Ultra - Dayton, VA The Hone Quarry Ultra is a trail endurance race that begins and ends at Briery Branch in the Shenandoah Valley and enters the George Washington National Forest near the Hone Quarry Recreational Area. The cours..

Join the Women's Trail Festival at Freedom Park in Williamsburg for scenic 10 mile and 8k trail runs, fitness classes, talks, lunch and a social with wine and beer. Community focused with awards for competitive races and proceeds benefiting..

Test your grit at the Capital Backyard Ultra, a Silver Ticket last runner standing race at Meadowood near Washington DC. Hourly loops repeat until one runner remains; field is limited to 60 and the winner takes home $1,000.

The Sheetz-to-Sheetz Trail Run is a 14-mile untimed point-to-point trail run held in King George, Virginia. Starting at a Sheetz convenience store near King George Middle School, the course follows rural roads briefly before transitioning t..

Event overview The Bull Run Run 50 is a trail race of 50 miles scheduled for April 4, 2026, in Clifton, Virginia. The event is organized by volunteers from the Virginia Happy Trails Running Club and was established in 1993. The listed entry..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walke..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding..

Explore scenic single and double track trails at James River State Park with distances from a 10 mile day race and a new night 10 mile to 50K and 50 mile ultras plus relays. Expect tough climbs, riverside flats, and a steep finish.

Run from 10K to 100k on flat, all dirt trails along the New River in Fries, Virginia. Scenic out and back courses feature aid stations, drop bags for ultras, and a cupless policy so bring your own bottle or cup.

Mountain & Vine Vineyard 3k, 6k, & 9k takes place at Mountain & Vine Vineyards in Faber, Virginia (500 Delfosse Winery Ln.). The course loops the winery property: 3k is one lap, 6k two laps, and 9k three laps, delivering a hilly but scenic..

April 18, 2026, Sip & Stride 5k & 10k returns to Southern Revere Cellars in Louisa, Virginia, for a winery-style cross-country race. The 5k is two laps and the 10k four laps around the winery property, featuring mostly flat terrain with no..

Explore maritime forest, cypress swamps and Broad Bay shoreline at the Long Creek 60k in Virginia Beach on April 19, 2026. Pick 60K or 30K, tackle scenic trail loops and earn a custom finisher award when you finish within the time limit.

Barrel Oak 3k & 6k is a cross-country running event at Barrel Oak Winery in Delaplane, Virginia. The course winds through vineyard grounds with gravel sections and rolling hills, and the 6k is two laps of the 3k route. Walkers and leashed p..

Take on the Virginia Run for Cancer, a 24 hour solo and team event on a flat 3.75 mile all dirt loop in Hampton. Walkers welcome and volunteers support runners while the event raises funds for the American Cancer Society.