Trail Running calendar near Gordonsville 2026-2027

Freight Train Ultra Marathon in Farmville, VA offers 100k, 50k and a half marathon on a relatively flat rail trail that crosses High Bridge twice. The event includes aid stations, drop bag support at Prospect and a 19 hour limit for the 100..

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

A 100 mile trail ultramarathon in the Massanutten Mountains with rocky terrain, short steep climbs totaling over 18,000 feet of ascent and a 36 hour cutoff. The event features well stocked aid stations, marked trails and lodging options.

Run a scenic, flat 5k along the Virginia Capital Trail by the James River at Rocketts Landing in Richmond. Choose in person or virtual entry, enjoy chip timing, a tech race shirt and finisher medal, with live results posted after the race.

Race through history on the trails of Manassas National Battlefield at dusk. The Night Raider offers 5k and 10k distances starting and finishing at the Winery at Bull Run. Runners receive a medal, tech shirt, and a post race glass of wine.

Enjoy a scenic 5K on trails across a 100 acre organic farm by the Cacapon River in Wardensville. This family friendly fundraiser benefits local volunteer fire and rescue and the Youth Giving Committee, with food and leashed dogs welcome.

Celebrate Memorial Day with a 10K run or 2 Mile walk in Lynchburg, Virginia to support families affected by Type 1 and Type 2 diabetes. The chip timed 10K awards finisher medals and offers shirts for early registration.

Run a scenic but technical loop trail at Sky Meadows. The event features a 5k and 10k, with finisher medals and chip timing. Points count towards multiple race series, and walkers are welcome.

A measured *100-mile* loop through the Massanutten Mountains and Shenandoah River Valley with varied terrain, 14,000 feet of gain and 14 climbs. The volunteer-run event offers a 24 hour cutoff for the silver buckle.

A community 5K on June 6, 2026 at High Bridge Trail State Park with an out and back route across the half mile High Bridge. Proceeds support park programs and participants receive a hat and finisher medal.

A night-focused trail event at Prince William Forest Park offering a 50 mile race plus 25 mile and 10 mile options. The 50 mile uses a 25+ mile loop run twice and features staffed aid stations and specific crew and pacer rules.

A night trail event on High Bridge Trail State Park near Farmville VA offering 50K, half marathon and 5K options including hiker and family entries. The course follows an old rail trail with aid stations, chip timing and a cupless policy.

The High Bridge Challenge pairs the Freight Train and Night Train on High Bridge Trail in Farmville, VA. Runners can combine distances across four combo options and receive a special handcrafted award for completing both races.

A cross country 5k and 10k at 868 Estate Vineyards with chip timing, a virtual option, race awards, and a postrace glass of wine for participants.

Run a 5k, 10k, or half marathon on the scenic trail loops of the Third Winchester Battlefield. The event includes chip timing, a finisher's medal, and supports Operation Enduring Warrior. Walkers are welcome, and participation counts toward..

Run on the flat, scenic dirt trails of Leopold's Preserve in this 5k and 10k event. Participants receive a medal, shirt, and chip timing, with points counting towards several annual series. A virtual race option is also available.

The Inferno 10k is a forest trail race on a looping course behind Dirt Farm Brewing in Bluemont. Runners tackle a route with roots, rocks, and elevation changes. Finishers earn a medal, a tech shirt, and a post race beer.

A cross-country 5k and 10k at Albemarle CiderWorks featuring chip timing, a finisher medal, technical shirt and a glass of cider; proceeds support Rikki's Refuge.

A trail race day at Douthat State Park offering 50K, marathon, half marathon and six mile options with looped courses, significant elevation gain, stocked aid stations and chip timing.

Run a scenic 5K or 8K on the trails of Creekside Farm Brewery in King George. Enjoy a post-race party with live music, a complimentary craft beer, and local food trucks. All participants get an event shirt and a souvenir pint glass.