Trail Running calendar near Keezletown 2026-2027

A trail running weekend at Bear Creek Lake State Park in Cumberland, VA, featuring a 10 mile loop, a 4.2 mile mini on park trails and single track, and a virtual 10 mile option. In-person fields are limited and some awards are age specific.

The Winter Conway Robinson 5k & 10k takes runners through the trails of Conway Robinson State Forest Park in Gainesville, Virginia. The event, scheduled for March 7, 2026, welcomes both runners and walkers and offers on-site and virtual par..

Run a 25K or 10K on the private trails of Panorama Farms in Virginia. The course is mostly wooded single and doubletrack with views of Naked Creek and the Blue Ridge Mountains. This event supports the local running community and is Trail Si..

Bel Monte Endurance Races in Lyndhurst, Virginia offer 50 Miler, 50K and 25K trail courses through the George Washington National Forest with substantial elevation gain. Entries are non-refundable.

Trail trail races in Sedalia, VA on March 21, 2026 offering a 50k and a half-marathon through Terrapin Mountain and nearby ridges. Entries include swag, aid stations, a finisher shirt, a post-race meal, and free tent and car camping.

A cross country 4k and 8k around Twisted Oak Farm Brewery in White Post, VA with chip timing, water stations, and a virtual option. Points count toward multiple series including Back of the Pack and Sippin' Series.

A trail event at Wilderness Run Vineyards in Locust Grove featuring a 5K and a 1 Mile run, on-site parking, post race music and food, drink tickets for runners over 21, and proceeds benefiting St Patrick School.

A cross-country 5K and 1 Mile run at Wilderness Run Vineyards in Spotsylvania on March 21, 2026, featuring trail hills, on-site parking, a food truck and live music, drink tickets for adults, a 50/50 raffle, and awards across multiple age g..

A 41.4 mile trail ultra in Virginia's Shenandoah Valley featuring about 8,000 feet of climb, six fully stocked aid stations, notable natural landmarks, and a 125 runner field limit. Crews and pacers are not allowed.

This fundraising 5K supports the Free Clinic of Central Virginia's efforts to rebuild after a fire. The event offers in-person and virtual options on a paved trail course in Lynchburg. Participants can also fundraise for free entry and othe..

Trek across the rugged western slope of Massanutten in Virginia. Choose a distance from 7 to 28 miles, with the option to carry weight for an extra challenge. Finish within 10 hours on a course of single-track, fire roads, and ridgeline tra..

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

Explore a historic trail past old mines on the Mineshaft 10k in Virginia. Runners are shuttled to the start of a route featuring technical sections and a fast downhill finish. Parking is limited, so carpooling is encouraged.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

A looped trail event at James River State Park offering 10 mile, 50k, 50 mile and relay options, with varied singletrack and riverside flats and a loop-based finish system.

Run a scenic, four-lap cross-country 10k at Southern Revere Cellars. Your registration includes chip timing, a tech shirt, and a post-race beverage. The event supports a local animal rescue charity.

Choose from three scenic vineyard runs at Delfosse Winery. Tackle challenging summits for rewarding views across the 3k, 6k, or 9k courses. Virtual participation options are also available.

A new spring trail running festival at Panorama Farms offers a 4-mile race, a 4-person relay, and a family-friendly 1-mile run. An after-party with local food, beer, and music follows, with drink proceeds supporting a local school program.

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

Run a scenic loop course on the light gravel trails of Third Winchester Battlefield. Choose from 5k, 10k, or half marathon distances, with chip timing, medals, and shirts for all participants. Points count towards annual series, and walkers..