Trail Running calendar near Charlottesville 2026-2027

A mid February trail event at Holiday Lake near Appomattox offering 50K, 25K and a mostly single track 10K. Loop courses use trails and country roads with aid stations about every four miles.

A cross country 5k and 10k at Wilderness Run and 1781 Brewing in Spotsylvania on February 14, with on-course water stations, chip timing, finisher awards, a virtual option, and proceeds benefiting Semper Fi and America’s Fund.

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.

Trail 5k and 10k races at Paradise Springs and Hemlock Overlook Park with series points, chip timing and a post race glass of wine. The 10k is two laps of the 5k technical route with multiple water stations.

A women only trail endurance event near Triangle VA offering 50K and 25K options, two roughly 15 mile loops, five aid stations, and a limited field with a 9 hour cut off.

Tackle forest trails on a two lap loop at Conway Robinson State Forest. This winter 10k offers series points, a technical shirt, and supports pet rescue. Walkers are welcome, and a virtual option is available.

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 Nut in Bedford VA features a trail 10k and a half marathon on March 14 2026 with virtual options, mostly single track trails, water stops on course, and a first loop cutoff for the half marathon.

A loop course at Twin Lakes State Park with multiple timed options from a 10 Mile to 48 Hour solo or relay, single aid station with hot food and gluten free choices, plus primitive camping and a Parent Loop 5k.

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..

A 50 mile trail run near Clifton, Virginia that follows forested, rolling terrain along Bull Run and the Occoquan River. The 2026 race is the 32nd running and features large bluebell stands and a Civil War theme.

A three-loop 5k at Molon Lave Winery in Warrenton, VA on April 4, 2026, run as a cross country route with two water stations and chip timing. The race counts toward multiple series and offers a virtual option.

A 14-mile untimed point to point trail run in King George, Virginia following the Dahlgren Railroad Heritage Trail. The cupless event features themed aid stations, shuttle service, practical finish swag and supports Sheetz For the Kidz.

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.