Trail Running calendar near Keswick 2025-2026

No Man's 50K is a women only trail race in Triangle, VA offering 50K and 25K across two scenic 15 mile loops. Limited to 120 entrants, the course is mostly single track with stocked aid stations.

Take on scenic forest trails at Conway Robinson State Forest with a 5k or two lap 10k, suitable for runners and walkers of all levels. Support the Lost Dog & Cat Rescue Foundation and earn a finisher coin plus a tech shirt.

Tackle rugged singletrack in the Blue Ridge at Bel Monte Endurance Races on March 14, 2026 in Lyndhurst, Virginia. Pick 50 Mile, 50K or 25K and earn sweeping views and big climbs on classic mountain trails.

Run on a scenic 3.42 mile loop at Twin Lakes State Park with rolling terrain and stream crossings, from a fun 10 mile up to a 48 hour ultra. Solo, relay, hiker and Parent Loop options plus primitive camping make for a welcoming race weekend..

Run scenic trails around Terrapin Mountain in Sedalia, VA with a 50k or half marathon. Enjoy stocked aid stations, terrapin swag and free camping for a weekend of tough trails and good vibes.

Run a scenic 4k or 8k on the rolling grounds of Twisted Oak Farm Brewery in White Post, VA. Enjoy chip timing, a finisher medal, a tech shirt and a complimentary glass of beer, with a virtual option available.

Tackle the Hone Quarry Ultra, a rugged 41.4 mile trail through the Shenandoah Valley with about 8,000 feet of climb and stunning cliffs, waterfalls and open meadows. Limited to 125 runners, this remote loop offers big views, six aid station..

Take on Bull Run Run 50, a 50 mile trail through rolling forest and sweeping bluebell stands along the Occoquan River. This spring ultra mixes scenic singletrack with a local Civil War theme and Trail Sisters approved equal podiums.

Enjoy a scenic three loop 5k through Molon Lave Winery in Warrenton on April 4, 2026. Walkers and virtual runners welcome and finishers receive a winery glass, medal and tech shirt for a festive post race celebration.

Run an untimed 14 mile point to point on the scenic Dahlgren Railroad Heritage Trail in King George, Virginia. Enjoy quirky aid station treats and help support local charities through Sheetz For the Kidz.

The Happy Camper Trail Race will take place in Bedford on Saturday 4 April 2026. You can run between 5 and 10 kilometers.

Tackle scenic James River Trail at James River State Park in April 2026 with day and night 10 mile runs or multi loop 50K and 50 mile options. Expect steady climbs, riverside flats and on course aid with gluten free options.

Run through scenic vineyard trails at Southern Revere Cellars on April 18, 2026 with 5k and 10k options and a virtual race. Enjoy a postrace glass of wine or beer while supporting Hooves & Paws Animal Rescue.

Run scenic vineyard loops at Mountain & Vine in Faber with 3k, 6k or 9k over hilly terrain. Enjoy a finisher medal, tech shirt and a glass of wine while supporting the Nelson County volunteer fire department.

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

Hellgate 100K++ is a 66.6 mile winter night trail ultramarathon through the Blue Ridge near Natural Bridge Station, Virginia. Expect rugged, snowy terrain and a fierce challenge that doubles as a Western States 100 qualifier.

Challenge yourself on the Massanutten Mountain Trails 100 Mile Run, a rugged trail ultramarathon in Virginia with more than 18,000 feet of climbing. Expect rocky singletrack, well stocked aid stations, and a 36 hour cutoff.

Run the Motion for Justice 5k in Rocketts Landing along the scenic Virginia Capital Trail with James River views. Enjoy a finisher medal and technical shirt or go virtual if you cannot attend in person.

Tackle the legendary Old Dominion 100, a 100 mile cross country endurance run near Fort Valley, Virginia with a history dating to 1979. Expect rugged mixed terrain, volunteer support and a silver buckle for finishes under 24 hour.

Run under the stars in Prince William Forest Park at the OSS/CIA 50 Mile Night Run, honoring the park's OSS legacy. Choose 50 mile or 25 mile on a scenic single track loop with aid stations and true night race atmosphere.