Trail Running Calendar Virginia 2026-2027

We have found 151 Trailruns in Virginia. Check below where and when you can find the races.

A flat, 100% dirt trail event along the New River and Chestnut Creek offering 100k, 50k, 25k, 10k and a free untimed 5k. Staffed aid stations, cupless rules, drop bag options for longer distances, and awards by overall and age group.

A lap-based trail event at James River State Park offering a 10 mile loop plus 50K, 50 mile solo, 50 mile relay and a night 10 mile race; loop progression determines official distances and a 16 hour cutoff applies to all.

Experience the annual Union Half Marathon and Relay across two scenic trails in Big Stone Gap. Run through historic train tunnels on a USATF certified course while supporting local cross country and youth medical research.

Experience a scenic trail run or walk through the apple fields of Johnson's Orchard in Bedford. Support cancer wellness programs while enjoying mountain views, s'mores, and wine samples at this community fundraiser.

A 5K run and walk at Appomattox River Regional Park in N. Prince George on April 11, 2026. All participants receive a medal and awards will recognize top overall and age group finishers; early registrants receive T shirts while sizes last.

Nighttime training run of 25.9 miles on the Massanutten Mountain Trail that mirrors miles 70 to 96 of the MMT 100. Prior daytime experience on the course is required and one personal aid stop is likely near 15.2 miles.

Experience a scenic trail run at Pohick Bay Regional Park featuring waterfront views and historic surroundings. Choose between 5.9 and 10.4 mile courses through single track trails with professional support and activities for the whole fami..

Join the Sip & Stride 5k and 10k in Louisa Virginia for a chance to earn points in the Sippin’ Series. Choose between in person racing or multiple virtual participation options with medals and shirts.

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.

Rise Thermopylae is an immersive endurance challenge set in Virginia's wilderness. Choose from 6, 12, or 24 hour events that combine rucking, obstacles, and psychological tests. It's led by elite coaches and focuses on personal development..

A 50K looped mountain race near Galax, Virginia, with about 500 feet of climb per mile, aid stations every mile, a 16 hour cutoff, and free on site camping. Registration closes April 17 at 11:59 PM Eastern time.

Run Fest at Panorama Farms offers a day of trail racing and community celebration on April 18, 2026. Choose from a 4-mile trail race, a team relay, or a 1-mile fun run, followed by a festival with live music and local food. It's a chance to..

A coastal trail ultrarun in First Landing State Park, Virginia Beach, with a 60k (two loops) and 30k (one loop) across nine named trails, varied coastal habitats, a ten hour cutoff and three staffed aid stations with a provided collapsible..

Experience the scenic grounds of Barrel Oak Winery in Delaplane, Virginia, through 3k and 6k race options. This inclusive event welcomes both walkers and leashed pets for a day of activity in a beautiful vineyard setting.

Trail run at Lake Fairfax Park in Reston, VA featuring mostly smooth singletrack, lake views, and short technical sections. Choose 5.1 miles (one lap) or 10 miles (two laps) with options for swag, optional medals, and a supervised kids prog..

Experience an overnight trail relay at Pocahontas State Park featuring smooth single track and lakeside views. Form a team to run through starlit woods and enjoy a weekend of camping and community activities.

Promise Land 50K in Bedford Virginia uses the Promise Land Youth Camp as start and finish. The route includes grassy roads and downhill single track with more than 7,400 ft of elevation change and seven aid points on course.

Experience the scenic trails of Third Winchester Battlefield Park with 5k, 10k, and half marathon distances. This historic Virginia event welcomes both runners and walkers for a beautiful spring race.

Experience a unique trail race through an active rock quarry at the Luck Stone Leesburg Plant. This 5K event supports environmental preservation and features family activities and awards for all ages.

An annual 5K at Marymount University on April 25, 2026, run on the Bluemont and Custis Trails with a post-race gathering, a virtual option, chip timing, and guaranteed shirts for early registrants.