Trail Running Calendar Virginia 2026-2027

Choose your challenge at UltraTrax Massanutten with distances ranging from 7 to 28 miles. Hike or ruck through the scenic Shenandoah Valley on a rugged course featuring forested singletrack and panoramic ridgeline views.

Experience a fast and flat trail run along the Rappahannock River in Fredericksburg. This 5k course features a smooth lollipop style loop with minimal elevation gain and scenic views starting from the local quarry.

Experience one of the oldest 50 mile trail races in the country through the forested rolling terrain of Virginia. This spring event features a historic course through bluebells with a generous 13 hour time limit.

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.

Experience a unique 14 mile point to point trail run through the forests of Virginia. Enjoy a flat course featuring themed aid stations serving pie and s'mores while supporting local children's charities.

A 10K trail race near Buchanan, VA on the Glenwood Horse Trail that passes old mines, limits parking to 100 vehicles, and offers a virtual option.

This backyard ultra adds a brutal twist: runners must complete a 4.167-mile loop every hour while carrying an extra pound each lap. The race goes on until only one person remains. It's a test of endurance where the load increases but the ti..

Experience a hilly and technical trail race through the scenic property in Bluemont Virginia. Choose between the 5k and 10k distances and enjoy a glass of beer after conquering the technical terrain.

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 loop-based trail event at James River State Park offering 10 mile loops, 50K and 50 mile distances, relays, a night 10 miler, hiker categories, and roughly 1025 feet of climbing per loop.

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.

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 looped *50K* mountain ultramarathon near Galax, VA on April 18, 2026, with about 500 feet of climb per mile and a 16-hour cutoff. Aid stations every mile, free camping, and hot meals on course.

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..

Test your endurance at Mount Trashmore with this unique weight based loop event. Complete 4.8 mile circuits where the weight increases with every loop until only one remains.