Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 165 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!
September 2026
A multi-distance trail event in the Shenandoah Valley with technical mountain courses and qualification opportunities for UTMB World Series Finals and Western States.
Experience a 10 mile loop with 1600 feet of elevation gain at Seven Bends State Park featuring distances from 10 miles to a 100 mile ultramarathon.
Trail runs of 10 and 5 miles at Powhatan State Park during the Pawpaw festival, featuring riverside singletrack, open-field views, a water station near mile 5, festival amenities, and park lodging options.
Scenic races at Shenandoah River State Park offering a half marathon, 10k and two 5k options with chip timing, finisher medal, technical shirt and a virtual option.
Trail races on Cedar Mountain include canicross, a dog friendly 5k, a trail run without dogs, and a virtual option, with awards for top finishers and a traditional hunt breakfast.
Trail races at Brushy Hills near Lexington VA with 9 mile and 4 mile single track courses, notable elevation gain, and proceeds supporting local schools and conservation.
A trail race in Sherando Park listed as the SPEAR summer series 50K, scheduled for September 19, 2026 at the Warrior Drive parking lot in Stephens City VA.
A trail run of 9.5 miles at Shenandoah River State Park on September 19, 2026, closing the VHTRC All Access summer series on trail skills with a BBQ finish.
Community 5K in Abingdon, VA on September 19, 2026 supporting Literacy Partners with a $20 registration and proceeds directed to literacy programs and a NYC Marathon fundraiser.
A 13.6 mile loop race starting and finishing at High Knob Observation Tower in Wise County, held Sunday September 20, 2026. The course runs mainly on Forest Service roads and proceeds support trail development in the Flag Rock and High Knob areas.
Scenic 5 km and 10 km at Burke Lake Park on September 20 with chip timing, tech shirt, medal, virtual option, and proceeds benefiting Operation Turbo.
Run through the Flag Rock Area Trails in Norton Virginia during a unique festival celebrating local folklore and the mythical Woodbooger creature.
Trail event at Sherando Park in Stephens City, VA offering a timed 4-mile mixed-surface race and an untimed 1-mile out-and-back on the paved path, supporting I'm Just Me Movement.
Run the Rock | Rockville is the fourth annual 5K at Luck Stone’s Rockville quarry near Richmond, featuring gravel terrain, quarry views, local food vendors, family activities, swag, and raffles supporting a charitable cause.
A 4 mile cross country trail race around Beaver Lake at Pocahontas State Park on Sept 26, 2026, held with Chesterfield Outdoor Fest; cupless with awards and on-site demos.
Experience the full reservoir trail system on this thirteen mile course in Fredericksburg. Runners navigate flowing singletrack and five distinct climbs totaling over nine hundred feet of elevation gain through scenic wooded terrain.
October 2026
A 110-mile Massanutten trail ultramarathon with 22,300 feet of elevation, a 48-hour limit, required second half crew support, limited course markings, and no medical coverage on course.
The second annual Breast Run Ever is a community 5K at the Virginia Beach Sportsplex on October 2, 2026, with pink race shirts, finisher medals, and all profits donated to the Pink Fund.
A timed loop running festival in Damascus Town Park offering 3 hour, 6 hour and 12 hour races on a scenic one mile loop, with camping for registered runners, live music, food trucks, aid stations, and awards.