Trail Running calendar near Cumberland 2026-2027

Trail canicross races at Caledon State Park offer two distances, allow leashed dogs, and provide a reusable speedCup; entry fees support Friends of Caledon State Park.

Experience a technical trail race with your dog at a scenic equine rehabilitation facility in Virginia. Enjoy distances from 1.25 miles to 10K followed by a finishers festival with food trucks and a biergarten.

Experience the scenic beauty of Pocahontas State Park at this trail festival featuring a loop course 10k and half marathon. Enjoy runnable trails and professional timing in a picturesque Virginia forest setting.

An eight-hour loop event at Powhatan State Park on an approximately 2.7-mile field-and-forest loop, with a Parent Loop for families, one aid station at the trailhead, and options for solo or four-person relay entries.

Run Wild Races stages biannual runs and an obstacle course at the Metro Richmond Zoo, with net proceeds benefiting Pygmy Sloth conservation. Participants get free zoo admission and spectators a 10% discount.

A multi duration trail running event at Falling Creek Park in Bedford, VA on October 17 to 18, 2026, featuring 24 hour, 12 hour and 6 hour solo races plus team relays. The park offers camping and family amenities.

Two marked trail distances start and finish at Smith Mountain Lake State Park Beach Pavilion. Courses feature lake views, aid stations, GPX files, included park entry, and facilities near the start and finish.

An obstacle race weekend at Massanutten Resort featuring Sprint, Super, and Kids races on rocky, mountainous terrain, with team registration, lodging discounts, and service member pricing available.

Andy's Backyard Ultra is a last person standing ultra at Teventrails in Earlysville, VA where runners complete a 4.17 mile loop each hour. The final finisher is the runner who completes one more lap than all other entrants.

A community fundraising trail event at Crozet Park offering a 5K, a limited 10K with a creek crossing, and a 0.75-mile family run. The day includes T-shirts, a pancake breakfast, a post-race festival, live music and proceeds for local trail..

A 5K at Rocketts Landing on October 31, 2026, with a course along the Virginia Capital Trail and views of the James River; virtual options are available with different kit choices.

A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.

A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.

Trail races on the Chessie Nature Trail in Virginia on November 7, 2026, offering Marathon, Half, 10K, 5K and a 26.2 relay on smooth gravel and grass alongside the Maury River. USATF certified courses and a virtual option are available.

Mountain Masochist Trail Run in Montebello VA features ultramarathon courses through Blue Ridge single track and forest roads on November 7, 2026. Races start and finish at Montebello Campground and include organized aid stations and campin..

A trail race at Sherando Lake Recreation Area on November 7, 2026 offering 40 mi, 20 mi, and 10 mi distances over dirt singletrack and jeep roads with elevations from 1500 to 3700 feet. Time limits apply and finishers receive awards.

A mountain trail event at Sherando Lake Recreation Area on Nov 7, 2026 offering 40, 20 and 10 mile courses with technical singletrack, Bald Mountain summit, staffed aid stations, drop bag support, and strictly enforced cutoffs.

Trail 5K and 10K races at Walnut Creek Park near Charlottesville on November 8, 2026. Virtual entry options are offered with medal and shirt choices.

Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.

A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award suppo..