Trail Running Calendar Virginia 2026-2027

Obstacle course races at Massanutten Resort on October 24 and 25, 2026, featuring 5K and 10K distances plus a kids race, spectator tickets, team entry options, lodging discounts, and service member discounts.

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 24-hour loop endurance race in Williamsburg, VA on a USATF certified 2.215 mile crushed-gravel loop, with multiple distance awards, team tracking, and proceeds benefiting The Arc in Williamsburg.

A night trail run at Explore Park on October 24, 2026, using a 3.6 mile mountain bike XCO course run in reverse with a short 0.25 mile road approach. Headlamps are mandatory and the trail is marked with reflective arrows and glow sticks.

A marked trail competition in Prince William Forest Park offering a 25 km one loop and a 50 km two loop option with on course aid stations. Entry opens September 15, 2026 and the field is limited to 110 runners.

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..

Trail 5K and 10K at Conway Robinson State Forest in Gainesville, VA on October 25, 2026. Walkers are welcome and virtual entry options with medals or shirts are available, with fees that vary by registration date.

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

The Froggy's Freaky Friday will take place in Galax from Saturday 31 October 2026 to Sunday 1 November 2026. You can run between 50 and 50 miles.

A scenic 5K in Rocketts Landing, Virginia, along the Virginia Capital Trail with views of the James River. The event includes in-person and virtual entry options with medal and shirt 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.

Virginia Beast 2026 is a multi-day rucking event in Virginia Beach on 6 to 8 November 2026. Events vary in distance and competitors must be prepared to carry 40 lb, 50 lb, or 80 lb rucks.

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.

A trail race on the Chessie Nature Trail in Virginia on November 7, 2026 offering Marathon, Half Marathon, 10K, 5K and a 26.2 relay. USATF certified courses on smooth gravel and grass with aid stations and a virtual option.

Mountain Masochist Trail Run in Montebello Virginia on November 7, 2026 offers 100K, 50 Miler and 50K options over singletrack and forest roads. The loop starts and ends at Montebello Campground and includes multiple aid stations and campin..

Experience the only race held on the scenic Noland Trail in Newport News. Runners can tackle the 50 km distance solo or as a relay team while enjoying a post race festival with live music and tastings.

Trail ultrarun at Sherando Lake in Lyndhurst, VA on November 7, 2026 offering 40, 20, and 10 mile courses across technical singletrack and forest roads with aid stations, crew access, and enforced cutoffs.

A five mile trail race at Hydaway Outdoor Center in Lynchburg, part of the Fall Liberty Mountain Trail Series and held in memory of Mike Donahue. The event features single track and mountain road terrain, awards, giveaway shirts, and regist..

A trail running event at Walnut Creek Park in North Garden, Virginia on November 8, 2026, offering 5K and 10K distances plus virtual entry options 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.