Trail Running calendar near Big Island 2026-2027

We have found 46 Trailruns within 80 miles of Big Island. See below where and when you can find the races.

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.

October 2026

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.

An annual flat, scenic marathon and half-marathon on the Greenbrier River Trail in Pocahontas County WV, held October 4, 2026. Proceeds support trail maintenance and local athletic activities.

A fundraising event at North Cross School on October 4, 2026 featuring a chip timed competitive 5K, a non timed 5K walk, and a 0.8 mile Kids Fun Run with participation medals and age group awards.

A three day stage race around Spruce Knob in Circleville WV featuring a 50k, a 50 mile, a 13.1 mile half marathon and a 5k. Registration opens May 1 and closes August 16, 2026.

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.

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.

A weekend of obstacle racing at Massanutten Resort with 5K and 10K courses, a kids race and spectator tickets. The mountain course uses rocky trails and steep climbs and lodging and service member discounts are 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 night trail run at Explore Park using the Mountain Bike Nationals XCO course in reverse, with a short paved approach and about 3.6 miles of marked single track lit by reflective arrows and glow sticks.

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..

November 2026

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 trail event at Sherando Lake Recreation Area with 40, 20, and 10 mile courses over technical singletrack and ridgelines, staffed aid stations, designated crew access, enforced cutoffs, and drop bag procedures.

Harvest Hustle 5k & 10k is a trail race at Walnut Creek Park near Charlottesville on November 8, 2026, offering in-person 5K and 10K distances plus several virtual entry options with medal and shirt choices.

A community Turkey Trot in Danville with a 400 yard children's run and 5K run and walk along the Dan River, raising funds for Danville Public Schools programs and scholarships.

December 2026

A December trail event on the High Bridge Trail offering 100k, 50k and a half marathon with aid stations, drop-bag service, pacer rules, event apparel and holiday-themed awards and traditions.

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