Trail Running calendar near Winston-Salem 2026-2027

We have found 73 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

A trail event at Hagan-Stone Park offering half marathon and 10K runs plus ruck and virtual options, with morning, evening, and double-entry formats; evening races may require personal lights.

An obstacle mud run at the Jerry Long Family YMCA with a 3.1-mile 5K for ages 7+ and a 1-mile Fun Run for all ages, supporting YMCA health programs and offering new medals for 2026.

Trail races at Cane Creek Mountain Natural Area feature a 10K and half marathon over single-track trails, steep climbs, and an optional climb of an 80 foot observation tower with frequent aid stations and chip timing.

A sixth annual trail run at Shining Hope Farms in Conover, NC offering chip timed 5k and 10k distances on a 120 acre farm. The event honors veterans and first responders while raising funds for Saddles & Salutes scholarships.

A community event at Herndon Park using the American Tobacco Trail with a 5K, a 1 mile fun run and a virtual Sleep In Superhero option. Proceeds support outreach and education on organ eye and tissue donation in North Carolina.

Point to point trail race between Pilot Mountain State Park and Hanging Rock State Park in North Carolina, offering 50 Mile and 50K options, a 50 Mile Relay, ruck and virtual races with substantial climbing.

An untimed trail ascent in West Jefferson with about 5 miles and 1,600 feet of climbing, summit music and refreshments, custom bells for finishers, and a portion of fees donated to the Blue Ridge Conservancy.

Psychoactive is a Last Runner Standing race at Blackberry Ridge Farm near Charlotte. Runners repeat a 1.25 to 1.5 mile loop through gravel, trails and wildflower fields while slower runners are eliminated each round.

A memorial trail event in Wilkesboro, North Carolina on September 26, 2026 offering timed 5K and 10K runs, an untimed 5K walk, and a virtual option. Chip timing and RFID-tagged bibs are used and proceeds support the American Cancer Society.

A community 5K in Kannapolis on September 26, 2026 that raises funds for Leashes of Valor, a nonprofit supplying no-cost service dogs to veterans who served after 2001. Registration fees and optional donations underwrite training, foster ca..

A USATF-certified 5K trail run starting at Sandhills Community College and routed through Southern Pines Reservoir Park. The event features official timing, awards, vendors, massage services, and is dog friendly.

Trail races at Salem Lake Marina feature a 30K, a 7-mile loop, and a 5K on a mostly shaded wooded trail, with water stops, packet pickup, post-race food and beer, and proceeds benefiting the Salem Lake Trail System.

October 2026

A trail running event at Rocky Branch Park with on-site and virtual 5K and 10K options; timing uses bib chips, participants receive a branded T-shirt and sticker, and proceeds support the Pancreatic Cancer Action Network.

A fundraising event at North Cross School featuring a chip-timed cross-country 5K, a non-timed 5K walk, and a 0.8 mile kids fun run with participation medals and youth leaders from the school team.

A trail running festival in Max Meadows VA on October 10 and 11 2026 offering 100 mile, 50 mile, 50K and 25K races. Course maps, elevation gain figures, cutoff times, and a runner handbook are provided.

A certified 5K trail run on a 50 acre horse ranch near Gastonia, NC, accompanied by a 2K walk, a Half Pint race for ages 7 and under, and a virtual 5K option. The event runs rain or sunshine and will be canceled for lightning.

Timed 3 hour, 6 hour, and 12 hour events on a roughly 3 mile loop with two miles of trail and one mile of crushed cinder greenway in Valdese, NC. The event is the kickoff for Great State Trail Day and includes vendor space and food.

A timed 5K at Piedmont Farm Animal Refuge in Pittsboro with three gravel loops through fields and forests, a family friendly Fun Run to the new pig habitat, food vendors, awards, and proceeds supporting The Pig Project.

A fall ultramarathon in the Uwharrie National Forest near Troy, NC. Runners repeat a 20.5 mile figure 8 loop for either 100 miles or 100K, with a 36 hour cutoff and a 150 runner field limit.

A 100-mile ultra in Hickory using a 4-mile mixed-surface loop, open to solo runners and teams of 2 to 10, featuring about 70% trail, over 15,500 feet of elevation, and marked signage for night running.

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