Trail Running calendar near Winston-Salem 2026-2027

Celebrate the hero in everyone by wearing a costume for a scenic run or walk along the American Tobacco Trail. Support organ and tissue donation awareness through your choice of a 5k or 1 mile event.

Experience an iconic point to point trail race connecting two North Carolina state parks. Choose between solo ultramarathons or a 50 mile relay through technical mountain terrain and scenic waterfalls.

A roughly 5 mile ascent near West Jefferson, NC, gaining about 1600 feet to a summit above 4600 feet. Options include a timed climb or an untimed hike; finishers and cheering spectators receive custom bells and there is music and shuttles a..

A community trail event in Wilkesboro on September 26, 2026 offering 5K and 10K timed runs, a 5K untimed walk, and a virtual option, with chip timing and proceeds supporting the American Cancer Society.

A community 5K in Kannapolis on September 26, 2026 that raises funds for Leashes of Valor, which provides no-cost service dogs to post-9/11 veterans. The event is dog friendly and is part of the Run Kannapolis race series.

This USATF-certified 5K trail run starts at Sandhills Community College and winds through Southern Pines Reservoir Park. The event includes massages, food trucks, children's activities, and is dog friendly. After the run, stick around for c..

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 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 multi-distance trail race weekend on the New River Trail in Max Meadows, VA offering 100 mile, 50 mile, 50k and 25k courses with frequent aid stations, minimal elevation change, camping and on-trail views of rapids and trestles.

This trail event features a certified 5K run and a 2K walk across a 50-acre horse ranch in Gastonia, NC. A short Half-Pint run for kids 7 and under is also on the schedule. It's planned as a rain or shine event, with registration available..

Trail ultramarathon in Uwharrie National Forest near Troy, NC on a 20.5 mile figure 8 loop; 100M is five loops, 100K is three. Field limited to 150 runners with a 36 hour cutoff and a 50-mile qualifying requirement for the 100M.

A 100 mile looped trail event in Hickory, NC on October 17 to 18, 2026 for solo runners and teams of 2 to 10, featuring about 70 percent trails, significant elevation, stocked aid stations, night running rules, and pacer and crew provisions..

Rootrock Trail Run at Briar Chapel in Chapel Hill offers 5K, 10K and Half Marathon courses across root and rock strewn single track trails. The event includes aid stations, chip timing, post race food, a free kids treasure race and awards.

Experience an iconic North Carolina trail race at Bur Mil Park featuring scenic watershed trails around three lakes. Choose from half marathon, marathon, or forty mile distances with solo, relay, and rucking categories available.

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.

The Unforeseen at Reedy Creek Nature Preserve is a trail event where a dice roll decides a random race distance shortly before the start, and a six hour option lets participants complete as many 2.25 mile laps as possible.

Run for a cause at the UCSO Deputy Dash 5K Trail Run in Monroe. This event supports the UCSO Foundation and features a post-race expo with local vendors. Participants receive a finisher medal and race swag bag.

This Thanksgiving Day Turkey Trot in Danville features a scenic 5K Run and Walk along the Riverwalk Trail, plus a free Children's Fun Run. Proceeds support local school programs and scholarships. Participants can enjoy costume fun and race..

Celebrate Thanksgiving at Briar Chapel with a variety of trail races ranging from 2 miles to 10K. Enjoy smooth paths or technical single track trails followed by post race pie and festive awards.

Trail races at Cane Creek Mountains Natural Area in Snow Camp, NC on Friday after Thanksgiving. Half marathon and 7.5 mile options include run, ruck, economy and virtual entries with marked single track and aid stations.