Trail Running calendar near Winston-Salem 2025-2026

We have found 50 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

The "Keeping My Mind on Track" event is a 5K trail run taking place at Doggettville Farm in Summerfield, NC. Scheduled for May 17, 2025, this event aims to promote mental health awareness through physical activity. Participants can enjoy a fun day filled with running and community engagement.Awards..

The Cedarock Trail Run is an exciting spring event held at Cedarock Park in Burlington, NC, featuring a variety of race options including a 5K, 10K, Half Marathon, and a Half Marathon Relay. Participants can enjoy four unique loop courses that combine paved trails and forested paths, making it suita..

The Momentus Backyard Ultra is an endurance running event set in the scenic Williams Rushing Farm in Monroe, NC. Participants can choose between two race options: the official Backyard Ultra format, where runners complete a 4.167-mile loop every hour until only one remains, or a more relaxed Momentu..

June 2025

The Big Elkin Trail Relay, held in Elkin, North Carolina, is a team-based trail running event featuring 5K loops on a scenic course combining single-track trails and granite dust paths along the old E&A Railroad grade. The mostly shaded route offers views of waterfalls, Big Elkin Creek, and Elkin Re..

The Wicked Root 50K is an annual ultramarathon held over two days in Lowell, North Carolina, celebrating its 10th year. The event features a challenging 10-mile loop course within a park, with a total elevation gain of 1,400 feet per loop. Participants can also choose to run a 50K on either Saturday..

The Froggy Mountain 100 is an ultra-running event held in Galax, Virginia, featuring 50- and 100-mile race options. The race takes place on a challenging 1-mile single-track loop course with approximately 500 feet of vertical gain per loop, making it one of the toughest courses in the country. Aid s..

The Vertical Mile Challenge will take place in Hiddenite on Saturday 21 June 2025.

The Inferno Endurance Run is an endurance running event held at Jesse Helms Park in Monroe, North Carolina. Participants run on a 3.7-mile loop featuring mixed terrain including paved walkways, gravel, grass paths, and some single-track sections. The course is mostly flat with about 250 feet of elev..

July 2025

The Hybrid 8K is a unique running event held in Danville, Virginia, that combines both trail and road running for an exciting race experience. Participants start at Anglers Park, running 2.5 miles on the Withcback trail through the woods, followed by a 2.5-mile finish on the road and the rolling Riv..

The Moonlight Bootlegger 5K in Greensboro, NC, is a unique nighttime trail race held at Haw River State Park. Celebrating its 13th anniversary in 2025, this event combines running with a festive atmosphere featuring bluegrass music and moonshine cocktails or mocktails. The 5K course is a well-marked..

The Common Rush Trail Run is an exciting running event scheduled for July 19, 2025, at Harris Lake County Park in New Hill, NC. Participants can choose between 5-mile and 10-mile courses that feature beautiful lake views, scenic open fields, and mellow single-track trails. The event emphasizes a fri..

The Sweaty Backyard Cox Ultra is an endurance running event held in Concord, North Carolina, on July 26, 2025. It features a backyard ultra format, where participants run a 4.167-mile loop every hour, with the race continuing until only one runner remains who can complete the loop within the hour. T..

August 2025

Hobby Trails to You! is an exciting running event scheduled for August 9, 2025, in Winston-Salem, NC. Participants can choose between a 5K and a 10K trail race, both featuring a challenging single-track course that begins with a cross-country start. The event promises ample parking, shaded areas, an..

The Petal to the Medal Endurance Event is an inclusive trail running challenge held at the Daniel Stowe Conservancy in Belmont, North Carolina. Participants have up to eight hours to complete as many 5K loops as they wish on a scenic trail course. Designed for both experienced trail runners and newc..

The Crystal Springs Ultra Races, held in Wytheville, Virginia, offers a scenic and challenging experience for runners of all levels. Set in the picturesque Crystal Springs Recreation Area, participants can choose from three distances: a 50k+, a marathon, and a half marathon, each featuring technical..

The Black Copperhead Sting 50k is an ultramarathon event held in Belmont, North Carolina, hosted by Dirty Wolf Racing, LLC. The race takes place at Rocky Branch Park and features multiple distances including 50K, 25K, and 5K. The course is a scenic loop incorporating trails such as the Catawba Threa..

September 2025

The Cane Creek Mtn Trail Run, taking place in Snow Camp, NC, features both a 10K and a Half Marathon, showcasing stunning single-track trails and a challenging climb to an observation tower. This inaugural event is set in the scenic Cane Creek Mountain Natural Area, a 1000-acre park. Participants ca..

The Shining Hope Farms Salute Trail Run is an annual event held at Shining Hope Farms on Saint Peters Church Road in Conover, North Carolina. Scheduled for September 13, 2025, this 5th annual race offers participants a choice between a 5k or 10k trail run or walk across scenic trails on the farm's 1..

Flint's Fabulous 5K is a charitable running event held in Kannapolis, North Carolina, supporting Leashes of Valor, a nonprofit that provides no-cost service dogs to post-9/11 veterans. The 5K race offers participants the option to run or walk, with registration fees and additional donations directly..

The Pilot Mountain to Hanging Rock Ultra is a challenging and scenic trail running event in North Carolina, taking place on September 20, 2025. Participants can choose from several race formats, including a 50-mile ultra, a 50K, a 50-mile relay, and virtual options for both distances. The race route..