Trail Running calendar near Winston-Salem 2025-2026

The Run The Rolling Hills Trail Race is an annual event taking place in Pulaski, Tennessee, featuring a scenic cross-country course that showcases the beautiful Giles County countryside. Scheduled for April 26, 2025, the race offers participants three distance options: a 10K, a 5K, and a Kids 1 Mile..

The Owls Roost Rumble is a trail running event held in Greensboro, North Carolina, on April 26, 2025. It features a half marathon and a 4-mile run/walk, with options for virtual participation and special categories like Ruck events. The race takes participants around Lake Brandt, showcasing scenic t..

The Philosopher's Way Trail Runs is an annual running event held at Carolina North Forest in Chapel Hill, NC. The 2025 edition features both 10-mile and 7k races, scheduled for April 27, 2025. Participants can choose to run the courses in person or opt for a self-timed option available from April 27..

The Zelda 4 Hour is an exciting trail race taking place in Midland, North Carolina, at Rob Wallace Park. This annual event challenges participants to complete as many 2-mile laps as possible within a four-hour timeframe, with a minimum of one lap required to finish. The race supports the Greater Cha..

The PBC 5k is an exciting running event organized by Pearl Baptist Church, taking place in Stanley, NC. Scheduled for May 3, 2025, this trail run aims to raise funds for an international mission trip to Jamaica, where participants will engage in community activities such as hosting VBS and youth nig..

The Grayson Highlands 50 Mile, 50K, 25K, and 8 Miler is a popular trail running event held in May at Grayson Highlands State Park, Virginia. Participants enjoy scenic mountain views, challenging terrain, and the chance to see wild ponies along the course. The race features varying distances with dif..

The Other's Day 5K + Kids Dash is a celebratory running event taking place at the picturesque Daniel Stowe Botanical Gardens in Belmont, NC, on May 4, 2025. This event honors mothers and all the remarkable women in our lives, encouraging participation from all genders and paces. Participants can cho..

The Mighty Mountain Run is a trail running event featuring both 5K and 10K distances, taking place at the Caraway Conference Center and Camps in Sophia, North Carolina. This fundraiser aims to provide camper scholarships for children and families who cannot afford to attend camp. Participants will e..

The Learning Outside 5K Trail Run/Walk and Kids Race is an exciting outdoor event scheduled for May 10, 2025, at Pluck Farm in Mebane, NC. Participants can choose between a 5K trail run/walk, a 250m kids race, or a virtual 5K option. The event aims to raise funds for Learning Outside, an organizatio..

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..

The Wicked Root 50K is a celebrated running event taking place in Lowell, NC, on June 14-15, 2025, marking its 10th anniversary. Participants can choose between two 50K races and a 10-mile option. The course features marked trails with red ribbons and yellow arrows, and runners can expect a fully st..

The Froggy Mountain 100 is an exciting running event taking place in Galax, VA, featuring both 50 and 100-mile races on a challenging one-mile loop course with approximately 500 feet of vertical gain per loop. Participants can enjoy aid stations with hot food available throughout the event, which ha..

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

The Moonlight Bootlegger 5K in Greensboro, NC, is a unique evening trail race set for July 12, 2025, at Haw River State Park. This event combines running with a festive atmosphere, featuring bluegrass music, moonshine cocktails, and finishers' mason jar glasses. Participants will navigate a well-mar..

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 exciting running event taking place in Concord, NC, featuring a unique Backyard Ultra format. Participants will tackle a 4.167-mile loop, with each loop starting precisely one hour after the last. This year, the event is a Bronze-level qualifier for the Silver-lev..

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 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..