Trail Running calendar near Winston-Salem 2026-2027

We have found 74 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

Experience the beauty of the Eno River on technical single track trails in Durham. Choose between a 12 mile or 50 km challenge featuring well stocked aid stations and a supportive community atmosphere.

Davidson College Run as One 5k on April 12, 2026 brings runners, joggers, and walkers to the Davidson Cross Country Trails to benefit Rebuild Hot Springs Area. Entry includes a sticker and the fee is $25.

Uforea is a unique trail challenge in the Uwharrie National Forest. Runners can choose a daytime 50K, a nighttime 50K, or attempt the Ultimate 100K by completing both. The event features distinct clockwise and counter-clockwise courses on t..

A 50K looped mountain race near Galax, Virginia, with about 500 feet of climb per mile, aid stations every mile, a 16 hour cutoff, and free on site camping. Registration closes April 17 at 11:59 PM Eastern time.

Experience a premier gravel cycling event through the rugged Wilson Creek Gorge and Grandfather Ranger District with scenic 58 and 85 mile routes starting in downtown Lenoir.

Experience a unique trail festival in Chapel Hill featuring relay races and solo distances on a scenic 4 mile loop. Enjoy a weekend of camping and music at a venue that supports an animal sanctuary.

Experience the scenic watershed trails of Greensboro at this versatile event offering half marathon and 4 mile distances. Participants can run, ruck, or hike through rolling singletrack terrain surrounding Lake Brandt.

Experience the nature trails of Jennings Park at this community 5K and 1 Mile Fun Run in Statesville. Enjoy food trucks, vendor booths, and a stroller friendly course perfect for all fitness levels.

Experience the 18th annual trail event at Carolina North Forest featuring 10 mile and 7 kilometer distances. Choose between the in-person event or a self-timed run on marked trails in Chapel Hill.

May 2026

Multi-distance trail races at Grayson Highlands State Park near Mouth of Wilson, VA, on May 2-3, 2026. Distances include 50 mile, 50k, 25k and 8 mile, with elevation gain and cutoffs; finishers receive a hat or beanie and a medal.

Run a 5k under the stars at Hagan-Stone Park, guided by hundreds of LED tea lights and live bluegrass music. This night trail race includes a custom shirt, a commemorative mason jar, and two post-race cocktails or mocktails. A headlamp is r..

A four hour timed trail race at Rob Wallace Park in Midland, NC using repeated 2 mile laps around the park and quarry lake. The event supports the Greater Charlotte SPCA and includes an adoption presence at the start finish area.

Test your endurance on a scenic farmland trail loop at the Soggy Bottoms Back Yard Ultra. Choose your distance every 30 minutes in this family friendly event where entry is a donation to a local cause.

Run the Huckleberry Jam Point-To-Point on the scenic Huckleberry Trail. Choose from an 8.1-mile or 1.75-mile point-to-point course, both finishing at the Christiansburg Rec Center. All net proceeds support the Friends of the Huckleberry Tra..

Experience the inaugural Run to the Rhythm Trail 5K and 1 Mile Fun Run at Northwood High School. Enjoy a scenic morning of wooded paths and rolling hills through Pittsboro's natural trails with options for all ages.

Mad Dash in Conover features a 5K, a tri-sport challenge with a swim and obstacle course, and a kids' fun run. It's held at the Treetop Adventures park on Lake Hickory. The event supports local adventure initiatives and includes live music.

Experience the forested trails of Chapel Hill at this annual trail event. Choose from three distances on terrain featuring single track paths and hill climbs followed by post race food and music at Great Meadow Park.

A 24 hour, lap-based trail running relay at the Whitewater Center where teams of 2 to 12 score points for laps and difficulty, take part in on-site mini-competitions, and use designated team campsites during the event.

A last runner standing Back Yard Ultra on a private farm with a repeated 4.167 mile loop, plus a separate 4.167 mile Celebrity Fun Run. The course is intermediate trail, self supported, with limited on-site parking and campsite options.

June 2026

Celebrate Global Running Day with a cross country 5K or 1 mile fun run at the Ivey Redmon Sports Complex in Kernersville. This inclusive event features multiple speed heats including an elite category and a post race expo.

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