Trail Running calendar near Winston-Salem 2026-2027

We have found 76 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

Experience a rugged obstacle course at Porter Farms featuring mud and creek crossings near Charlotte. Choose from 5K and 10K distances or endurance challenges in a classic farm setting.

The New South Trail Marathon offers full and half marathon distances on the trails of the Whitewater Center in Charlotte. Runners will find aid stations with hydration and food along the course. Unique finisher medals are guaranteed for ear..

A 5k in Valdese, NC on April 4, 2026 supporting awareness for humane treatment of incarcerated people. The course features a slope, rock stairs, a suspension bridge near 0.5 miles and an out and back on the Valdese greenway.

This unique event challenges runners with successive one-mile loops at the Statesville Soccer Complex. Each round, the required finishing time gets shorter. It's part of a larger championship series where runners can earn points and compete..

Experience flat and scenic dirt trails along the New River in Southwest Virginia. This cupless event offers distances from 5 km to 100 km with a supportive atmosphere and beautiful river views for all participants.

Confront the steep, rugged loops of the Leatherwood Mountains. This trail event offers distances from 10 miles to 100 miles, each with significant elevation gain on private trails. Aid stations provide essential fuel, and the 100-miler requ..

Experience a unique multi loop course at Cedarock Park featuring single track and equestrian trails. Choose between solo distances or form a relay team with friends to tackle the half marathon distance together.

Experience the scenic Saxapahaw Island Loop Trail with a timed 3.6 mile race or an untimed 1.2 mile walk. Join this Earth Month event to celebrate and support the conservation of the Haw River watershed.

Experience a strenuous hike or run through Hanging Rock State Park reaching five high elevations. Choose between 5 or 11 mile routes that summit mountain peaks and explore scenic rock outcrops to support park conservation.

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.

The Froggy Mountain Sweet Sixteen 50k presents a challenging looped course in Virginia, with 500 feet of gain per mile. Runners have 16 hours to complete the distance, supported by aid stations every mile and free on-site camping. It offers..

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.

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..

May 2026

The 13th annual Grayson Highlands trail races traverse the scenic paths of Grayson Highlands State Park in Virginia. Runners can choose from four distances, each featuring significant elevation gain. All participants receive unique swag, wi..

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..

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.