Trail Running calendar near Winston-Salem 2026-2027

Trail races at Grayson Highlands State Park on May 2-3, 2026 offer four distances across mountain terrain with wild ponies and published aid station details. Distances include 50 mile, 50k, 25k, and 8 mile with climb and cutoff information.

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.

A family friendly looped trail event at Five Oaks Farm offering one mile or two mile loops, multiple race options, and donation based entry to support local care residents and a local family.

Point-to-point races of 8.1 and 2.5 miles finish at RunAbout Sports in Blacksburg, with a virtual 8.1 mile option and an optional return shuttle for a small fee. Net proceeds support the Friends of the Huckleberry Trail.

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 at Treetop Adventures on Lake Hickory pairs a 300 m swim, obstacle course and a 5K run with a separate 5K and a kids fun run. Proceeds support Camp David and a local boarding academy.

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 relay at the Whitewater Center in Charlotte where teams of 2 to 12 score points by completing laps and bonus challenges. Camping and meals are included and awards are given by division.

Momentus Back Yard Ultra runs repeated 4.167 mile loops on private farmland near Monroe NC, with a last-runner-standing Ultra and a single-loop Celebrity option. The event is self-supported, features on-course music and limited on-site park..

A small ultramarathon gathering at Sky Maple Farm in Hillsborough, NC, combining looped running with a Marathon Monk and a program of contemplative practices, evening meals, and teachings.

June 6, 2026 at Ivey Redmon Sports Complex: timed 5K heats including an elite prize heat and a 1 mile fun run. Portions of proceeds support Good Works Engine and shirts are limited to early registrants.

The 16th Annual Marine Corps League Mud Run in Pinnacle, NC features 5K obstacle waves for individuals and teams plus a 1200 m kids race. The course includes mud pits, hill climbs and fire hose obstacles, with competitive and open wave opti..

A first annual trail event at Restoration Church featuring a chip timed 5K, a 1 mile kids run with medals, and an untimed 5K walk, with proceeds supporting a local family and a community gathering after the races.

A loop ultramarathon held on private property near Galax VA with one mile loops and about 500 feet of gain per loop. Runners can choose 50 mile or 100 mile distances with aid and hot food at the start and finish.

A three-night trail running camp in the Virginia highlands with three organized morning runs, on-site camping and basic tiny cabins. Maps and photos are provided; participants bring their own food and bedding.

A mountain loop event in Hiddenite, NC on June 20, 2026 featuring two races over steep rock-face trails with aid stations at base and top and limited entry to the first 175 registrants.

A multi-race event on 06/27/2026 at Bob Sosnik Track in Winston Salem combining four track races and a 5K cross country. Completing all five events earns a finishing score, a t-shirt and a 4.91 decal.

A 10 mile out and back event at Smith Mountain Cooperative Wildlife Management Area in Sandy Level, Virginia, with an elevation gain of 1,991 ft. Participants choose from three load options with specified dry weights.

Muddy Dash Charlotte is a mud centered fun run at Porter Farms on July 18, 2026 featuring a few miles of mud obstacles, a festival area, free spectator access, and packet pick up the day before.