Winston-Salem
Trail Running Calendar near Winston-Salem 2026-2027
Explore the top trail runs near Winston-Salem for 2026-2027! We've gathered 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail races around three Greensboro lakes offering half, marathon, 40 mile and relay options, with virtual and ruck divisions and supported aid stations.
November 2026
A timed 5K run/walk at Starmount High School supporting Compassion Care Center, plus a 100 m Pastor Dash and awards across multiple age groups.
December 2026
Three and seven mile trail races at Pilot Mountain State Park in Pinnacle, NC on December 19, 2026; limited to 150 runners, with packet pick up, shirts, awards and a post race breakfast.
An unstructured day of running in downtown Winston Salem where participants set their own distance and use a central aid station from sunrise to sunset.
January 2027
Trail races at Salem Lake on January 8 and 9, 2027 offering a night 5K, looped 12.5K to 50K distances, and a four person 50K relay.
A charity running event at Kimberley Park with multiple distances including a 49 mile individual option and a team relay, supporting HOPE of Winston Salem.
February 2027
An out-and-back 5K at Jamison Park in Winston Salem on February 14, with finisher medals for all and a virtual 5K option.
June 2027
Mud focused obstacle course in Pinnacle, NC with multiple 5K individual and team waves plus a 1200 m kids Pollywog race; fees vary by event.
A single-evening event combining four track races and a 5K cross-country race, with finishers receiving a t-shirt and car decal.
May 2030