Holly Springs
Trail Running Calendar near Holly Springs 2026-2027
Explore the top trail runs near Holly Springs for 2026-2027! We've gathered 22 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A Durham event pairing a 2-mile hourly backyard ultra (up to 24 miles) with shorter 2, 4, 6 and 8-mile races and a pledge-per-mile fundraiser.
November 2026
A mid-November 5K at Camp Agapé with live trail and virtual options, brunch and raffles, raising funds for the Agapé Center for Environmental Education.
A 24 hour timed ultra run and walk on November 21, 2026 benefiting Healing Transitions at Lakeside Retreats with camping, parking, family activities, and unpaved trails.
A Thanksgiving Day trail event in Chapel Hill with 2M, 5K, and new 10K courses, a free kids race, post race pie, and a local charity partner.
Trail run at Briar Chapel on November 28, 2026 offering 5K and 10K courses, repurposed vintage swag, post-race food, and a free kids race.
December 2026
Experience a trail running festival in Pittsboro featuring 40 mile and 40K distances alongside a unique age-graded team relay. Enjoy a weekend of cross-country racing, live music, and camping in the scenic Shakori Hills.
Timed trail run in Lillington, NC on a 1.17 mile loop with 9 hour, 6 hour, and 3 hour events; proceeds benefit the Harnett Food Pantry.
January 2027
Point to point 20k on the Mountains to Sea Trail from Falls Dam to Bayleaf Church Road with an aid station at Possum Track Road and a virtual Strava option.
Trail event at Raven Rock State Park on 01/03/2027 featuring runs and a hike over rocky, technical trails with limited parking.
February 2027
March 2027
An informal 30 mile point to point training run between Duke Chapel and UNC's Old Well, alternating start and finish locations by year, entry fee listed at $53.50.
A multi format endurance event at Sugg Farm Park and Bass Lake on a 4.167 mile trail loop, featuring 12 hour and 24 hour individual races, a 100 mile with a 30 hour cutoff, relays and ruck divisions with mandatory gear checks.
A 26.2 mile trail marathon through William B. Umstead State Park with about 2,400 feet of elevation gain, regular aid stations, and proceeds supporting park conservation.
April 2027
A multi-distance endurance event in William B. Umstead State Park offering 100 miles (30 hour limit) and a 50 mile option, held April 3-4, 2027 as the 32nd edition.
A community trail event at Northwood High School in Pittsboro, NC featuring a 5K trail race and a 1 Mile fun run or walk. Leashed dogs are allowed and registered participants receive a T shirt and goodie bag.
Trail races and self timed options on the Philosopher's Way course in Carolina North Forest near Chapel Hill NC, offered at 10 mile and 7 kilometer distances.