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Trail Running Calendar near Holly Springs 2026-2027

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Explore the top trail runs near Holly Springs for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Join a dog friendly race at WakeMed Soccer Park featuring 6.5 mile, 5K, and one mile distances. Support local animal rescue efforts while running with your pup or family in this community event.
Scale 110 flights of stairs in downtown Raleigh to honor the heroes of 9/11. This symbolic climb at the former Wells Fargo Tower welcomes first responders and civilians for a meaningful memorial event.
A community event at Herndon Park using the American Tobacco Trail with a 5K, a 1 mile fun run and a virtual Sleep In Superhero option. Proceeds support outreach and education on organ eye and tissue donation in North Carolina.
A dog friendly 5K on September 26, 2026 at WakeMed Soccer Park in Cary NC supporting Vets To Vets United with vendors, awards and a virtual option.
October 2026
Test your limits on a USATF certified asphalt loop in Lillington. This supported endurance event features a lit course at night and convenient trackside camping for a personalized running experience.
A timed 5K trail run at Piedmont Farm Animal Refuge on October 10, 2026 featuring three gravel loops through fields and forests and a family Fun Run to the future pig habitat.
Rootrock Trail Run at Briar Chapel features 5K, 10K and Half Marathon single track courses with varied technical terrain, on-course aid, chip timing, post-race food, and finisher medals.
A three-race off-road series in North Carolina featuring single-track trail runs across Eno River, Uwharrie, and the Mountains-to-Sea Trail with multiple distance options and series awards based on total mileage.
A trail race at Eno River State Park on October 25, 2026 offering 6 and 11 mile courses over technical single-track with rocky, root-filled terrain. Participants receive custom race swag, refreshments, and awards for top finishers.
November 2026
A 24-hour timed run and walk on November 21, 2026, Oakwood24 raises funds for Healing Transitions at a new Lakeside Retreats location, includes a Saturday morning remembrance hour, and offers timed ultra, relay, and fundraising options.
Thanksgiving Day trail run at Briar Chapel with a 2-mile fun run, rugged 5K, and new 10K, plus a free kids race, post-race pie, awards, and marked, supported trails.
A holiday weekend trail run in Briar Chapel on November 28, 2026 offering 5K and 10K courses, repurposed vintage tees and medals, a post race party, and a free kids race with prizes.
A mixed in-person and virtual running event in Cary offering 5K, 10K, 13.1 and an Ultra Series 65.5 with medals, warmers, and multiple award categories.
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 events in Lillington, NC on a 1.17-mile loop with a cup-less aid station, finisher medals, awards, and proceeds to Harnett Food Pantry.
February 2027
Experience an epic trail run through Harris Lake County Park at the Viking Dash in Raleigh. Choose between 5K or 10K distances and earn a unique forged finisher medal for completing the journey.
March 2027
A point to point 30 mile off road training run between UNC Chapel Hill and Duke University, held annually in March and facilitated by a local 501c3.
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.
April 2027
A 100 mile trail endurance run in William B. Umstead State Park, Raleigh, with a 30 hour limit and a 50 mile option; next edition April 3 to 4, 2027.
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.
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