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Trail Running Calendar near Cary 2026-2027

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Explore the top trail runs near Cary 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.

September 2026
5K9 Dog Jog in Cary, NC on September 26, 2026 offers in person and virtual 5K options with vendors, dog activities, participant shirts, and race awards.
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, with three gravel loops through fields and forests and a family friendly Fun Run.
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 ultra run and relay on November 21 supporting Healing Transitions, held at Lakeside Retreats with camping, trails and a morning remembrance hour.
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.
Join a festive timed trail run on a scenic 1.17 mile loop in Lillington to support the Harnett Food Pantry.
January 2027
Trail event at Raven Rock State Park on 01/03/2027 featuring runs and a hike over rocky, technical trails with limited parking.
A 10 mile trail race in Hillsborough that climbs Occoneechee Mountain with 700 ft of gain, mixed surfaces, two aid stations, and chili, bread, and coffee at the finish.
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
Point to point 30 mile training run between Duke and UNC on March 6, 2027, organized by The TarDevil with participation at each runner's own risk.
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 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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