Hillsborough
Trail Running Calendar near Hillsborough 2026-2027
Explore the top trail runs near Hillsborough for 2026-2027! We've gathered 25 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 3.1-mile trail run and walk on a 63-acre family farm near Hurdle Mills during Farm City Week, with trails, market vendors, and proceeds supporting Person County 4-H.
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 the natural beauty of Cedarock Park with a variety of trail races in Burlington. Enjoy twisty single track trails followed by hot soup and a finisher hoodie at this long running December event.
January 2027
A January trail event in Gibsonville, NC offering a 13.1 mile half with two river crossings, a 5 mile race, ruck divisions and virtual options. The race includes chip timing, on-course support, a hoodie and finisher medal.
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
5K cross country race in Cary, NC on Feb 14, 2027 with race bibs, a long sleeve shirt option, age group awards, and live online results.
Two and four person relays run 20 laps around Historic Occoneechee Speedway in Hillsborough NC, totaling about 13.5 miles with flexible handoffs.
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 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.
A trail event at Northwood High School in Pittsboro featuring a 5K and a 1 mile fun run with shirts, swag, awards, and a dog-friendly policy.
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.