Cary
Trail Running Calendar near Cary 2026-2027
Explore the top trail runs near Cary 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.
November 2026
A Thanksgiving Day trail event in Chapel Hill with 2 mile, 5K and 10K courses, plus a free kids race and post-race pie.
Post Thanksgiving trail run at Briar Chapel offering 5K and 10K single track courses, repurposed vintage swag, a free kids race, and a post race party.
December 2026
A two day December running festival in Pittsboro NC with a 40 mile ultra, 40K, a 40 mile team relay, a 4 mile race, plus camping and live music.
Timed 9, 6, and 3 hour trail events on a 1.17 mile loop at Cape Fear Shiner Park in Lillington, NC, with an aid station, finisher medals, and proceeds to 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.
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.
Team relays at Historic Occoneechee Speedway in Hillsborough NC where teams of two or four run 20 laps totaling about 13.5 miles, with team fees and awards.
March 2027
Annual 30 mile point to point trail and off road training run between UNC Chapel Hill and Duke University held each March; participants assume their 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.
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.
A women-only trail relay at Union Grove Farm featuring a marked 3 mile wooded loop, team categories for two to six runners, an exchange zone with fuel and on-site amenities.
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.
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.