Trail Running calendar near Winston-Salem 2026-2027

We have found 72 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

The fifth annual Charlotte's Dog Jog is a 5K at McAlpine Creek Park on March 21, 2026, run on the Larry McAfee cross-country course. The event features adoptable dogs, coffee and doughnuts, and cash prizes for top finishers in both dog and..

April 2026

A trail-running event at the Whitewater Center in Charlotte offering full and half marathon distances on marked natural-surface trails, with aid stations, packet pick-up, participant waivers, and age-group awards.

A 5k in Valdese, NC on April 4, 2026 supporting awareness for humane treatment of incarcerated people. The course features a slope, rock stairs, a suspension bridge near 0.5 miles and an out and back on the Valdese greenway.

I Run for the Gospel brings people together in Monroe, NC for a community event focused on wellness and faith. The run raises funds to support the Created for Worship TV Mission and related charitable programs.

Flat, all dirt courses along the New River Trail offer out and back distances from 5k to 100k. Aid stations, a cupless policy, drop bag service for longer distances, and medals or a buckle for finishers highlight the event.

Leatherwood Marathons in Ferguson, NC (April 11, 2026) uses a 12 mile loop with 3,050 ft gain per loop. Distances range from 25K to 100 miles and aid stations are placed three times per loop.

A trail event at Cedarock Park with four unique 5K+ loops offering 5K, 10K, half marathon, and half marathon relay options, plus a free kids race and post-race amenities.

Run alongside the scenic Haw River at the Haw River Island Ramble. Choose a timed 3.6-mile race or an untimed 1.2-mile loop. The event supports the nonprofit Haw River Assembly's mission to protect the local watershed.

A trail race in Durham on April 12, 2026 featuring 12 mile and 50 km distances on single track along the Eno River. Aid stations are provided and the event follows a cupless policy with awards for finishers and top overall and masters.

Uforea stages daytime and nighttime 50K trail races on the Uwharrie and Dutchman's Creek systems near Troy, NC, with an option to combine both into a 100K. Fields are limited and overall awards are given for top male and female finishers.

Test your endurance at the Froggy Mountain Sweet Sixteen 50k on a challenging looped course near Galax, VA. With a 16-hour limit, fully stocked aid stations every mile, and hot meals, it's a well-supported ultramarathon. Free camping is ava..

The Blue Heaven Trail Fest offers a weekend of trail running on a scenic 4-mile loop in Chapel Hill. Choose from relay, half marathon, or shorter 4-mile runs, with overnight camping available. The event supports a local animal sanctuary and..

Trail race at Bur-Mil Park in Greensboro on April 25, 2026. Options include a half marathon or four mile run, plus ruck and virtual entries, with technical shirts and a finisher medal that links to the NC Trail Mega Medal Series.

A community running event at scenic Jennings Park in Statesville. Choose from a 5K or a 1 Mile Fun Run, with separate age categories for youth and adults. Strollers are welcome, and there will be food trucks and activities.

Philosopher's Way Trail Runs in Carolina North Forest offers marked 7k and 10 mile courses with in-person and self timed options on April 26, 2026. Proceeds support trail and habitat restoration in the forest.

May 2026

Trail races at Grayson Highlands State Park on May 2 and 3, 2026 offering 50 mile, 50K, 25K and 8 mile courses through mountain terrain with significant elevation gain and views that include wild ponies.

Run a 5k under the stars at Hagan-Stone Park, guided by hundreds of LED tea lights and live bluegrass music. This night trail race includes a custom shirt, a commemorative mason jar, and two post-race cocktails or mocktails. A headlamp is r..

The Run to the Rhythm Trail 5K will take place in Pittsboro on Saturday 9 May 2026. You can run 5 kilometers.

Trail races of 2 mile, 5 mile, and 10 mile take place at Briar Chapel Great Meadow Park in Chapel Hill on May 16, 2026. Courses start on pavement then move to single track with rock and root sections and include a free kids race and post ra..

A private-farm trail event in Monroe NC offering the backyard ultra format with repeated 4.167 mile loops and a single-loop fun run, an intermediate trail with varied terrain, self-supported rules, camping, music, and crew limits.