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.

Viking Dash in Raleigh is a trail run on February 14, 2026 at Harris Lake County Park offering 5K and 10K races. The event features a five inch Viking Longship finisher medal, age group awards, and a heavyweight long sleeve race shirt.

Celebrate the fifth year of Mardi Gras festivities with a themed 5K at Golden Road Vineyards. Runners enjoy a scenic cross-country course followed by a Southern brunch and a mimosa. The day continues with Cajun food and live music in the af..

Run or walk a Valentine's Day 5K on scenic trails at a 63-acre family farm in Hurdle Mills. The two-lap course winds through old-growth forest, past historic tobacco barns, and finishes by the goat pen. Proceeds support local student athlet..

Run on the last remaining dirt track in NASCAR history at the Occoneechee Speedway Relay. Teams of two or four will complete 20 laps for a total of roughly 13.5 miles, with a flexible hand-off format. All participants receive custom swag an..

The Freakin Freezin 5K is a winter 5K in Winston Salem's Jamison Park, featuring a paved trail course. All finishers get a medal, and awards are given across multiple age and performance categories. A virtual 5K option is also available for..

A 25K trail race at Pilot Mountain State Park featuring a climb to the Pinnacle, three full aid stations, a technical long sleeve shirt, and a laser-engraved finisher medallion. Field limited to 125 runners and registration closes Feb 19.

A winter 100-mile group run near Galax, Virginia, held as a fundraiser for veterans' suicide awareness. The self-supported event runs a 10 mile loop repeated ten times with about 15,000 feet of elevation and a 40 hour soft cutoff.

A 10 mile trail race in Hillsborough, NC combining paved riverwalk sections and single-track around Occoneechee Mountain, with about 700 feet of elevation gain, two aid stations and a 2.5 hour time limit.

A USATF-certified country-road event in Ellerbe, NC, featuring a 13.1-mile loop (marathon equals two loops), on-course aid stations, RFID timing, pottery finisher awards, and a long local history dating to 1992.

The Nail the Rail event features a 9-mile and a 5-mile race on a trail in Martinsville, Virginia. Both races are out-and-back courses starting from the Virginia Avenue Trailhead. The 9-miler presents a time challenge to complete the distanc..

March 2026

A time based endurance run at Daniel Stowe Botanical Garden on March 7, 2026 offering 3 Hour, 6 Hour, and 10 Hour categories on an about 5K waterfront loop where runners complete as many laps as possible for prizes and rankings.

A 30-mile annual point-to-point training run between UNC and Duke, alternating direction by year. The informal event is not affiliated with any organization and participants assume all liability for significant route risks.

A trail ultra at Morrow Mountain State Park on March 7, 2026, featuring 50 mile, 25 mile and 10 mile options across park trails and four peaks. The 50 mile race has a 15 hour cutoff and allows pacers after one lap.

Trail ultramarathon at Rolling View Recreation Area near Falls Lake with four distances from 10 Miler to 100 Miler. The route is mostly single track on the Mountains to Sea Trail and includes about 8,000 feet of elevation gain.

Greensboro trail race on March 7, 2026 with 5, 10 and 17 mile run, ruck, or hike options along Lake Brandt and Lake Townsend. Offers custom shirt, finisher medal, chip timing, and virtual and economy entries.

This trail running event in Pinehurst offers marathon, half marathon, and 5K distances. Proceeds support local community wellness programs. Participants can expect a scenic looped course with aid stations and a welcoming atmosphere for all.

A trail 5k at Pluck Farm on March 7, 2026 supporting Learning Outside, with a 250 m kids race and a virtual 5k option. Steel String Brewery will open early to serve brews after the event.

A six hour trail challenge where runners complete a 5K on the hour each hour for up to six laps. Completion awards patches and a medal and top finishers are recorded on a national leaderboard with prize opportunities.

Trail events at Haw River State Park in Greensboro include a 5k Run/Walk and a 1 Mile Fun Run, timed results, awards, t-shirts, and a shoe donation drive for Sneakers4Good.

A 3.3-mile trail run on a wooded single-track loop through the Cane Creek Mountains Natural Area. The course winds through rolling hills, rocky sections, and creeks. This second annual event supports Snow Camp Fire & Rescue.