Trail Running calendar near Winston-Salem 2025-2026

We have found 62 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

Bit of Hope Ranch 5K Trail Run, 2K Walk, & Half-Pint Run takes place at Bit of Hope Ranch in Gastonia, North Carolina. The event features a certified 5K Trail Run on a 50-acre horse ranch in southern Gaston County, plus a 2K Walk and a Half..

The Yadkin Valley Pumpkin Run is a community-focused running event held at Elkin Municipal Park in Elkin, North Carolina. It features a 5k race and a 1-mile fun run for kids, both on an improved trail with no road crossings, offering scenic..

Virginia Trail Running Festival takes place in Max Meadows, Virginia, on October 11-12, 2025. The event offers three distances: a 100-mile solo, a 100-mile relay, and a 50-mile race. The 100-mile course features about 1,500 feet of gain and..

Event overview Lake Rhodhiss Trailfest takes place in Valdese, NC on Saturday, Oct 11, 2025. The event is held at Valdese Lakeside Park, address 1149 Lake Rhodhiss Drive. This is the second year under the current name and date, and it serve..

Uwharrie Gold Rush - Oct 18, 2025 The Uwharrie Gold Rush is a 50K trail race held in the Uwharrie National Forest near Mt Gilead, NC, using the Wood Run Trailhead. The course uses a 20.5 mile figure-8 loop of technical trails with roots and..

River City 5K in Danville, Virginia, features a flat, fast out-and-back course that starts and finishes on the MLK Bridge at 215 Main St. The 5K is offered as a Run and a Walk and runs along the paved Danville Riverwalk Trail by the Dan Riv..

The Rootrock Trail Run is an annual trail running event held at Briar Chapel in Chapel Hill, North Carolina, featuring 5K, 10K, and Half Marathon distances. Set within a 900-acre green community, the race courses traverse over 20 miles of s..

Event overview The Uwharrie 100 Mile and 100K Trail Run takes place in the Uwharrie National Forest near Troy, NC on October 18-19, 2025. The course is a 20.5 mile figure-8 loop of technical trails with roots and rocks under a forest canopy..

Running Scared 5K/13K - Winston Salem is held at Jamison Park, 285 Meadowlark Drive, Winston-Salem, NC. The event features Scaredy Cat 5K and Heart Pounding 13K distances, plus the Deadly Double and virtual options. The course runs along th..

The Big Elkin Trail Relay is a team-based trail running event held in Elkin, North Carolina, featuring a 5K loop on single-track trails and granite dust paths along the old E&A Railroad grade. The course offers shaded terrain with scenic vi..

Triple Lakes Trail Race is a fall trail running event in Greensboro, North Carolina, centered around Lake Brandt, Lake Townsend, and Lake Jeanette at Bur-Mil Park. The race offers multiple distances: a half marathon, marathon, and 40-mile u..

The Warlick Family YMCA Trick or Trail in Gastonia, North Carolina, is a family-friendly fall running event featuring a 5K and a 1-mile Fun Run on the scenic Sytz Family Trail System at the Warlick Family YMCA (address: 2221 Robinwood Road)..

Monsters & Mimosas 5K at Golden Road Vineyards in State Road, North Carolina, offers a 5K, Virtual 5K, and a 1.5-mile option. The course runs through grass and cross-country terrain around the vineyard, with chip timing and a race shirt, pl..

Eno River Run is the 14th annual autumn trail race staged at Eno River State Park's Fews Ford Access Area in Durham, North Carolina. Runners may tackle 11 miles or 6 miles along a course that combines technical single-track trails with a fo..

The Tough as Trails Race Series, presented by Bull City Running Co., is a challenging off-road trail running series held in North Carolina across multiple scenic locations including Eno River State Park, Uwharrie National Forest, and the Mo..

Run under the haunted forest at Froggy's Freaky Friday, a Halloween 24 hour challenge on a rugged 1 mile loop at Froggy Mountain. Camp on site, refuel with hot fall fare, and race for distance awards and fun costume prizes.

Take on the OMR Ultra 24 hour Challenge at Mint Hill Park, running looped miles on mixed trails with solo or 2 to 6 person relay options. Enjoy a lively crew hub, on course aid, finishers medals, and serious bragging rights for big distance..

November 2025

The Hybrid 8K is a unique running event held in Danville, Virginia, that combines both trail and road running for an exciting race experience. Participants can run solo or as part of a four-person team. The course begins at Anglers Park, wh..

Event overview The Wings of Hope 5K takes place on Saturday, November 8, 2025, in Pinehurst, North Carolina. The event is a family-friendly run/walk organized by FirstHealth Fitness, Pinehurst, and it benefits the FirstHealth Cancer CARE Fu..

Join The Unforeseen at Reedy Creek Nature Preserve for a playful random distance race where a dice roll 15 seconds before the start decides your challenge. Enjoy fast flowing 2.25 mile laps on gravel and single track starting at 8 AM on Nov..