Trail Running calendar near Winston-Salem 2026-2027

We have found 71 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

This point-to-point training run travels 30 miles between UNC and Duke, alternating direction yearly between the Old Well and Duke Chapel. It's an unofficial, participant-led event where all liability is assumed by the runner on a challengi..

The Naked Mountain Ultra offers trail races through Morrow Mountain State Park. Choose from a 10, 25, or 50 mile course featuring rugged terrain and scenic singletrack. Aid stations and drop bag services provide support along the beautiful..

The MST 100 Endurance Races offer four trail distances on the scenic Mountains to Sea Trail near Falls Lake. Runners start and finish at the Rolling View Recreation Area in Durham, NC. The 90% single-track course features lake views and bri..

Experience the scenic trails of Lake Brandt and Lake Townsend at the Northern Trails Trail Race. Choose from 5, 10, or 17-mile distances for running or rucking. Each finisher gets a spring-themed medal that's part of the NC Trail Mega Medal..

This charity trail run in Pinehurst, NC supports local wellness programs. Choose from a marathon, half marathon, or 5K on scenic trails around Reservoir Park. The community event features aid stations, participant medals, and activities for..

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.

Outlast Charlotte is a 6-hour endurance challenge where runners face a 5K trail lap every hour. Stay in the game by finishing each lap on time, aiming for six laps to earn the premium medal. This event tests pacing and grit on natural terra..

The HA Haw Hustle is a trail race at Haw River State Park supporting Harvest Academy. Choose from a timed 5k or a 1-mile fun run on the scenic Great Blue Heron Trail. Enjoy chip timing, a family discount, and a chance to donate old sneakers..

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.

Join the fifth annual Charlotte's Dog Jog for a 5K run on a famous cross-country course. Participate with or without your dog, meet adoptable pups, and enjoy post-run treats. It's a community event with cash prizes for top finishers.

April 2026

The New South Trail Marathon offers full and half marathon distances on the trails of the Whitewater Center in Charlotte. Runners will find aid stations with hydration and food along the course. Unique finisher medals are guaranteed for ear..

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.

Run a flat, scenic trail along the New River. This event offers four distances from 10k to 100k, all on a dirt out-and-back course. 100k finishers earn a buckle, and early registration secures a race shirt.

Confront the steep, rugged loops of the Leatherwood Mountains. This trail event offers distances from 10 miles to 100 miles, each with significant elevation gain on private trails. Aid stations provide essential fuel, and the 100-miler requ..

Experience a unique multi loop course at Cedarock Park featuring single track and equestrian trails. Choose between solo distances or form a relay team with friends to tackle the half marathon distance together.

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.

This annual trail race follows the scenic Mountains-to-Sea Trail along the Eno River. Choose between a 12-mile or a 50K distance on updated 2026 courses. It's a cupless event where all finishers get a custom shirt and award.

The Froggy Mountain Sweet Sixteen 50k presents a challenging looped course in Virginia, with 500 feet of gain per mile. Runners have 16 hours to complete the distance, supported by aid stations every mile and free on-site camping. It offers..

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..