Trail Running calendar near Southern Pines 2025-2026

Run the scenic trails of Eno River State Park on Oct 26, 2025 with 6 or 11 mile options featuring technical single track, a river crossing and rock bouldering. Enjoy custom race swag, chip timing and post race refreshments.

Take on three scenic off road trail races around Durham NC at Eno River, Uwharrie and the Mountains to Sea Trail in 2025 and 2026. Sign up for the full series and finish all three races to earn series awards and a custom finisher prize.

Test your limits at the OMR Ultra 24 Hour Challenge in Mint Hill Park, NC, where runners tackle 1.5 mile loop terrain of gravel, singletrack and grass over 24 hours as individuals or on teams. Enjoy on course aid, a finisher shirt and medal..

Terror Trails Ultra at Cane Creek Park near Waxhaw NC on November 1, 2025 offers distances from 5K to 50K on scenic trail loops with multiple aid stations. This cupless event is trail friendly; bring a hydration vest for longer efforts.

Take on the scenic Dolphin Dash Trail 5K in Salisbury on November 1, 2025, winding through gardens, a greenhouse, and campus highlights. Families can enjoy a relaxed Fun Run with laps around the soccer field.

Join the Sandhills Sasquatch on November 1 in Southern Pines for a scenic loop through Weymouth Woods, passing a 470 year old longleaf pine. Choose the four hour mile loop challenge or a three loop 5K and enjoy a relaxed trail race vibe.

The Joint Special Operations (JSO) 10K Run and 5K Walk is a unique trail race held at Historic Fort Bragg, North Carolina. The all off-road course features challenging terrain including dirt, mud, gravel, and sand along tank trails and fire..

Join the Wings of Hope 5K at FirstHealth Fitness Center in Pinehurst on November 8 for a family friendly run and walk supporting the FirstHealth Cancer CARE Fund. All race proceeds support local patients and survivors.

Run rolling trails through hardwood forest at the 16th Annual Camp Chestnut Ridge Trail Races in Efland NC on Nov 22, 2025, with 4 mile and 8 mile options and a 3 mile virtual race. Scenic, challenging trails and a friendly community vibe.

Join Oakwood 24 at Lakeside Retreats for timed challenges from 2 to 24 hours or a scenic 5k around a flat two mile lake loop. Solo runners, relays, walkers and bikers are welcome as the event raises funds for Healing Transitions.

Celebrate Thanksgiving with a scenic trail run at Briar Chapel in Chapel Hill offering timed and untimed 2 mile and 5K options. Family friendly with a kids Race for Treasure, post race photos, race shirts and charity support.

Run the Black Toenail Friday trail race at Cane Creek Mountains on Nov 28 for a scenic late morning half marathon or 7.5 mile, with in person and virtual options. Finishers get a custom long sleeve shirt, medal, post race food and awards.

Take on the Derby 50K in Ellerbe North Carolina on Nov 29, a three loop counterclockwise course of rolling hills on asphalt and dirt. Finish with a community spaghetti meal and help support local causes.

Run the Briar Chapel trails at the Leftovers Trail Run, choose a scenic 5K or tougher 10K and score vintage race swag. Limited fields, on course aid, and family friendly activities make it a festive post holiday trail pick.

Join Turkey Chase in Cary NC on Nov 29, 2025 with in person and virtual 5K, 10K and half plus kids stroller fun. Finishers get a medal and knit hat, RaceJoy live tracking keeps friends updated and awards add holiday excitement.

Run the Shakori 40 Festival in Pittsboro NC on Dec 5 and 6, 2025 with cross country courses from 4 miles to a 40 mile ultramarathon. Celebrate with team relays, camping, live music, bonfires and craft beer.

Test your endurance at the Naturally Outdoors 2 Hour Race on December 6, 2025 in Florence, SC. Run a 2.5 mile loop for two hours, chase laps, grab prizes and enjoy a post race party supporting local trails.

Join the first annual Cape Fear Holiday Run in Lillington for timed trail laps on a scenic 1.17 mile loop with 3 hour, 6 hour and 9 hour options. Finishers earn medals, a holiday costume contest adds fun, and proceeds benefit Harnett Food P..

Take on Cedarock Park trails at Run At The Rock, with 5K, 10K and half marathon options through forested single track with roots, rocks and climbs. Registration includes a race hoodie and finisher medal plus free photos and hot soup afterwa..

Freedom Starts Here 10K, 5K, and 1-Mile Run is a Pinehurst, North Carolina charity race held at the Sandhills Community College Campus, running through Reservoir Park and the Whitehall Trail Network along a well-maintained course that start..