Trail Running calendar near Pinehurst 2025-2026

We have found 50 Trailruns within 80 miles of Pinehurst. See below where and when you can find the races.

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..

November 2025

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.

Roll the dice and run The Unforeseen on Nov 15, 2025 at Reedy Creek Nature Preserve in Charlotte. A 2.25 mile loop turns into a surprise race distance from 4.5 to 27 miles, making every lap a thrilling gamble.

Join the 2nd Belarusian Carolinas Trails Run in Charlotte and choose a 5K or 1M along Sugar Creek Greenway. Refreshments and tees await as proceeds support a Nobel laureate championing human rights and freedom.

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 fun trail trot at Briar Chapel Great Meadow Park in Chapel Hill, offering 2 mile and 5K options on scenic single and double track. Enjoy chip timing, a race tee, post race pie and support a local food charity.

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 Briar Chapel's scenic forest trails in the Leftovers Trail Run with 5K and 10K routes featuring roots, rocks and short climbs. Pick a vintage tee and medal, enjoy a free kids treasure race, pro photos and post race food.

Brooks XC Championships South is a cross-country meet held at McAlpine Park, 8711 Monroe Rd, Charlotte, NC 28212. It features Open and Masters, Boys and Girls Freshman/Sophomore, Championship, and Youth races, mostly 5K with younger divisio..

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.

December 2025

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.

Celebrate the season at the Cape Fear Holiday Run, a timed trail race at Cape Fear Shiner Park featuring multiple timed loop events and medals for every finisher. Run, cheer, and give back as proceeds support the Harnett Food Pantry.

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..