Trail Running calendar near Lillington 2025-2026

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 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.

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.

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..

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..

Enjoy scenic single track at the Little River Trail Runs on January 10, 2026, choosing from 10 mile or 7 kilometer courses with aid stations and friendly volunteers. All proceeds support park and trail upkeep, so every mile gives back.

Run the Whiskey Tango Foxtrot Trail Half or 5 Mile at Northeast Park with scenic Reedy Fork River crossings, ruck divisions and virtual entries. Registration includes a custom hoodie, finisher medal, post race food and beer.

Run laps on a scenic singletrack loop through Haw River State Park, repeating a 3.2 mile trail lap for set times. Choose 3 Hour, 6 Hour, 12 Hour or a 12 Hour relay for a solo or team endurance challenge.

Join the 35th Uwharrie Mountain Run Feb 7 2026 in Uwharrie National Forest. Choose 40 mile, 20 mile or 8 mile single track courses with rocky roots, creek crossings and aid stations, and earn handcrafted pottery finisher awards.

Join the Viking Dash at scenic Harris Lake County Park in New Hill, NC, with 5K and 10K trail options for beginners and seasoned runners. Finishers earn a striking Viking Longship medal and top finishers get cozy knit socks.

Push your limits at Holly Springs Race Against the Sun, a 12 and 24 hour trail loop challenge at Sugg Farm Park with solo, relay and ruck divisions. Tackle a 4.167 mile rolling loop with aid stations and crew support, and earn milestone pat..