Trail Running calendar near Winston-Salem 2025-2026

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..

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.

Take on The Hybrid 8K in Danville at Anglers Park, a scenic mix of trail and road that winds along the Riverwalk. Run solo or join a four person team and celebrate at a friendly post race gathering back at the park.

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 Run With Compassion 5K on November 15 in Boonville for a chip timed run and a Pastor Dash. Run or walk to support Compassion Care Center and fund free life affirming community services.

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.

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.

Celebrate Thanksgiving in Danville with the DPS Education Foundation Turkey Trot: a scenic 5K run or walk and a free kids fun run along the Riverwalk. Proceeds support Danville Public Schools and offer awards and shirts.

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..

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.

Run scenic single track loops at Lake Norman State Park with 30K and 50K options on December 6, 2025. Enjoy well stocked aid stations, a 9 hour cut off, finisher medals, and awards for top overall and masters runners.

Join the Third Annual Dirty Santa Trail Run in Lenoir on Dec 13 for a lively 5 mile course through single track, fields and a touch of road. Enjoy post race s'mores, hot cocoa and hoodies for early registrants.

Run At The Rock at Cedarock Park offers 5K, 10K, and half marathon trail races over scenic single track and rolling climbs. Entry includes a hoodie and 3.5 inch medal that doubles as a coaster, plus chip timing, free photos and hot soup.

Run to the summit at Pilot Mountain on December 20, 2025 with 3 mile and 7 mile courses, limited to 150 runners. Enjoy scenic trails, an embroidered finisher beanie and a warm post race breakfast at the top.

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..