Trail Running calendar near Winston-Salem 2025-2026

We have found 56 Trailruns within 80 miles of Winston-Salem. See below where and when you can find the races.

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 at the Birds of a Feather Trail Trot with scenic 2 Mile and 5K trail runs for timed racers and fun runners. Family friendly kids races, shirts, photos and donations support local food pantries.

Join the DPS Education Foundation Turkey Trot on Thanksgiving Day in Danville for a scenic 5K along the Dan River plus a children's fun run. Run or walk to support DPS students and teachers while enjoying the Riverwalk Trail.

Hit the trails at Cane Creek Mountains the Friday after Thanksgiving for the Black Toenail Friday race. Pick a 13.1 or 7.5 mile course with in person, ruck or virtual options and earn a long sleeve shirt and finisher medal.

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 South XC Championships on Nov 29, 2025 at McAlpine Park in Charlotte offers 3K and 5K races for youth, high school, open and masters runners. Top finishers earn medals, swag and berths to the Brooks XC Championships in San Diego.

December 2025

Join the Shakori 40 festival in Pittsboro, NC on December 5 and 6, 2025 for trail running and festival fun. Choose 40 miles, 40K or 4 miles on scenic cross country trails, then unwind with live music, camping, food and bonfires.

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.

Run At The Rock is a festive trail race at Cedarock Park on December 13, 2025 offering 5K, 10K and Half Marathon routes across scenic, occasionally technical single track and equestrian trails. Finishers get a hoodie and medal and there is..

Celebrate the season at the Dirty Santa Trail Run in Lenoir, a festive 5 miles of single track, field and gravel trails ending with s'mores and hot cocoa. Part of the Foothills Run Series; register by Dec 1 to guarantee a hoodie.

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.

January 2026

Brave winter trails at the Frosty Cox 6 Hour Trail Race in Concord, NC, a timed six hour challenge on a rugged 6.2 mile mostly singletrack loop. Limited spots for this 50K chase, register by Jan 7.

Tackle the South Mountains Half Marathon at South Mountains State Park, a rugged 12.9 mile trail run with about 2,600 feet of climbing and creek crossings. Limited to 200 runners, all finishers earn hand crafted ceramic medals.

Join the Freedom Starts Here run in Pinehurst on January 10 to raise funds for Sandhills Adult & Teen Challenge, a faith centered recovery program. Choose 10K, 5K or 1 mile, enjoy Reservoir Park trails, swag, medals and family friendly fun.

Hit scenic single track at Little River Trail Runs in Rougemont on January 10, 2026 with a 10 mile or 7 kilometer option, aid stations and course support. All proceeds help maintain park trails for the local community.

Run the Whiskey Tango Foxtrot Trail Half Marathon or 5 Mile at Northeast Park, featuring rugged trails, two river crossings and rucking options for both distances. Finishers get a custom hoodie, medal, post race food and beer as part of the..

Join the Roy Abernathy Legacy Race at George Poston Park in Gastonia on Jan 17, 2026, offering distances from 1 mile to 50K on scenic trail and soccer loop routes. Celebrate a meaningful cause supporting brain research and earn a handmade p..

Test yourself on rocky, rooty trails and waterfalls at Hanging Rock State Park in the HAROC challenge. Choose a technical 50k or 25k with aid stations and scenic views; register by Jan 28 for the Jan 31 race.

February 2026

Run scenic but rugged trails around Stone Mountain in Roaring Gap, NC with 50K, 25K and 8 Miler options. The 50K features a carryable Protection Stone and every finisher earns a unique handcrafted pottery medal.