Trail Running calendar near Lexington 2026-2027

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

Experience a unique trail run through the hills and woodlands of Gravel Switch. Enjoy a route featuring meadows and steep climbs followed by a pancake breakfast and handmade awards at the local heritage festival.

The Little Rooster Run offers a weekend of trail events in Glencoe, Kentucky, from a kids' fun run to a 5K and the unique Mini Barnyard Ultra. This "last runner standing" format challenges participants on a 2-mile loop every half hour. Proc..

Join the second annual Running Pumpkin 5K in Lexington's Coldstream Park. This fall event supports Gleaning Housing, a local nonprofit building affordable rental homes. Participants are welcome to bring a pumpkin or wear a costume, with sna..

A 5K trail run at Shawnee Lookout Park that follows the Blue Jacket and Little Turtle loops, begins and ends at the Waterhole Meadow Shelter, and serves as the final Dirt Days Trail Series event with series points available.

Two looped single track trail races in Mt. Airy Forest near downtown Cincinnati. The 50K repeats longer and shorter loops totaling 10,726 feet of elevation change while the 27K uses shorter loop repeats.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

Experience a themed trail run through Cincinnati's French Shelter Park with options for a 5k or 10k distance. Participants enjoy costume contests and holiday activities while earning points toward a global series award.

November 2026

Turkey Trails Cincinnati presents in-person and virtual running options on 11/14/2026 in Hamilton OH, from a 50 m kids dash up to a half marathon. Event features include chip timing, shirts, custom bibs, medals, free photos, and finish-line..

Celebrate Thanksgiving at Pulaski Park with a scenic trail run overlooking Lake Cumberland. Choose between a 5K or a Fun Run while supporting the American Cancer Society and enjoying views of the water.

December 2026

Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.

Trail races at East Fork State Park on December 6, 2026, using a 6.55 mile singletrack loop with Quarter, Half, and Full options, on-course aid stations, chip timing, race shirt if registered by 11/14, and a finisher medal for all finishers..

Trail races at Waverly Park from December 13 to December 27, 2026 offering 6.5 Mile and Half Marathon distances plus virtual options. Part of a Winter Warrior Series with course markings, on-course aid, awards, and a series medal for multip..

January 2027

Trail races at Pulaski County Park on Lake Cumberland, featuring a 13.1 mile half marathon, a 10K and a 5K. Trails are well marked and include rolling hills plus a notable finisher hill.

March 2027

Experience an endurance challenge at Elizabethtown Nature Park featuring an 8 hour race and a 5K trail run. Navigate a scenic loop of lakeside trails and rolling woodland terrain with full aid station support.

April 2027

A multi-distance timed trail event at Majestic Farm featuring a 2 mile loop, cupless aid stations with hot and vegan options, free horse stall staging, a 12 hour rucking division, and an Athletes With Disability category.

Timed 3 hour, 6 hour, 12 hour, and 24 hour run and ruck events on a 5.4 mile loop in south central Kentucky with a full aid station at the start finish and primitive camping on site.

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