Trail Running calendar near Brooks 2026-2027

A trail run on October 10, 2026 in Gravel Switch, Kentucky. The 4K course winds through hills, meadows and woodland and includes a pancake breakfast plus handmade awards presented at the community shelter.

A trail race on October 10, 2026 at the Bill Monroe Homeplace in Beaver Dam KY offering 5K, 10K and 25K on ridge roads with live bluegrass, weekend camping options, finisher medals, and awards for top finishers.

Join the first Running Pumpkin 5K in Lexington on October 17 at Coldstream Park and Legacy Trail, a fun autumn run hosted by Gleanings Housing to support affordable housing. Bring or wear a pumpkin and enjoy snacks and community spirit.

Join the Legends Spooky Trail Race in Owensboro on October 25, 2026 for a scenic, spirited 6 km through Rudy Mines on the Ben Hawes Trail. Two 3 km loops over rolling hills, rooty singletrack and a final climb make this an autumn trail chal..

The Deam Lake Winter Warrior will take place in Borden from Sunday 8 November 2026 to Sunday 22 November 2026. You can run between 6 and 4 hours.

A multi-distance trail event at PYOCA Camp near Brownstown IN featuring 10 mile, 50k, 100k and 100k relay options, live tracking for the 100k, cabin meal packages, well stocked aid stations and a 24 hour race cutoff.

A two day trail weekend at Camp Crooked Creek near Shepherdsville, KY, using a 12.7 mile loop with over 2,300 ft elevation gain per lap and race options from 5K up to 100 miles on December 5 and 6, 2026.

Join Medal Madness on December 12, 2026 at Ephram White Park in Bowling Green for a festive 5K, 10K or half marathon on scenic gravel out and back loops. Expect finisher medals, a gear shop, awards and a best costume contest.

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..