Kentucky
Kentucky Trail Running Calendar 2026-2027
Explore the best trail runs in Kentucky for 2026-2027! Our updated list features 82 exciting trail runs across the region. Find your next trail run in Kentucky below and join the trail community at these great events!
October 2026
Two trail races, 50K and 25K, take place at Mammoth Cave National Park on October 24, 2026 starting from Bell's Tavern Pavilion. The crushed gravel out and back course has ascents and descents, cupless aid stations, and limited entries.
Trail 5K and 10K at Red Wolf Sanctuary in Rising Sun on October 24, 2026; timed event with shuttle parking and proceeds supporting the sanctuary.
A 5K trail race at Silver Creek Bike Park in Berea KY on October 24 2026 with on course photography, water fill station, post race snacks and a cupless low waste policy.
Trail races in Mt. Airy Forest near Cincinnati offering 50K and 27K loop courses with marked trails, aid stations, chip timing, and race shirts.
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.
Two-loop trail race at Rudy Mines near Owensboro covering about 6 km on dirt and packed trails with hills, switchbacks and some rocky sections.
Haunted Trail Run 10K in Cincinnati on October 31 is a two loop themed trail race at French Shelter Park with a finisher t shirt and medal included for a $45 fee.
Local road races in Bowling Green, KY on October 31, 2026 offering 5K, 10K and a half marathon with finisher medals and posted results. EMS is not on site and water stations are limited.
November 2026
A community Turkey Trot in Wendell Moore Park offering a 5 mile run and a 4K walk with chip timing, finish medals, and awards including overall male and female prizes.
Trail races at General Butler State Resort Park on 11/07/2026 include 5K, 10K, 13.1 mile, 20K relay and a 6 Hours of Power loop event with park facilities and river overlook.
Trail run at John James Audubon State Park on November 7, 2026 offering a classic 5K and a new 10K, with proceeds benefiting Junior Achievement of West Kentucky.
A 5K and Half Marathon at Active Heroes Retreat in Shepherdsville, KY on wooded trails and gravel roads supporting military members and veterans.
Gobbler races in Bowling Green, KY on November 14, 2026 offer 5K, 10K and a half marathon with listed registration fees. The event provides finisher medals and results, with limited on-site EMS and water at lap ends and the finish.
A Thanksgiving themed trail event in Hamilton, Ohio offering races from a 50 m Kids Dash to a half marathon, plus a virtual option and race swag.
A 4 miles trail run and walk at Veterans Park in Lexington on November 14, 2026, over mostly hard-packed dirt trails with grassy and short paved sections. The race is chip timed, offers awards, hydration stops, and a virtual option with mailed shir..
Trail races in Red River Gorge offering a 30 km option and a 50-mile course with notable climbing; registration opens June 1, 2026.
A 5K Run and Ruck on November 14, 2026 in Wilmore, Kentucky where 100% of proceeds support Thomson-Hood Veterans Center.
Test your limits at Belfry High School with 24 hour and 12 hour individual, relay, and rucking challenges on a one mile loop.
A two mile fun run in Huntertown Community Interpretive Park run as two laps on a mowed grass trail, with food trucks after the event and a T‑shirt deadline of Nov 1.