Simpsonville
Trail Running Calendar near Simpsonville 2026-2027
Explore the top trail runs near Simpsonville for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Community 5K on October 17, 2026 at Thomas Nelson High School supporting the Imagination Library and Nelson County Schools UP Foundation; free entry and optional donations.
November 2026
A 5K and Half Marathon at Active Heroes Retreat in Shepherdsville, KY on wooded trails and gravel roads supporting military members and veterans.
Trail half marathon at Jefferson Memorial Forest on November 21, 2026 featuring hilly trails, aid stations at miles 2 5 8 and 11, and registration deferral instead of refunds.
Backyard Ultra in Bloomfield, Kentucky where runners repeat a 4.167 mile loop each hour until one runner remains.
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 Waverly Park offering a roughly 6 to 6.5 mile loop and a half marathon, with on-site packet pick-up, an aid station, and a virtual option.
January 2027
Trail running event in Simpsonville KY with a 4 mile loop and an 8 mile double-loop across grass, singletrack, cedar rows and creek crossings.
Nine mile trail race at Jefferson Memorial Forest near Horine, part of the Winter Warrior Series; cupless event with an aid station, finisher coin, and optional shirt.
February 2027