Bourbon Country 25K/50K

The Heartland Harvest Festival 5K is a scenic autumn running event held at Elizabethtown Nature Park in Elizabethtown, Kentucky. Scheduled for September 27, 2025, this light trail 5K race offers a welcoming atmosphere for both seasoned runners and newcomers. Participants can enjoy the natural beauty..

New Hope Wesleyan Ultra Trail Run, Harrison County's first ultra marathon, is held at O'Bannon Woods State Park in Corydon, Indiana. The event offers four trail distances: a 50K ultramarathon (two 13.5-mile loops plus a 4-mile loop, about 3,500 ft of elevation), a half marathon (13.1 miles, ~1,500 f..

The JMF Trails Hillbilly Half is an annual challenging half marathon held at Jefferson Memorial Forest in Louisville, KY. The 10th edition features a rugged trail course starting at the Horine parking area, looping around a lake, descending Yost Ridge Trail to the Welcome Center, then following the..

Crooked Creek Ultra Trail Race unfolds at Camp Crooked Creek in the Harry S. Frazier Scout Reservation near Shepherdsville, Kentucky, in Bourbon Country. The centerpiece is a demanding 12.7-mile loop with about 2,300 feet of elevation gain, winding through 1,000 acres of hardwood forest and abundant..

Crooked Creek 5K Trail Challenge takes place at the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky. The 5K is offered as two events during the weekend, as part of Camp Crooked Creek’s famed trail system.Runners wind through more than 1,000 acres of rolling hills, shaded by oaks, hick..

Waverly Winter Warrior in Louisville, Kentucky, on December 14, 2025, invites runners to a trail-focused challenge at 4800 Waverly Park Rd. The event offers two distances: a 6.5-mile loop and a half marathon, run on the scenic Waverly Park trails. Emphasizing motivation during the cold season, this..