Crooked Creek 5K Trail Challenge

Shepherdsville, United States • 6-7 Dec 2025

The Crooked Creek 5K Trail Challenge is a unique running event held at the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky. Taking place over two days in early December 2025, the challenge offers a 5K trail run through more than 1,000 acres of scenic terrain featuring rolling hills, towering oaks, hickories, and beeches.

Runners navigate a course that winds around the picturesque 70-acre John Barr Lake, with the possibility of catching the scent of nearby bourbon distilleries. Known for its challenging ultra-trail races, Camp Crooked Creek provides a rare opportunity to experience this rugged trail in a shorter format. Participants receive custom medals, and top finishers earn awards. Visit the organization's website for the most recent information.

Race information

5 km
5k Trail Challenge
Visit the organization's website for the most recent information.
Trail runs nearby

The McDougal Lake Trail Fest, held in Hodgenville, Kentucky, is a dynamic outdoor event featuring trail runs and mountain bike races suitable for all skill levels. Participants can choose from a 4-mile trail run, various mountain bike races including a 4-mile junior race for ages 8-12, and a free MT..

The Hardin-Meade Endurance Run is a challenging 31-mile race held in Elizabethtown, Kentucky, starting at Riverfront Park in Brandenburg and finishing downtown. Limited to 50 participants, the event takes place in July, often under hot and humid conditions, requiring runners to have prior ultra-dist..

The Blackacre Barnstormer is a trail running event held at Blackacre Nature Preserve in Louisville, Kentucky. Scheduled for August 24, 2025, it features two race distances: a 4-mile and an 8-mile course. The scenic route starts near the historic Tyler Homestead and barn, winding through fields and t..

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..

The New Hope Wesleyan Ultra Trail Run, held at O'Bannon Woods State Park in Harrison County, Indiana, is the area's first ultra marathon trail event. Scheduled for November 1, 2025, it offers three race distances: a rugged 50K ultra featuring two 13.5-mile loops plus a 4-mile loop with about 3,500 f..

The Crooked Creek Ultra Trail Race takes place at Camp Crooked Creek within the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky, set in scenic Bourbon Country. The event features a challenging 12.7-mile loop with over 2,300 feet of elevation gain per lap through 1,000 acres of hardwoo..