Trail Running calendar near Shepherdsville 2025-2026

The Bourbon Country 25K/50K/5K is an exciting trail-running event scheduled for March 29, 2025, at the Harry S. Frazier Scout Reservation in Shepherdsville, Kentucky. Participants can choose from three race distances: 25K, 50K, and a challenging 5K.The course features a mix of scenic trails, includi..

The Wildhorse Ultra is an exciting running event taking place in Georgetown, Kentucky, at Peninsula Park. Participants can choose from various race durations, including 12, 8, 6, 4, and 2-hour challenges, as well as a free Kids Dash. The course features a 1-mile loop that combines grass and concrete..

Knobstone South is a running event taking place in Borden, Indiana, featuring a 10-mile course that serves as a preview for the southern termination of the Knobstone Trail. Participants can expect stocked aid stations at the turnaround, with prizes awarded to the top three finishers. This event focu..

The Knobstone 50 is a challenging 50-mile trail race held along Indiana's longest footpath, the Knobstone Trail, often referred to as “The Little AT” due to its steep and hilly terrain. The race features a point-to-point course that starts at Deam Lake State Park and finishes at Delaney Creek Park,..

The Backside Trail Marathon, held in Louisville, KY, offers both a full marathon and a half marathon, taking place in the scenic Cherokee and Seneca Parks. Established in 2012, this event encourages participants to enjoy the trails following nearby road races, making it a unique opportunity for runn..

The MISSION Adventure Race is an exciting outdoor event taking place in Corydon, Indiana, featuring both 18-hour and 4-hour adventure races. Participants can compete in teams of 2-3 or as solo racers, navigating through various terrains using maps and compasses while engaging in activities like runn..

The Many Miles 4 Malakai 4x4x48 Challenge is a unique running event designed to raise awareness and funds for children affected by gun violence. Participants, either individually or in teams, run 4 miles every 4 hours for a total of 48 hours, culminating in 48 miles. This flexible challenge encourag..

Run Wild is an exciting running event taking place at Turkey Run Park in Louisville, KY, featuring a 5-mile timed run and a 3-mile fun run that is not timed. The event supports the Second Chances Wildlife Center, a nonprofit dedicated to wildlife rehabilitation and environmental education. Participa..

The Green River Lake Trail 5K & 10K is an exciting annual running event taking place at the scenic Green River Lake State Park in Campbellsville, Kentucky. Scheduled for June 28, 2025, this event features a fully off-road trail running experience, offering participants the choice between a 5K and a..

The DINO Trail Run at Muscatatuck Park is an exciting outdoor event scheduled for July 12, 2025, featuring both 5K and 15K trail runs, along with a free kids race. Set in a picturesque park known for its scenic trails and challenging terrain, participants can enjoy a day of running amidst nature. Th..

The McDougal Lake Trail Fest, scheduled for July 12, 2025, in Hodgenville, KY, offers a variety of trail running and mountain biking events suitable for all skill levels. Participants can choose from a 4-mile trail run, a junior MTB race for ages 8-12, and a free MTB ride for children under 7. Addit..

The Blackacre Barnstormer is a trail running event taking place at the Blackacre Nature Preserve in Louisville, KY. Participants can choose between a 4-mile or an 8-mile course, both of which offer a unique experience running through scenic trails and fields, with opportunities to see local farm ani..

The Cabernet Canter Cross Country 5K/10K is an exciting running event taking place at Talon Winery in Lexington, KY. Scheduled for August 29, 2025, this annual race features both 5K and 10K cross-country courses, allowing participants to enjoy the scenic winery landscape. All runners receive a race..

The Heartland Harvest Festival 5K is an exciting running event set in the picturesque Elizabethtown Nature Park. Scheduled for September 27, 2025, this trail race welcomes participants of all skill levels, from seasoned runners to newcomers. The event features a competitive atmosphere with awards fo..

The Raven 10K is an annual trail running event held at the Raven Run Nature Sanctuary in Lexington, Kentucky. Scheduled for September 28, 2025, this race features both an in-person 10K and a virtual option for participants who prefer to run on their own schedule. The in-person race has a registratio..

The Run The Ridge Trail Race is a unique running event taking place in Beaver Dam, Kentucky, featuring 5K, 10K, and 25K trail runs. Set against the backdrop of the historic Bill Monroe Homeplace, participants will traverse scenic dirt roads and enjoy beautiful overlooks reminiscent of the area's ric..

The Mammoth Cave 50K/25K is a trail running event scheduled for October 25, 2025, in Mammoth Cave National Park, Kentucky. This race features two distances: a 50K and a 25K, both set on a scenic, wooded trail with challenging terrain. The event is designed for both novice and experienced trail runne..

The Lake Vista Lunatics Run, scheduled for November 2, 2025, at Deam Lake SRA in Borden, IN, features endurance options of 6 and 12 hours, as well as a Fun Run covering one lap. The course is a 4.167-mile loop with challenging terrain, including steep grades and creek crossings. Participants will co..

The Jackson County 50-50 Ultramarathon is an exciting endurance event taking place in Brownstown, Indiana, featuring multiple race distances including a 10-mile, 50K, and 100K, with options for solo runners and relay teams. Set against the stunning backdrop of Jackson-Washington State Forest, the co..

The Crooked Creek 5K Trail Challenge is an exciting running event taking place on December 6-7, 2025, at the Harry S. Frazier Scout Reservation in Shepherdsville, KY. This unique 5K race offers participants the chance to navigate through over 1,000 acres of scenic trails, featuring rolling hills and..