Trail Running calendar near Shepherdsville 2025-2026

We have found 18 Trailruns within 80 miles of Shepherdsville. See below where and when you can find the races.

The Etown Trail Classic is a running event scheduled for March 1, 2025, in Elizabethtown, Kentucky. Participants can choose from three exciting events: an 8 Hour Endurance Race, an 8 Hour Endurance Race Relay, and a 5K Trail Run. This event caters to various skill levels, making it an excellent oppo..

The Saunders Springs Six Hour Shootout, presented by Radcliff/Fort Knox Tourism, is an exciting endurance event taking place at Saunders Springs Nature Preserve in Radcliff, Kentucky. Scheduled for March 22-23, 2025, the event features a variety of races, including a Kid's Trail Run, 5K and 10K Trai..

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. This annual race features three distances: a 25K, a 50K, and a 5K, catering to runners of various skill levels.Participants will expe..

April 2025

The Wildhorse Ultra is an exciting running event taking place in Georgetown, Kentucky, at Scott County Park. Participants can challenge themselves in various time-based races, including 12, 8, 6, 4, and 2-hour events, as well as a free Kids Dash. The course features a 1-mile loop, encouraging runner..

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 takes participants on a scenic journey from Deam Lake State Park to Delaney Creek Park, featuring approxi..

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 "Double Down" opport..

May 2025

The Many Miles 4 Malakai 4x4x48 Challenge is a unique running event taking place in Lexington, KY, designed to raise awareness and funds for children affected by gun violence. Participants can join individually or as teams, running 4 miles every 4 hours for a total of 48 hours, culminating in 48 mil..

June 2025

Run Wild is an exciting running event taking place in Louisville, Kentucky, featuring a 5 Mile Run and a 3 Mile Fun Run. Set in the scenic Turkey Run Park, participants will enjoy beautiful trails while supporting the Second Chances Wildlife Center, a nonprofit dedicated to wildlife rehabilitation a..

The Green River Lake Trail 5K & 10K is set to take place at Green River Lake State Park in Campbellsville, Kentucky. This annual event features a fully off-road trail running experience, offering participants the choice between a 5K and a 10K race, as well as a special 10 & Under Kids Run. The event..

July 2025

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..

August 2025

The Blackacre Barnstormer is a trail running event taking place at the Blackacre Nature Preserve in Louisville, KY. Participants can choose between two distances: a 4-mile and an 8-mile race, both designed to showcase the scenic trails and wildlife of the area, including goats and cows. The event su..

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..

September 2025

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 Heartland Harvest Festival 5K is an exciting running event set in the picturesque Elizabethtown Nature Park. Scheduled for September 30, 2025, this trail race welcomes participants of all skill levels, from seasoned runners to newcomers. The event features recognition for the top three overall m..

October 2025

The Run The Ridge Trail Race is a unique running event taking place in Beaver Dam, Kentucky, featuring 5K, 10K, and 25K trail runs. This race is notable for its scenic course that traverses historic dirt roads and overlooks, reminiscent of the paths taken by bluegrass music legend Bill Monroe. Parti..

The Mammoth Cave 50K/25K is a trail running event held in Mammoth Cave National Park, Kentucky. Scheduled for October 25, 2025, this race features two distances: a 50K and a 25K, both set on a scenic, crushed gravel trail that offers a mix of challenging ascents and descents. The event is designed f..

December 2025

The Jackson County 50-50 Ultramarathon is an exciting endurance event taking place in Brownstown, Indiana, featuring challenging courses of 10 miles, 50K, and 100K. Set against the stunning backdrop of Jackson-Washington State Forest, participants can expect steep terrain and breathtaking vistas. Th..

The Crooked Creek Ultra Trail Race is an exciting trail running event held at Camp Crooked Creek in Shepherdsville, Kentucky. Set against the backdrop of Bourbon Country, the race features a challenging 12.7-mile loop with over 2,300 feet of elevation gain per lap, offering participants a scenic exp..