Trail Running calendar near Shepherdsville 2026-2027

Trail races in Shepherdsville on March 28, 2026 offer 25k, 50k and 5k options across Crooked Creek sections with multiple water and aid stations. Participants receive a race shirt and finisher's medal, with a nine hour cutoff.

A rugged point to point 50 mile trail race on Indiana’s Knobstone Trail with roughly 10,000 feet of elevation gain. The event is cupless, uses live GPS tracking, and enforces aid station check ins and elapsed time cutoffs.

Two days of trail racing at Saunders Springs Nature Preserve with mountain bike endurance events on Saturday and 5K, 10K, and 25K trail runs plus a kids race on Sunday; proceeds support local trail organizations.

An overnight team relay at Otter Creek Park (Brandenburg, KY) where teams of two or four rotate through three loops of 3, 5, and 9 miles, with on-site camping, an aid station at the hub, evening music, and night running.

The Backside Trail Marathon - Louisville, KY will take place in Brownsboro Village on Sunday 26 April 2026. You can run between 21 and 42 kilometers.

Event Details The Wildcat @ General Butler is a trail running event taking place at General Butler State Resort Park in Carrollton, Kentucky. It offers several distance options on a single day. Distances The available trail races are: Half..

Trail runs at Waverly Park in Louisville from June 14 to June 28, 2026, include a 6 mile and a half marathon with in person and virtual options. Finish three series races to earn a cryptid medal and survivor shirt.

Trail runs of three and five miles through Turkey Run Park in Louisville to benefit Second Chances Wildlife Center, with a medal, a hoodie tech tee, water stop, snacks, and door prize drawings.

Hit the trails at Indiana's Muscatatuck County Park. The DINO Trail Run features 5k and 15k races, plus a free kids' event. The weekend also includes mountain biking and kayaking, with camping available on-site.

A 31-mile point-to-point endurance run from Downtown Elizabethtown to the Brandenburg waterfront on July 12, 2026, limited to 50 entrants. Entrants must have verified qualifications, a crew vehicle, and wear a reflective safety vest.

The Distillery Dash kicks off a three-race cross-country series at Masterson Station Park. Runners can choose a 5k or 10k, with every finisher getting a t-shirt and award. Stick around after for an afterparty with food, music, and bourbon t..

A community event in Velpen, IN on August 8, 2026 featuring a 5K, a 10K trail and ruck run, plus a virtual option. Proceeds support local police and the event honors veterans, emergency personnel and those lost on 9/11 and after.

Cross-country 5K and 10K races take place at Talon Winery in Lexington, with finisher awards and a drink ticket for one glass of Talon wine. An after-party in the tasting room and Monarch Pavilion includes wine sales and live music until 10..

A trail stage race in Borden, IN on September 13, 2026 offering 5 mile, 13.1, 18 mile and a 50K option on rugged single track with aid stations and awards; proceeds support the SAM'S Foundation.

Explore Lincoln State Park on trails and gravel roads. Choose from a marathon, 14K, or 5K distance, all starting together. The event features a scenic loop course with aid stations and a focus on environmental responsibility.

Run, walk, or volunteer at the Run Baby Run 5K to support NICU babies. This flat course on Lexington's scenic Legacy Trail includes a kids' dash and virtual options. All proceeds purchase supplies for families in neonatal intensive care uni..

A trail 10K at Raven Run Nature Sanctuary in Lexington on September 27, 2026, offering an in person field limited race and a virtual 10K with mailed shirts and no results submission.

Enjoy scenic 5K and 10K trail runs or walk and hike options at Deam Lake in Borden Indiana on October 3, 2026. Expect rolling climbs, creek crossings, multi use trails and reusable cupless aid stations for a sustainable race.

Explore the trails of Jefferson Memorial Forest in this trail run, part of the Kentucky Cryptid Series. Choose between an eight-mile or five-mile course through the scenic park. This cupless event encourages carpooling due to limited parkin..

A trail run on October 10, 2026 in Gravel Switch, Kentucky. The 4K course winds through hills, meadows and woodland and includes a pancake breakfast plus handmade awards presented at the community shelter.