Trail Running calendar near Louisville 2026-2027

We have found 33 Trailruns within 80 miles of Louisville. See below where and when you can find the races.

Join a free winter trail run in Yellowwood State Forest. Cover a scenic 6.5 to 7 mile loop at your own pace and enjoy a fire, hot food, and socializing at the shelter house afterward. Registration is required to attend this relaxed communit..

March 2026

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.

April 2026

Trail races at Paynetown State Recreation Area feature single lap 15K and 5K courses through Pate Hollow and Hoosier National Forest with hilly, mixed surfaces and standard DNR gate fees may apply.

A trail race series in Columbus, IN from April 4 to October 10, 2026, offering 5K and 10K events on two race dates. Participants do not receive shirts at registration; finisher beanie hats are given at the finish.

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.

May 2026

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 running event in Brown County, Indiana on May 16, 2026, offering distances from 5K to 50M and a team relay; courses feature 600 ft ridges, marked aid, a post-race barbecue and medals with overall and age-group awards.

Trail run at Brown County State Park on May 30, 2026 offering 5K and 15K courses with long climbs, singletrack sections, and GPX maps available.

June 2026

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.

July 2026

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..

August 2026

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..

September 2026

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.