Trail Running calendar near Carrollton 2025-2026

Run through hardwood forest and around John Barr Lake at the Crooked Creek Ultra Trail Race in Shepherdsville Kentucky. Distances range from a 5K to a 100 mile ultra with looped courses, support access and heated facilities.

Take on Jackson County Ultras in Brownstown Indiana with 10 mile, 50k, 100k and team 100k relay on scenic forest laps past lakes and ridgetop views. Camp facilities, aid stations, and a 100k finisher belt buckle await.

Run a scenic 5K through Camp Crooked Creek’s rolling hills and hardwood forest by John Barr Lake at the Crooked Creek 5K Trail Challenge on Dec 6 and 7, 2025 in Shepherdsville, KY. Enjoy natural trails, a custom finisher medal, and friendly..

Run the Topo Trail Marathon at East Fork State Park on December 7, 2025 with quarter, half and full options on a 6.55 mile singletrack loop. Enjoy aid stations, a race tee and a finisher medal on a scenic course.

Run the Waverly Winter Warrior at Waverly Park in Louisville on December 14, choosing a 6.5 mile trail loop or a half marathon. Part of the Winter Warrior Series, the event rewards every finisher and offers bundle discounts for multiple rac..

Tackle scenic singletrack along Otter Creek in Brandenburg, KY on Dec 20, 2025, with marathon, 16 mile and 8 mile options. Rolling hills, creekside trails, hot food and carved wooden medals make this a cozy winter trail challenge.

Run single track forest trails in Fairdale near Louisville on Feb 7, 2026 with 50K, 15 mile, and 6 mile options. Finish with soup and a wooden medal, and enjoy a packet pickup pasta dinner the night before.

Run the Scout Run in Lebanon OH on March 21, 2026: an in person 5K on scenic mixed surface trails or a virtual 5K from anywhere. Support Boy Scout Troop 186 and register early for a commemorative shirt and finisher medal.

Run or walk the Valley Vineyards Wine Run 5k through scenic vineyard trails and a bike path on March 28, 2026 at Valley Vineyards Winery & Brewery. Finishers get race swag, a wine stopper medal and a post run wine pour.

Knobstone 50 on April 11, 2026 is a point to point 50 mile trail race through rugged southern Indiana with roughly 10,000 feet of climbing along the Knobstone Trail. Registration closes April 3 and pacers are allowed for the 50 mile field.

Enjoy singletrack trail runs and mountain bike endurance races at Saunders Springs Nature Preserve with solo, duo and team classes plus kids races. Proceeds benefit local trail stewardship and KyMBA programs, so you can race and give back.

Join the Backside Trail Marathon in Louisville's Cherokee and Seneca Parks on April 26, 2026, with marathon or half on scenic single track. Medals for all finishers and a Double Down award for back to back weekend runners.

Hit the trails at General Butler State Resort Park for The Wildcat, with 5K, 10K, half marathon, 20K relay and a 6 Hours of Power. Enjoy lake and river overlook views, custom swag and fully supported aid stations.

Run rugged trails in Brown County at Dances with Dirt Gnaw Bone, with steep ridges, creek crossings, and scenic woods near artisan Nashville, Indiana. Options from 5K to 50M plus a relay and post race barbecue and brew.

Take on the Mad Maple 50K at Hueston Woods for a scenic, challenging multi loop race through College Corner, Ohio. Ten 5K loops with strict 50 minute lap windows, aid stations, a custom finisher medal and post race pizza.

Explore Hueston Woods on May 16 and 17 for a weekend of trail running hosted by the Wolf Pack, with distances from 5K to a challenging half marathon plus 6 hour and relay options. Enjoy scenic single track, medals, timed results, and friend..

Join Gavin's Gallop, a scenic 5K at Freeman Lake Park in Elizabethtown that follows a lakeside out and back trail with a water stop at the turnaround. All finishers earn a medal and proceeds support Gavin’s Gifts for families affected by Ba..

Join the Run Baby Run 5K in Lexington for a flat, family friendly course through Coldstream Park that supports NICU families. Enjoy a kids dash, commemorative tee and virtual option while helping provide essentials for babies in need.

Experience the Raven 10K through scenic trails at Raven Run Nature Sanctuary in Lexington on Sunday, September 27, 2026. Limited to 170 runners, this 12th annual trail race features performance shirts and custom age group medals.

Run the NIRCA Cross Country Open 6K at Blue River Country Course in Shelbyville on November 7. This rain or shine tune up for NIRCA Nationals welcomes collegiate and open runners for crisp fall racing and event merch.