Trail Running calendar near Brownstown 2025-2026

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..

Run Otter Creek singletrack in Brandenburg, KY on Dec 20 with marathon, 16 and 8 mile trail runs along a creek with rolling hills and pine needles underfoot. Expect carved wooden medals, a chili cook off and a team marathon.

Celebrate the new year with the First Day Trail Run and Walk at Monroe Lake, an untimed, non competitive trail event. Choose from three scenic distances, enjoy hot soup and a warming fire, and support Monroe Lake programs.

Run under the stars at Eagle Creek Park in Indianapolis on January 10, 2026, tackling nearly all single track loops by headlamp. This sold out night trail features chip timing, small wave starts, and a finisher medal for those who finish.

Hit the trails at IW2R Winter Trail XC, a scenic 5K on the groomed cross country course at Northview Church in Carmel. Snow or sloppy conditions are possible, so bring proper footwear and help support course upkeep.

Run the FroMoMoFo on January 11, 2026 in Morgan Monroe State Forest, choosing a 10 mile fun run or the UTMB Index 20 mile on the scenic Three Lakes loop. Enjoy cozy on course aid stations with fireplaces and daylight only racing.

Join the Bop to the Top Stair Climb in Indianapolis on Jan 17, 2026 to conquer 36 floors and support Riley Children's Foundation. Choose single, triple or team climbs and get a long sleeve shirt.

Shelby Trails in Simpsonville KY on January 17, 2026 showcases scenic trails through pastures, rows of cedars and wooded creek bottoms. Choose a 4 mile loop or tackle two laps for an 8 mile challenge on mixed grass, dirt and single track.

Louisville Lovin' the Hills in Fairdale, KY on February 7, 2026 offers 50K, 15 Miler and 6 Miler options on scenic single track forest trails. Enjoy pasta at packet pickup, a wooden finisher medal and post race soup with fellow trail runner..

Join the Indiana Trail Running Association for a relaxed winter trail run and social in Yellowwood State Forest near Nashville, IN. Choose a roughly 6.5 to 7 miles lakeshore loop or shorter options, then warm up by the fire with soup, sandw..

Join the Holliday Park Trail Run, a two day spring celebration with family activities and a day of scenic trail races for all ages. Tackle rugged woodland trails, cheer kids in fun runs, and support local park programs.

OPSF 50|50 is a trail running weekend in Owen Putnam State Forest near Poland, offering 50M, 50K, 14 mile and 10K on a rolling, technical 14 mile loop. This cupless event requires runners to carry 20 oz of water and awards finisher medals.

Hit the Pate Hollow trails at Paynetown State Recreation Area on April 4, 2026 for a scenic, hilly trail run offering a 15K single lap and a shorter 5K. Challenging terrain and forest views make this a perfect early season test.

Tackle the Knobstone 50, a rugged 50 mile ultramarathon through southern Indiana's forested Knobstone Trail with roughly 10,000 feet of climbing. Enjoy scenic single track, shuttle service, and a recycled performance hat for all starters.

Hit the 99% singletrack at Saunders Springs for a day of trail running and mountain biking on scenic preserve trails. With distances and team formats for all ages, plus kids races, the event benefits local trail groups.

Scenic single track awaits at the Backside Trail Marathon and Half in Louisville's Seneca and Cherokee Parks. The marathon is two loops on gently rolling trails, so wear trail shoes and expect slower times than on roads.

Run the DoNot Stop Half Marathon in Indianapolis on April 26, 2026, featuring a half marathon, 10K, 5K, 1 mile and Kids Dash plus a virtual option. Chip timing, custom finisher medal, designer shirt and finish line donuts make it a fun, fam..

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 Brown County trails at Dances with Dirt Gnaw Bone on May 16, 2026, featuring steep ridges, technical singletrack and big elevation changes. Distances 5K to 50M plus relay, finisher medal, awards and post race barbecue.

Run the Hometown Half Marathon & 5k/10k in Indianapolis on May 16, 2026. With options from a Kid's Dash and 1 Mile to 5k, 10k and a half marathon plus a virtual run, enjoy a designer shirt, medal, chip timing and finish line snacks.