Trail Running calendar near Rockcreek Lexington Road 2026-2027

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.

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..

Bourbon Country offers 25k, 50k and trail 5k on March 28 in Shepherdsville Kentucky, set on 1,000 acres of rolling, hilly terrain. Pick a challenging loop or a shorter trail test and finish with a race shirt and medal.

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 Wildcat at General Butler State Resort Park, a scenic trail race day with options from a 5K to the 6 Hours of Power. Enjoy river overlook views, aid station support and friendly vibes with leashed dogs welcome.

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.

Hit the trails at Brown County State Park for the DINO Trail Run, with 5K and 15K routes over scenic, hilly mountain bike trails. Expect tough climbs, a fast downhill finish, and a free kids race for the whole family.

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..

Tackle scenic, hilly trails at Muscatatuck County Park with 15K and 5K options along a river valley. Come for the race and stay for festival camping, mountain bike events and guided kayak trips for a weekend of outdoor fun.

Honor veterans, first responders and those lost on 9/11 at the 6th Annual Honor and Remember Run on Aug 8, 2026 at Cool Springs. Pick a 5K, a 10K trail or ruck with honor workouts, or race virtually while supporting police departments.

Run the rolling grounds of Talon Winery at the eighth annual Cabernet Canter, with scenic 5K and 10K cross country courses. Enjoy finisher awards, a wine ticket and live music while celebrating among the vines.

Run scenic loops at Lincoln State Park with marathon, 14K or 5K options through woods and gravel. Aid stations, marathon drop bags and eco friendly finisher mementos make this a welcoming trail event.

Run Baby Run 5K returns to Lexington's Coldstream Park and Legacy Trail with a flat, fast course and a Kid's Dash for young runners. All proceeds support the Snow Bunny Baby Project to buy diapers and wipes for NICU families.

Join the Raven 10K on Sunday, September 27, 2026 for a scenic trail run through Raven Run Nature Sanctuary near Lexington, KY. Choose in person or virtual entry and tackle a challenging 10K in a beautiful park setting with limited field.

The The Running Pumpkin will take place in Lexington on Saturday 17 October 2026. You can run 5 kilometers.