Trail Running calendar near Newburgh 2026-2027

A charity 5K and virtual 5K at River Front Park in Brandenburg supporting an 11 year old boy with a serious brain injury; proceeds will help cover medical and out of pocket treatment expenses.

An obstacle and trail running event at Diamond Lake Resort in Owensboro, Kentucky, featuring 5K and 10K options, 28 obstacles, and youth races for ages 4 to 13. Proceeds benefit MentorKids Kentucky.

Participate in a 5K or 10K trail and ruck run in Velpen to honor veterans and emergency personnel. Enjoy a professionally timed race at Cool Springs that supports local community safety and veteran awareness.

Trail races at Camp Ondessonk in Ozark, IL featuring 100 mile, 100K, 50K, Night 50K and a half marathon on figure eight loops through sandstone canyons.

Trail ultras at O'Bannon Woods State Park in Corydon, Indiana offering 50 mile, 50 mile relay, 50K and 25K over technical singletrack, ridgelines and creek crossings.

Honest Abe Trail Run at Lincoln State Park offers marathon, 14K and 5K courses on trails and roads with aid stations, drop bag support for marathoners, tiered entry fees, and no participant cap.

Experience a scenic trail run through the hills of Kentucky at the historic Bill Monroe Homeplace. This event features 5K, 10K, and 25K distances accompanied by live bluegrass music and on site camping.

A community 5K run and walk at the Warrick Humane Society with timed and untimed options, awards, pet bandanas and donation rewards.

On October 24, 2026, the New Hope Wesleyan Ultra Trail Run offers four trail distances at O'Bannon Woods State Park, featuring single-track forest trails, rocky sections, notable elevation changes, aid stations, timing, and awards for top f..

A Thanksgiving-themed chip-timed 5k at Turtle Run Winery in Corydon, IN, on November 7, 2026, featuring wine pours and event items including a t-shirt, collapsible wine glass, and a finisher medal that doubles as a wine stopper.

Land Between the Lakes Trail Runs on March 13, 2027 in Grand Rivers, Kentucky offers four trail distances on an 11.3 mile Canal Loop with views of Kentucky Lake and Lake Barkley. The course is mostly single-track packed dirt with rolling an..