Trail Running calendar near Greenville 2026-2027

Experience a trail run through Forest Park on the General Dacey Trail in Shelbyville. Participate in a 5K or 1 mile race featuring team competitions, post race refreshments, and a gathering at the local aquatic center.

An off road 5K across the Lake Land College campus in Mattoon, IL, featuring rolling hills and wooded paths; packet pickup is at the Field House.

Three 10K night trail races in Wildwood MO with increasing climb per mile across a three week series, organized by Terrain Trail Runners.

Timed 6 hour and 3 hour runs on a 1.01 Mile loop around the Watershed Nature Center in Edwardsville, IL. The event limits entries, requires lights after sunset, and posts live results during the event.

A loop based trail event at Cliff Cave Park on August 22, 2026, featuring a marked 3.1 mile loop along the River Bluff Trail with packed dirt, singletrack, and bluff views. Runners may repeat laps to reach distances from 5K to 50K.

A continuous 3.1-mile loop trail race at Cliff Cave Park with rolling hills, river overlooks, and a fully stocked aid station each lap. Options are 40 or 50 miles with a 12-hour cutoff and designated crew and pacer access.

Trail races at the Lewis and Clark Trailhead near St Charles include a 13.1 miles half plus separate 8 miles and 5 miles loops. Aid stations offer water and Tailwind and each runner receives a reusable cup at packet pickup.

Trail runs and a ruck event at Queeny Park on September 5, 2026. Events include chip timing, lap aid stations, finisher medals, age group awards, event shirts and backpacks.

A 5K trail loop at Rolling Meadows Farm on September 5, 2026, running along the Sangamon River and near the historic Sangamo Town site. Registration runs from June 9 to August 23, with a $35 fee.

An open 5K running event in Forest Park, Saint Louis, on 12 September 2026 with a $15 entry fee; the festival also features high school cross country competition and open registration from 23 April 2026.

Experience fast rolling terrain at the Sand Creek Trail Run in Decatur. Choose between 4.4 and 7.6 mile distances to support the Special Operations Warrior Foundation through the scenic Macon County Conservation District.

A timed 2 mile obstacle course at Richland Community College raising funds and awareness for veteran suicide with about 20 to 25 obstacles and proceeds to the campus veterans' center.

A 5K trail run or walk at Patriot's Park in Greenville on 09/26/2026 focused on community support for children and families affected by childhood cancer, with registration open 03/02/2026 and a $35 fee.

Trail races at Greensfelder County Park featuring a 53K, a 13.1 mile trail half marathon and a ruck division on technical singletrack with aid stations and a 10 hour limit.

A family-friendly color run in Freeburg, IL combining vibrant color stations with a wooded memorial route and a focus on preventing distracted driving.

Run the scenic Katy Trail with 5k 10k or half marathon options followed by a celebration at The Wine Cafe featuring whiskey sampling coffee and local donuts in St. Charles.

A festive October race at Legacy Park in Cottleville offering 1 mile, 5K, 10K and virtual options with glow in the dark medals, costume encouragement, post-race food and awards across multiple age groups.

Endurance races at Arrowhead Lake Campground near Johnston City IL on a certified 2.07 mile gravel loop, with events from 24 hour to 3 hour and on-course aid.

Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.

A repeating loop backyard ultra at the New Town amphitheater in Saint Charles, Missouri, with a 4.17 mile runner loop and a 2.6 mile ruck division that includes weight minimums. Race proceeds support MSMDS research.