Trail Running calendar near Greenville 2026-2027

A five-race trail series at Castlewood State Park in Ballwin, MO, with distances from 4K to 8K across summer dates. Series scoring uses each runner's best four races; series entrants receive a shirt and commemorative medal.

A July 4 road race in Springfield with 5K, mile and 10K options, professional timing for the 5K and 10K, participant shirt, medal and age group awards. Volunteer roles are available.

A trail race at Queeny Park on July 11, 2026 with an approximately 4 mile off road course, free bagels and beer, and a long sleeve tech race shirt. The event is supported by Fit4adventure Touring Company.

Timed 3 hour and 6 hour loop races on a measured 2.425 mile course through shaded trails at Route 66 State Park. Cupless event with main aid at Forest Shelter and required hydration and lights.

A summertime 5K at Willenborg Woods near Charleston, IL featuring winding forest trails, a one third mile crossing of the Embarras River and a steep finish at Billy Goat Hill. The field is limited to 125 runners with a post race pancake and..

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.

A cross-country 5K on the Lake Land College campus in Mattoon, Illinois, featuring rolling hills, grassy fields and wooded paths. The event highlights the college's second-year cross country program and includes packet pickup at the Field H..

A three-week night trail running series in Wildwood, MO with three 10K races on August 7, 14 and 21, 2026, featuring increasing hill climbs and series finisher benefits including a shirt, sticker and post race snack and beverage.

Timed 6 hour and 3 hour endurance runs on a 1.01 mile loop at Watershed Nature Center in Edwardsville, IL, with a mixed crushed limestone and pavement surface. Field limited to 120; proceeds support the nature center.

Loop based trail event at Cliff Cave Park on the River Bluff Trail with a clearly marked 3.1 mile loop and a stocked aid station. Distances range from 5K to 50K and runners may stop after any completed loop.

Continuous loop trail race at Cliff Cave Park using a 3.1 mile loop with fully stocked aid each lap. Options for 40 Mile and 50 Mile distances with a 12 hour cutoff and centralized race support.

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.

Operation Obstacle is a timed 2 mile obstacle course on September 19, 2026 at Richland Community College that raises awareness and funds to address veteran suicide.

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 on September 26, 2026 offer options of 53K, a half marathon, and a ruck division on mostly single track with technical terrain, multiple aid stations, and a cup free sustainability policy.

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.