Trail Running calendar near Greenville 2026-2027

A 5K obstacle run at Brookdale Farms in Eureka, MO on June 6, 2026 with Adult and KIDZ Family waves, sale pricing noted, required signed waiver and photo ID for adults, and a spectator fee for festival area access.

An 82-mile, 18-leg team relay along the Katy Trail from St. Louis County to Hermann, with six- and three-person team options, mixed division choices, and included post-race dinner and beverage.

Baby Shippey on June 7, 2026 in High Ridge, MO runs rugged trail courses: a roughly 13-mile half with about 2,390 feet of climb and a 6-mile 10k with about 1,100 feet of climb.

Five trail races at Castlewood State Park run July 2 to August 27, 2026, with distances from 8K down to 4K. Series entries include a shirt and medal, points determine series awards, and postrace food and drinks are provided.

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 races on a measured 2.425 mile loop through shaded woodlands at Route 66 State Park. The event is cupless with the Forest Shelter as the main aid station and requires personal hydration and lights for night running.

A summertime 5K trail race in Charleston, Illinois on July 25, 2026 featuring about 1,100 feet of climb, a one third mile river crossing, a steep finish on Billy Goat Hill, and a field limited to 125 runners.

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 near Wildwood, MO, featuring three 10K races with increasing hill climbs. Options include the full series, pick-two, or individual races, with race-specific finisher stickers, post-race snacks, and li..

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 a marked 3.1-mile (5K) loop with a stocked aid station and varied terrain by the Mississippi River. Distances range from 5K to 50K and athletes may stop after any completed loop.

A continuous loop trail race at Cliff Cave Park on a 3.1 mile (5K) loop with fully stocked aid each lap. Distances are 40 miles and 50 miles with a 12 hour time limit.

The Labor Day Slay at Queeny Park on August 29, 2026 features 5K, 10K, 10K Ruck and a half marathon on marked trails with chip timing, lap aid stations, finishers medals and age-group awards.

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.

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, mostly flat 2 mile obstacle course at Richland Community College on September 19, 2026, raising funds for the Student Veterans' Resource Center with 20 to 25 obstacles and finisher rewards.

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.