Trail Running calendar near Greenville 2026-2027

Explore scenic Carpenter Park on a well-marked trail run with 5K and 10K options. The race offers views of the Sangamon River, woodland paths, and wildlife sightings. It's the first event in a three-race trail series, with all finishers rec..

A multi-distance trail event in Wildwood, Missouri, offering ultra, marathon, 25K, ruck, a night 50K, and a free kids mile across April 10–12, 2026, with sustainability measures and a partnership with the Trail Mix Fund.

Join the Green Park Viking Dash in Saint Louis for a 5k or 1 mile run starting at Green Park Lutheran School. Finishers receive medals and top performers across various age groups earn individual awards.

This spring event in Queeny Park offers four distances on rolling gravel trails, including a ruck division. Participants receive a finisher's medal, t-shirt, and professional timing. Top finishers in each age group receive awards.

A three day trail stage race near St. Louis with roughly 21 mile, 26 mile and 25K stages across Greensfelder and Rockwoods trails. Each day features technical singletrack, notable elevation gain and limited aid station coverage.

Test your endurance at Pere Marquette State Park with technical trail races through rugged Illinois bluffs. Choose from 12.5k, 25k, or 50k distances in solo or buddy divisions.

Test your limits at Horseshoe Lake State Park with an escalating weight endurance event. Complete multiple loops of a five mile course where the load increases every time until only one person is left.

A backyard ultra at Willenborg Woods near Charleston, Illinois featuring a 4.167 mile loop run each hour with a Bronze Ticket for the last finisher. Day loops use single track and groomed grass while night loops use grass trails and country..

Experience the historic landscapes of Springfield at the Lincoln Memorial Garden Trail Race 8K. Run through scenic lakeside trails and prairie grounds followed by a medallion finish and post race refreshments.

A team-based trail relay in Saint Louis covering 82 miles, offered in six-person and three-person formats with staffed transition zones, on-course support, and post-race refreshments.

Baby Shippey is a trail event at Beaumont Reservation in High Ridge Missouri featuring a rugged half marathon and a steep 10K with substantial climbing. Courses include rocky traverses, narrow switchbacks, and aid stations around mile three..

Mark America's 250th birthday at the Freedom Run in Springfield's Centennial Park. Choose from a 5K, 10K, or a 1-mile fun run/walk on a course that starts atop a hill. Every finisher gets a commemorative shirt and medal.

This off-road trail run in Queeny Park offers a roughly four-mile course. The event is known for its post-race party with free bagels and beer, plus a unique long-sleeve tech shirt.

A 5K trail race in Charleston, IL on July 25, 2026, featuring forest trails, about 1,100 feet of climb, a one third mile crossing of the Embarras River, a field limited to 125, and a post-race pancake and ice cream gathering.

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.

Test your endurance at the Watershed Nature Center with a timed run on a scenic one mile loop. Complete as many laps as possible before the midnight finish in this small field event featuring both running and rucking divisions.

Hit the shady trails of Queeny Park for this Labor Day weekend event featuring a 5k, 10k, half marathon, and a 10k ruck. All finishers receive a custom medal and backpack, with age group awards for top performers. It's a shared, fully marke..

Experience the natural beauty of the Weldon Spring Conservation Area with these trail races along the Missouri River bluffs. Choose from three distances featuring the scenic Lewis and Clark loops.

Participate in an open 5K cross country race through the scenic grounds of Forest Park in St. Louis. Stay to watch top high school athletes from across the Midwest compete in this premier regional running festival.

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.