Trail Running calendar near Greenville 2026-2027

A 15 km trail race at Castlewood State Park in Ballwin, Missouri on February 21, 2026. The course follows well maintained single track with hills, switchbacks and some flat sections and the 15 km entry is listed at $69.

The 9th annual Bootlegger 10K trail run explores the historic paths of Upper Creve Coeur Park. Participants receive a custom finisher beer mug and can enjoy post-race refreshments. The single-track course offers scenic lake views and a tast..

A winter trail race series in Glencoe, Missouri from December 27, 2025 to February 28, 2026 featuring varied road and single track courses and a half marathon finale. Series registration includes swag and scoring toward finale awards.

The Frozen Stick Trail Run is a winter event in Glencoe, Missouri, featuring a 5-mile and a half marathon trail race. It's the finale of the Stick Season series, starting and finishing at LaSalle Middle School. All runners get a neck buff,..

Trail races at West Tyson County Park near St Louis with 50K, 25K, 25K ruck, and 8M options, multiple aid stations, a cup free policy, and a new 25K ruck requiring a 20 pound minimum pack.

Trail races at Carpenter Park on April 4 2026 offering 5K and 10K routes with river and woodland views. It is the first event in the All American Trail Trek Series and includes a race T-shirt and finisher medal.

A multi-distance trail event in Wildwood MO offering ultramarathon, marathon, 50K and shorter options plus a ruck category and a kids fun run. Registration runs June 6 2025 through March 29 2026 with staged price increases.

The Green Park Viking Dash offers a 5K and a 1 Mile race starting at Green Park Lutheran School. The 5K route winds through the neighborhood and along Grant's Trail. All proceeds from the event support the school's Viking Village.

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.

Three days of trail stages at Greensfelder County Park near Wildwood Missouri, with roughly 21 miles, 26 miles and 25K of technical singletrack, creek crossings and significant elevation gain. The event is cup free and includes stage medals..

A community trail event on May 30, 2026 in Springfield, IL featuring an 8 km course through the Lincoln Memorial Garden and a Kids Fun Run with short pond-side laps for three age groups.

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 summer trail run at Beaumont Reservation near High Ridge Missouri offering a rugged 13.05 mile half and a 6.1 mile 10K. The courses feature rocky traverses, steep climbs, loose gravel switchbacks and fast jeep roads.

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.

Get ready for a wild summer 5K where the course sends you splashing down the middle of the Embarras River. With only 125 spots, this intimate trail race finishes with a steep hill climb and a fun post-race pancake and ice cream party.

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..

Trail races on the Lewis and Clark trails at Weldon Spring Conservation Area offer a Half Marathon, 8 Mile and 5 Mile course with marked routes, aid stations, a four hour cutoff and parking at the Weldon Spring Interpretive Site.

Trail runners in Decatur can choose between 4.4 and 7.6 mile courses on the fast rolling terrain of the Sand Creek Conservation District. Registration includes a tech shirt and finisher medal, with race proceeds supporting the Special Opera..

This trail run/walk in Greenville's Patriot's Park is a 5K event supporting childhood cancer research. It takes place on scenic trails and is inspired by a personal story of courage.

Trail races at Willenborg Woods near Charleston, Illinois on October 16 and 17, 2026. Multiple distances from 5K to 100K on marked single-track trails with riverside sections, creeks, hills, volunteer support and a post race celebration.