Trail Running calendar near Greenville 2025-2026

Start the year on the trails with the Doomsday 5K at Cliff Cave County Park. This rolling dirt course rewards every finisher with a custom medal and practices reduced waste so bring your own mug for post race coffee. Open to all genders.

ShITR Shivery Icy Trail Run brings frosty trails to Creve Coeur Park with 1 mile to half marathon races in person or virtual. Finishers receive a winter hat, hot drinks and live music while benefiting Crohn's and Colitis Foundation.

Test your limits on a scenic 20.35 mile loop near St Louis offering distances from 20 mile to 100 mile, plus a 100 mile team relay. Rugged single track, big climbs, indoor weekend lodging, cupless aid, and finisher swag make for a memorable..

Run winter trails at the FROZEN STICK Trail Run in Glencoe, Missouri, offering 5 mile and 13.1 mile courses through Bluffview, Rock Hollow and Zombie Trails. Finish at LaSalle Middle School for indoor post race festivities and finisher swag..

Tackle 15 km of single track trails, climbs, and switchbacks at Castlewood State Park on January 31, 2026 as part of the Big River Trail Series. Celebrate with post race BBQ, a sweatshirt and finisher medal, beer and live music.

Run under the stars at the 963 Beulah Challenge, a capped night trail loop at Greensfelder County Park benefiting local trail groups. Choose from timed 3, 6 or 9 hour options on a rugged 4.2 mile single track loop with a central aid station..

Take on the Frozen Cock's Crow 5K, a wintry route through rugged, steep trails at Willenborg Woods near Charleston, Illinois. Expect technical climbs, friendly trail support and a warm post race celebration to reward your effort.

Hit the scenic trails at West Tyson County Park with race options from 8 miles to 50K, plus a 25K ruck that requires a 20 pound pack. Friendly aid stations and finisher medals make this a rewarding spring trail challenge.

Take on trail challenges at the Ozark Foothills Endurance Runs in Wildwood MO, April 10 to 12, 2026, with distances from a kids mile to 100 miles and a Night 50K. Cup free event so bring your own plate and spork; pacers available.

Run the Green Park Viking Dash in Saint Louis: choose a 5K or 1 Mile along neighborhood streets and Grant's Trail. Family friendly, medals for all finishers, and proceeds support Green Park Lutheran School.

Take on a spring trail challenge at Queeny Park in Ballwin on May 2 2026 with 5K, 10K, 10K ruck and half marathon options on shaded gravel trails. Professional chip timing, medals, shirts and finish line photos make it a rewarding day for r..

Run a scenic 8K through Lincoln Memorial Garden on May 30, 2026, with trails along Lake Springfield and the Ostermeier Prairie Center. Family friendly Kids Fun Runs, finisher shirts, and wooden medallions make this a great spring outing.

Baby Shippey on June 7 at Beaumont Reservation in High Ridge, Missouri is a no frills, cupless trail challenge with half marathon and 10K options over rugged, rocky terrain and big climbs. Expect technical trails, limited aid, and post race..

Take on a rugged 5K at Willenborg Woods in Charleston with winding trails, a one third mile river crossing and about 1,100 feet of climbing up Billy Goat Hill. Field is limited to 125 and finishers get pancakes and ice cream.

Tackle the Labor Day Slay at Queeny Park on August 29, 2026 with 5K, 10K, 10K Ruck or half marathon options on a marked trail loop that all start together. Expect chip timing, aid stations and a finisher medal.

Run fast rolling trails at Sand Creek in Decatur on Sept 12 and choose 4.4 or 7.6 miles for a lively trail challenge. Get a tech shirt and finisher medal while supporting the Special Operations Warrior Foundation.

Join the Miles for Marshall 5K trail run and walk on Saturday, September 26, 2026 at Patriot's Park in Greenville to support childhood cancer research and families. Run or walk scenic trails with community spirit and purpose.

Shake Your Trail Feather Trail Run (Oct 16 to 17, 2026) invites runners to explore single track trails, creeks and hills in Willenborg Woods, with distances 5K to 100K. Finishers can join a community celebration and enjoy on course support.

Hit the roots and ridgelines at Babler Bongo, the first foot race at Babler State Park, featuring a lively 15K trail run and 15K ruck. Challenge yourself with a 20 lb ruck division, earn a custom patch, and support DOGS for our BRAVE.