Trail Running calendar near Greenville 2026-2027

A 15 km trail race at Castlewood State Park on January 31, 2026, running on maintained single-track with hills, switchbacks, and some flat sections. Post-race offerings include BBQ, snacks, beer for 21+, and possible live music.

A night trail event at Greensfelder County Park with timed 9, 6, and 3 hour options on a 4.2 mile single track loop. Limited to 75 runners, no crew or pacers, and a portion of proceeds supports local trail maintenance.

Join the Frozen Cock's Crow 5K at Willenborg Woods, a spirited trail run on technical singletrack with steep climbs and a stream crossing. Enjoy a family friendly, grassroots vibe and a fun post race celebration.

A winter trail 10K in Upper Creve Coeur Park on February 22, 2026 featuring single track trails, a parade loop on Streetcar Drive, a custom finisher beer mug, and post race beer from Urban Chestnut.

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.

Join the Green Park Viking Dash on April 18 in Saint Louis for a fun 5K and 1 mile run or walk starting at Green Park Lutheran School. Enjoy neighborhood and Grant's Trail scenery while supporting the school's Viking Village.

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..

Tackle rugged bluffs, forested ravines, and long climbs at The PIASA trail race in Pere Marquette State Park. Choose 12.5K, 25K, or 50K and run solo or side by side in the buddy division on demanding singletrack near St Louis.

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..

Run the scenic 8K through Lincoln Memorial Garden on May 30 in Springfield, with wood chipped trails, bridges, and a Kids Fun Run around Cawley Meadow. Finishers get a shirt and wooden medallion, and the field is limited so register early.

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.

Celebrate Independence Day at Freedom Run 2026 in Centennial Park, Springfield, with a 10K, 5K, and 1 Mile fun run. Chip timed courses start atop Centennial Hill, wind through scenic trails, and finish with breakfast, a shirt, and a medal.

Join the Madder Than A Wet Hen 5K in Charleston IL for a rugged forest trail run featuring a knee deep river crossing and a fierce climb up Billy Goat Hill. Reward yourself after the finish with 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.

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.

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.

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.