Trail Running calendar near Saint Charles 2025-2026

Run Castlewood State Park on Nov 1 and 2 at the SKIPPO Trail Race, offering 10k, half marathon, 30k and combo challenge options within the Big River Trail Series. Expect scenic singletrack, team fun and finisher swag like a medal and long s..

Run single track trails at Beaver Dam State Park on Nov 1 in the MCDD Beaver Dam Dash with 5K, 10K and a 1 mile fun run. Proceeds benefit the Macoupin Center for Developmentally Disabled to support life skills and social programs for adults..

Run the Whiskey Run St. Louis / St. Charles on the scenic Katy Trail with 5K, 10K or half marathon options. Enjoy whiskey sampling, local donuts and an after party at The Wine Cafe for a lively finish line celebration.

Turkey Trails - St. Louis, a Bodies Race Company event, is a family-friendly Thanksgiving-themed race at Queeny Park—Smith Shelter, Ballwin, MO 63011. The lineup includes 5k and 10k routes, a 1-mile Kids Dash, a virtual race option, and a V..

Take on Turkey Ridge in Wildwood, MO at the Trail Trot, a timed 2 or 4 hour looped endurance race with a small capped field and big trail views. Early registrants snag hoodies and competitors earn handcrafted wooden awards while supporting..

Take on the Frozen Chosin Challenge at Johnson Shut Ins State Park December 5 to 7, 2025, a rugged winter weekend honoring Korean War veterans. Choose 40 mile, 17 mile or 4 mile routes with steep trails, river fords and bivouac camping.

Run the Wildwood Trail Marathon on December 6, 2025 in Wildwood, MO with full and half distances across scenic single track, gravel and greenway. Finishers get a custom medal, a tee if you register early, free race photos and a catered post..

Wild in the Woods at Broemmelsiek Park offers 5 mile and 10 mile loops through scenic trails. Stay for a cozy post race party with a fire pit, snacks, live music and a free beer for participants 21 and over plus a custom giveaway.

Join the 36th Pere Marquette Endurance Trail Run on December 13, 2025 in Grafton, Illinois. This 7.8 mile route winds through Pere Marquette State Park with hilly, scenic terrain plus pre race coffee, packet pickup in the lodge, and post ra..

Kick off the new year with Doomsday 5K, a beginner friendly trail run at Cliff Cave County Park in Saint Louis on January 1. Tackle rolling hills, earn a custom finisher medal and enjoy post race coffee at this eco conscious event.

Shippey Endurance Runs is a winter trail ultra at Beaumont Scout Reservation offering 20 miles up to 100 miles, a 100k and a five person 100 mile relay over rugged single track and jeep roads. Indoor aid stations and on site camping.

Event overview The FROZEN STICK Trail Run takes place on January 24, 2026 in Glencoe, Missouri (3300 Mo-109, 63038). The event is a stand-alone race and also serves as the finale to the Stick Season Trail Run Series. Series registration inc..

Run 15 km on scenic single track trails at Castlewood State Park on January 31, 2026, with rolling hills, switchbacks, and great views. Registration includes a sweatshirt and finisher medal, and the event features a post race BBQ, beer and..

Run the 9th annual 963 Beulah Challenge, a 75 runner night trail event at Greensfelder County Park with timed multi hour loops on technical single track. Proceeds support Gateway Off Road Cyclists and a solid headlamp is recommended.

Queeny Backyard Ultra sends runners around a 4.19 mile scenic loop at Queeny Park on repeat until only one remains. The last runner standing wins a Silver Ticket and advances to the World Team Competition at Big's.

Take on scenic West Tyson County Park with options from an 8 mile fun run to a challenging 50K, plus a new 25K ruck class. Loop trails and well stocked aid stations make the Double Chubb a supported, adventurous day on the dirt.

Test your endurance on a scenic 1.5 mile loop at Schon Park with timed 3, 6 or 9 hour options and rolling hills. Run as many laps as you can, chase awards and enjoy aid station support on a friendly community course.

Ozark Foothills Endurance Runs returns to Wildwood Missouri April 10 to 12 2026 with trail options from a free 1 mile Kids Fun Run to a 100 mile ultra. Weekend highlights include a night 50K and a 25K ruck, with cup free low waste race prac..

Take on the rugged single track Berryman Trail in Mark Twain National Forest with marathon and 50 mile options, featuring rolling hills, rocks and roots and scenic creek crossings. Aid stations and camping available.

Tackle rugged, boulder strewn trails and steep climbs at Baby Shippey, a cupless summer trail race at Beaumont Reservation. Limited to 150 runners, pick a half marathon or 10K for a raw, adventurous day on primitive singletrack.