Trail Running calendar near Middle Brook 2025-2026

Get spooky and sweat at the Monster Dash 5k Run/Walk at Otahki Lake KOA in Patterson, Missouri. Enjoy a Halloween themed trail run or walk for all ages, great swag, and support Care Camps Foundation for kids with cancer.

Tackle Castlewood State Park trails at the SKIPPO Trail Race, a two day event with distances from 10k to 30k and combo challenges. Saturday team competition, finisher medal and long sleeve swag make it a weekend worth racing.

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.

Run the Bark at the Moon Trail Run in Poplar Bluff: a lively 6K on moonlit trails on November 7, 2025. Enjoy community energy, light trail challenges, and a memorable evening under the stars.

Run the Meandering Turkey in Cape Girardeau, Missouri on November 23, 2025, a festive 5.5 mile course at Klaus Park. Field is limited to 100 runners, with a performance tech shirt, socks, post race food and awards.

Join Turkey Trails St. Louis on Thanksgiving morning for a fun family run at Queeny Park with chip timed 5k and 10k races, plus a 1 mile and kids dash. Enjoy free photos, finish line treats, race shirts and medals, or run virtually from hom..

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..

Hit the trails at Broemmelsiek Park on Dec 6 for Wild in the Woods, a 5 or 10 mile looped trail race and second stop of the Big River Trail Series. Enjoy a custom giveaway, fire pit, snacks, live music and a post race beer for 21+.

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.

Run winter trails at ShITR Shivery Icy Trail Run in Creve Coeur Park on Jan 4 with distances from 1 mile to half marathon and virtual options. Warm hat, hot drinks and music at the finish; proceeds benefit Crohn's and Colitis Foundation.

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.

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..

Run a scenic 15 km through Castlewood State Park on Jan 31, 2026 for the 18th Castlewood Cup and Big River Trail Series points. Enjoy single track thrills, a postrace BBQ, sweatshirt, medal and live music when weather allows.

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.

Iron Heart brings trail running to Maramec Spring Park in mid February with distances for everyone from a casual 5K to an epic 100 mile test. Enjoy scenic trails, on site timing, finish awards and a festive pre race pasta.

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.

Test your limits at the Howard Aslinger Endurance Run in Cape Girardeau, MO, offering 24, 12 and 1 hour timed events on a flat paved loop. Enjoy a stocked aid station, post race meal and entertainment while supporting scholarships for peopl..

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.