Trail Running Calendar Missouri 2025-2026

Krug Castle Challenge is a castle-themed running event held at Krug Park in Saint Joseph, Missouri. The weekend offers four options: the Measly Mile, Krug Castle Kinda 5k (three loops = about 4.08 miles), Krug Castle 10K, and the full Krug..

The SKIPPO Trail Race takes place at Castlewood State Park’s Special Events Area in Ballwin, Missouri. It offers multiple trail distances: 10k, Half-Marathon, 30k, plus the 10k-Half Marathon Challenge and the 40k Challenge (10k and 30k). Th..

Whiskey Run St. Louis / St. Charles unfolds along the Katy Trail in Saint Charles, MO, with a race start/finish at the Katy Trail Parking Lot (1050 S Riverside Dr).The event offers 5K, 10K, and Half Marathon distances; the Half Marathon is..

Wilderness Run in Hodge Park takes place at Robert H. Hodge Park in Kansas City, Missouri. The event, scheduled for November 8, 2025, offers 2-mile and 5-mile options for runners and walkers, following a well-marked course through Shoal Cre..

Test your limits at the 4 Fore 30 Infinity Backyard Ultra in Macks Creek, Missouri on November 15, 2025, running a 4.17 mile loop each hour until only one runner remains. All race profits benefit Kids' Harbor Child Advocacy Center.

Turkey Trails - Kansas City is a Thanksgiving-themed running event in Kansas City, Missouri, organized by Bodies Race Company. It offers multiple distances: 1 Mile, 5K, 10K, Kids Dash, plus a Virtual Race and a Volunteer option. The atmosph..

Meandering Turkey is a 5.5-mile trail run held at Klaus Park, between Cape Girardeau and Jackson, in Cape Girardeau, Missouri. The course is described as flat, smooth, paved road, but the route is effectively about 5.5 miles of hilly, rooty..

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..

Trail Trot on Turkey Ridge takes place in Wildwood, Missouri. The race offers two timed endurance options on Turkey Ridge: 2 hours and 4 hours, each run on a 1.8-mile loop with 347 feet of elevation gain per lap. Courses run counterclockwis..

Last Chance Ultra : December 6-7, 2025 The Last Chance Ultra is a trail running event held in Springfield, MO on December 6 and 7, 2025. The event is the fourth annual edition and is organized by Heartland Racing Co. The venue is listed as..

Wildwood Trail Marathon : December 6, 2025 The event is at LaSalle Springs Middle School, 3300 Highway 109, Wildwood, MO 63038 on December 6, 2025. It offers two race distances: Marathon (about 26.2-ish miles) 1/2 Marathon (about 13.1-ish..

Hit the trails at Broemmelsiek Park on Saturday, December 6, 2025 for Wild in the Woods, a scenic 5 or 10 mile looped trail race. Celebrate at Hilltop Shelter with a fire pit, live music, snacks, a free beer for 21+ and a custom giveaway.

Candy Cane Course- Lee's Summit, run by Bodies Race Company, takes place at Longview Beach in Kansas City, Missouri. The holiday-themed event offers 1 Mile (untimed), 5K, 12K, a Kids Dash, plus a Virtual Race and Volunteer option. Distances..

Doomsday 5K is a 5K trail race at Cliff Cave County Park near Oakville, Missouri. The course starts on pavement, then follows the dirt Spring Valley Trail Outer Loop for most of the race, finishing on pavement, totaling about 5K with roughl..

The Shippey Endurance Runs The Shippey Endurance Runs take place January 17-18, 2026 at Beaumont Scout Reservation, High Ridge, Missouri. Event distances include: 100 miles 100k 40 miles (night) 20 miles 100-mile 3-5 person relay Registra..

Event status and location The Bleak Midwinter Endurance Run for January 24, 2026 has been cancelled. Organizers cite the end of a sponsorship partnership as the reason and indicated plans to seek a new sponsor for a possible return in 2027...

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..

Castlewood Cup returns for its 18th year on January 31, 2026, at Castlewood State Park in Ballwin, Missouri. The 15-kilometer trail race courses through Castlewood’s renowned single-track, offering a scenic mix of hills, switchbacks, and oc..

Run under the stars on the 963 Beulah Challenge, a capped night trail loop in Greensfelder County Park. Choose 3, 6 or 9 hour timed runs on rugged singletrack and support local trail advocacy while enjoying small field camaraderie.

Spend Valentine season on Forest City singletrack at Maramec Spring Park with a mid February trail run. Options from 5K to 100 mile plus relays and camping invite runners of every level to enjoy scenic river side trails.