Trail Running Calendar Missouri 2026-2027

Wildwood Trail Marathon in Wildwood, Missouri on December 5, 2026 offers marathon, half marathon and 10K trail courses on mostly singletrack with multiple aid stations, a cup free policy and post race food for registered participants.

Wild in the Woods is a trail race at Broemmelsiek Park on December 5, 2026, with 5 mile and 10 mile loop options. The event includes live music, a complimentary beer for ages 21 and over, snacks and a bonfire.

Celebrate the season at this Christmas themed event in Kansas City. Participants can choose from 15K, 10K, 5K, and youth distances while receiving custom medals and designer shirts.

River Bluff Trail Runs on December 19, 2026 in St. Joseph, Missouri offers 50k, 25k and 10k options on marked trails along the Missouri River bluffs with looped routes, aid stations, and significant elevation gain.

A winter trail series at Rockwoods Reservation near Glencoe, Missouri across three dates from Dec 19, 2026 to Feb 13, 2027. Events range from 4 miles and 8K up to a half marathon with finisher medals, shirts, chip timing and live tracking.

A 5K trail race at Cliff Cave County Park in St Louis featuring short paved sections and a dirt loop on Spring Valley Trail with rolling hills. Online and race day registration options are available and the event follows a cup free sustaina..

A Midwest winter ultramarathon in Missouri on January 16 and 17 2027 offering multiple trail distances from 20 miles to 100 miles, including a night 40 miler. The event is managed by PR Racing and alternates course direction by year.

A timed endurance run on a 4.15 mile loop at Sac River Mountain Bike Trails in Springfield, MO. Four timed event options range from one to twelve hours and proceeds support Headington Hill Classical Academy.

Castlewood Cup is a *15 km* trail race at Indian Camp Creek Park on January 30, 2027, featuring a post-race BBQ, beer for those 21 and over, live music weather permitting, finisher medal and photos; it is part of the Big River Trail Series.

Trail event at Maramec Spring Park in February 2027 offering distances from 5K to 100 miles, on two named park trails with aid, camping, and awards including buckles for the longest distances.

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

Winter trail event at Rockwoods Reservation in Glencoe Missouri offering a 5 Mile and a 13.1 Mile course. Organized by Rockinator Racing as the Stick Season finale with chip timing, aid stations, on course tracking and post race awards.

Flat Branch Ultra in Columbia, Missouri features USATF certified 50K and a 25K out and back on rails to trails routes that pass a 400 year old Bur Oak. The event has limited entries and cash awards for 50K overall winners.

A Last Person Standing backyard ultra at Queeny Park in St. Louis on March 5, 2027, run on a roughly 4.19-mile loop over mixed surfaces. The winner earns a Silver Ticket entry; finishers can earn challenge coins based on loops completed.

Trail races and a 10 mile ruck take place on a roughly 10 mile loop at Three Creeks Conservation Area near Columbia, MO, featuring single track, creek crossings, aid stations, and time limits by distance.

Wolf Creek Trail Run in Poplar Bluff, MO on March 27, 2027 offers a half marathon, a 6K and a 1.7 mile Walk The Forest to raise funds for Kiwanis Bacon Memorial Park. The event includes shirts and medals.

Trail races at West Tyson County Park with 50K, 25K, 25K RUCK and 8 mile options; the ruck requires a 20 pound minimum and aid stations are cup free so bring your own water.

A multi-distance trail weekend in Wildwood, MO, April 9 to 11, 2027, featuring ultras, a Night 50K, a free kids fun run, sustainability measures, and a Trail Mix Fund partnership.

A three day stage trail race near Wildwood, Missouri, with stages of about 21 miles, 26 miles, and 25K across Greensfelder and Rockwoods trails. Expect technical singletrack, creek crossings, and substantial elevation gain.

A multi-race event at Lake of the Ozarks State Park featuring trail running and lake paddling across varied terrain. Four race options range from about 5.5 miles to a 32 mile run plus 3 miles of paddling.