Trail Running calendar near Hermann 2026-2027

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.

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.

Trail races and a ruck at Queeny Park organized by Rockinator Racing. Multiple loop formats, chip timing, aid station service, finishers medals and podium awards by age group.

A Last Man Standing backyard ultra at Missouri Freedom Camp in Bourbon, MO on June 5, 2027. Runners complete repeated 4 miles 880 feet loops each hour, with aid at the barn, camping and a pre-race dinner; proceeds benefit Freedom 13.

Baby Shippey is a summer trail race at Beaumont offering a rugged 10k and a 13.05 mile half with steep climbs, rock traverses and aid stations. Entry is limited to the first 150 runners.