Missouri
Missouri Trail Running Calendar 2026-2027
Explore the best trail runs in Missouri for 2026-2027! Our updated list features 85 exciting trail runs across the region. Find your next trail run in Missouri below and join the trail community at these great events!
September 2026
Free after dark social Halloween run in Chesterfield with treats, a free 4 Hands beer for runners 21 and older, raffle prizes and ghost stories.
A 13th annual 6.6K at Watkins Mill State Park with in-person and virtual options, a certified trail around Williams Creek Lake, race packages, and proceeds supporting the historic site.
Experience the technical trails of Greensfelder County Park at this cup-free event featuring a 53K ultramarathon, a half marathon, and a rucking division in Wildwood, Missouri.
Little Heroes Park in Walnut Shade, MO holds a running event on September 26, 2026 offering a 2K fun run and a hilly 5K; registration runs May 18 to September 26 and the entry fee is $35.
October 2026
A women only weekend at Cuivre River State Park with camping, outdoor clinics, hikes and shared event costs; registration closes September 27, 2026.
Experience a point to point trail race in Kirksville featuring single track paths, seven aid stations, and a festive post race celebration with live music and pizza.
Experience the autumn colors of the Ozarks through a variety of races including a flat 5k and a scenic half marathon featuring the famous Frog Rock in Waynesville.
Experience a rugged 13 mile journey along the Ozark Trail from Taum Sauk Mountain to Johnson Shut ins State Park featuring technical terrain and scenic vistas.
Test your endurance at Thunder Mountain with a 5K or a 3-hour and 6-hour climb challenge featuring 300 feet of elevation gain per lap.
Trailfest in Highlandville, MO offers 5k, 10k and half marathon trail races on technical rocky terrain with aid stations, awards, and post-race food and beer.
Test your endurance at this backyard ultra in Rolla, Missouri, featuring a scenic trail course by day and a flat paved path by night until only one runner remains.
Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.
A repeating loop backyard ultra at the New Town amphitheater in Saint Charles, Missouri, with a 4.17 mile runner loop and a 2.6 mile ruck division that includes weight minimums. Race proceeds support MSMDS research.
A timed trail event at Rothwell Park where participants complete as many one mile loops as possible within a chosen 3, 6 or 12 hour category; entries are available as solo runs or three person team relays and proceeds support Special Olympics Missour..
Loop Krug Park in repeated timed laps with 3.6 mile, 6.1 mile and extended challenge options, with proceeds supporting St. Jude.
Free, beginner friendly guided trail running and hiking program in the St Louis metro from October 11 to December 20, 2026, with guided groups and ruckers welcome.
A women's trail running event in Gatewood, Missouri on October 15, 2026, with registration closing October 1 and an entry price listed at 1,452.83 USD.
Trail ultraraces of 25K and 50K at Rock Bridge State Park in Columbia, MO, run mostly on single track with creek crossings. The event features chip timing, stocked aid stations, a cup free policy, and an eight hour time limit.