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Missouri Trail Running Calendar 2026-2027

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Explore the best trail runs in Missouri for 2026-2027! Our updated list features 69 exciting trail runs across the region. Find your next trail run in Missouri below and join the trail community at these great events!

October 2026
Trail race at Cuivre River State Park with a half marathon and 8 mile course through bluffs, creek crossings, and fall foliage; limited to 400 participants.
Multiple timed and virtual races in Carthage MO including certified 2 mile, 8K and 10 mile distances, pumpkin prizes, age group awards and finish line amenities.
A point to point ultramarathon of about 101 miles on the Ozark Trail through the Mark Twain National Forest, featuring fixed trail markers, 13 aid stations, varied terrain and about 12,000 feet of elevation gain.
Two-day trail event at Castlewood State Park with 10K, half marathon and 30K options, race challenges, custom tech shirt and finisher mug.
Halloween races in Cottleville with 1 mile, 5K, 10K, a kids dash, stroller race, virtual option, and a costume contest.
November 2026
Trail runs at Dogwood Canyon Nature Park feature 15K, 25K and 50K courses through wooded, hilly terrain with streams and rocks. The weekend includes aid stations, race shirts and medals, plus challenge options to run both distances.
Thanksgiving themed untimed 5K through St James Winery vineyards with a virtual 5K option; proceeds benefit young adults with cancer.
Wilderness Run at Shoal Creek Living History Museum in Hodge Park features 2 mile and 5 mile cross-country courses through fields, wooded paths, and a historic village.
4 or 8 mile trail run or walk in St. Louis followed by a 90 minute screening of seven short films with food and social time at Muckerman Shelter.
Inaugural trail race at Knob Noster State Park offering 10K to 50K on a technical 10K loop with aid every loop and a 9 hour cutoff for the 50K.
A community run at Wolf Pack Park with a 5K, 1-mile options, post-run s'mores and hot chocolate, raising funds for a Parkinson's support program.
Trail event at Klaus Park with a 5.5 mile main race, a free kids run, tech shirts, awards and a 100 runner field limit.
A self-timed trail fundraiser on November 26, 2026 in Smithville offering a 5K trail and a 1.25 mile fun run to support New Hope Christian School.
Thanksgiving morning at English Landing Park with a professionally timed 5K and a 2 mile family walk supporting local parks and animal shelter.
A Thanksgiving Day community run and walk in Stockton, MO offering a 5 km hike or run and a 1 mile walking event, with proceeds supporting local trail improvements.
Timed trail event on 11/28/2026 at Turkey Ridge in Wildwood with a 1.8 mile loop and 347 ft elevation gain per loop. Two time categories let runners complete as many loops as possible in 2 or 4 hours.
December 2026
Last Chance Ultra offers looped trail ultras and a 10 mile race near Springfield Missouri with on-site camping, a central Base Camp, chip timing, and finisher awards.
Trail marathon, half marathon and 10K in Wildwood, MO on scenic single-track and gravel trails, with aid stations, a cup-free policy, and post-race food for longer distances.
A December trail race at Broemmelsiek Park offering 5 mile and 10 mile loop options, post-race music, snacks, a bonfire, and entry fees listed for each distance.
Trail race in St. Joseph, Missouri offering 50k, 25k and 10k on marked bluff trails with regular aid stations and drop bag service.
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