Trail Running calendar near Jackson 2025-2026

Run the Bark at the Moon Trail Run in Poplar Bluff: a lively 6K on moonlit trails on November 7, 2025. Enjoy community energy, light trail challenges, and a memorable evening under the stars.

Tunnel Hill 100 in Vienna Illinois offers 100 mile, 100 km, 50 mile and marathon on a certified USATF and IAU course. The 50 mile serves as the USATF 50 Mile Road Championships and starts and finishes at Vienna City Park with aid.

Run the Meandering Turkey in Cape Girardeau, Missouri on November 23, 2025, a festive 5.5 mile course at Klaus Park. Field is limited to 100 runners, with a performance tech shirt, socks, post race food and awards.

Take on the Frozen Chosin Challenge at Johnson Shut Ins State Park December 5 to 7, 2025, a rugged winter weekend honoring Korean War veterans. Choose 40 mile, 17 mile or 4 mile routes with steep trails, river fords and bivouac camping.

Test your limits at the Howard Aslinger Endurance Run in Cape Girardeau, MO, offering 24, 12 and 1 hour timed events on a flat paved loop. Enjoy a stocked aid station, post race meal and entertainment while supporting scholarships for peopl..

Join the 13th annual Wolf Creek Trail Run on April 4, 2026 in Poplar Bluff, Missouri, with a half marathon, 6K, and 1.7 mile walk on scenic trail. Medals and event shirts await finishers in this rain or shine community race.

Run the scenic trails of Camp Ondessonk in Ozark Illinois with 5K and 10K options perfect for all abilities. Expect forest singletrack, friendly vibes and event shirts for early registrants.

Ozark's Mountain Challenge at Sam A Baker State Park invites hikers to climb Mudlick Mountain repeatedly for about 7,980 feet of total ascent across rugged terrain. This non competitive 12 hour event includes aid and a welcoming finish.

Take on the rugged single track Berryman Trail in Mark Twain National Forest with marathon and 50 mile options, featuring rolling hills, rocks and roots and scenic creek crossings. Aid stations and camping available.

Run Under The Stars Paducah invites runners to chase distance in a chip timed 10 hour endurance event on a lighted half mile oval at Carson Park, with distances from half marathon to ultra. A family friendly RUTS Kids Run welcomes ages 1 to..

Run the 1st Annual Sundown Showdown 5K cross country in Carterville IL on July 17, 2026. Team or individual runners will tackle a grassy course and compete for awards for top finishers and male, female, and mixed teams.

Tackle Shawnee Hills Trail Races at Camp Ondessonk in Ozark IL on Aug 22 and 23 2026. Choose from 100 mile to half marathon on hilly single track with creek crossings, night options and full aid.

Join The Last Boyscout at scenic Ferne Clyffe State Park, a Last Man Standing where you must run a 4.167 mile loop each hour to stay in. Enjoy runnable trails with two big climbs and optional night loops under headlamps.

Challenge yourself at the Arrowhead Endurance Run in Johnston City, Illinois on Oct 10 and 11, 2026, with race options from 3 hours up to 24 hours including relays and a night 12 hour. Set on a scenic 2.07 mile loop around Arrowhead Lake wi..