Trail Running calendar near Leopold 2026-2027

We have found 9 Trailruns within 80 miles of Leopold. See below where and when you can find the races.

Run the 13th annual Wolf Creek Trail Run on April 4, 2026 in Poplar Bluff, Missouri. Choose a half marathon, 6K, or 1.7 mile Walk the Forest on scenic trails, rain or shine, with shirts and medals for finishers.

Run Camp Ondessonk's scenic trails, canyons and lakeside paths at the 16th annual Ondessonk Trail Races on April 11, 2026. New this year are a half marathon and a family one mile fun run, plus 10k and 5k race options.

May 2026

Take on the Ozark's Mountain Challenge at Sam A. Baker State Park, a demanding ascent event of repeated steep climbs up Mudlick Mountain for major elevation gain. Expect rugged trails, on course support, and a welcoming challenge atmosphere..

Bluffs Trail Runs invites trail lovers to scenic courses through Echo Bluffs and Current River State Parks with bluff and river views across distances from 5k to marathon. Chip timed event with custom shirts and handcrafted wooden medals.

Run the rugged, forested 26.4 mile Berryman Trail loop from Berryman Campground in Mark Twain National Forest on May 16, with marathon or 50 mile two loop options. Continuously hilly single track, rocky roots and scenic stream crossings del..

Experience Giant City State Park at the Red Cedar Trail Races on May 30, 2026. Choose a 5k, half marathon or rugged 40k on scenic single track with creek crossings, rolling climbs and finisher medals and swag.

July 2026

Join the Cross Country Sundown Showdown 5K in Carterville on July 17, 2026, starting and finishing behind the Community Center. Teams and solo runners will enjoy a grassy, scenic course and compete for top finisher and team awards.

August 2026

Explore rugged single track in Shawnee National Forest at Camp Ondessonk, with sandstone canyons, waterfalls and Salomon Ridge views across distances from a half to 100 Mile. Treehouse lodging, aid stations and buckle or medal finishes awai..

November 2026

Run the scenic Tunnel Hill Trail from Vienna City Park in a multi distance ultrarunning event from marathon to 100 mile, including the USATF 50 mile championship. This USATF sanctioned UTMB index race is a Western States qualifier with aid..