Trail Running calendar near Greenville 2026-2027

A three day stage trail race in Wildwood, Missouri from May 15 to 17, 2026. It covers roughly 21 miles, 26 miles and about 25K across Rockwoods and Greensfelder trails with creek crossings and scenic bluffs.

A trail race at Pere Marquette State Park in Grafton, IL offering 12.5K, 25K, and 50K on technical bluff and ravine trails. Solo and Buddy divisions are available; registration closes May 15 and refunds are not offered.

Operation GRANITE X at Tri-Township Park on May 16, 2026 uses repeated 6 mile loops made of three 2 mile laps. Two divisions are offered: a heavy, escalating weight format and an endurance format; entry totals $213.87.

A Backyard Ultra at Willenborg Woods in Charleston, IL on May 30, 2026 where runners repeat a 4.167 mile trail loop each hour until one finisher earns a Bronze Ticket toward the Big Dog's Backyard Ultra World Championship.

An 8K trail race entirely within Lincoln Memorial Garden near Lake Springfield with wood-chipped and gravel trails and plank bridges. A Kids Fun Run offers three pond-loop distances; the 8K is limited to 300 participants and includes a shir..

Mud Factor returns to Brookdale Farms in Eureka, MO on June 6, 2026 with Adult and KIDZ Family Waves, required signed waivers and photo ID for adults, and a $10 cash spectator fee for festival access.

An 82-mile team relay along the Katy Trail from St. Louis to Hermann on June 6, 2026. Teams of three or six split 18 legs across varied terrain with river views, bluffs and vineyard scenery.

Baby Shippey is a rugged trail event at Beaumont Reservation in High Ridge, MO offering a rocky half marathon and a steep 10k with technical terrain, aid stations, packet pickup at Cub World Building, and awards for top finishers.

A Fourth of July trail event at Centennial Park in Springfield marking the 250th anniversary of American independence. Offers a 1 mile, 5K, and 10K plus volunteer options and chip timing.

A trail race at Queeny Park on July 11, 2026 with an approximately 4 mile off road course, free bagels and beer, and a long sleeve tech race shirt. The event is supported by Fit4adventure Touring Company.

Timed loop event at Route 66 State Park in Eureka, MO. Runners complete measured 2.425 mile loops and 0.333 mile short loops within 3 hour or 6 hour limits with cupless aid and required lights for night running.

A summer **5K** at Willenborg Woods in Charleston, IL featuring winding forest trails, a one third mile river crossing through the Embarras River, a steep finish climb called Billy Goat Hill, and a small field limited to 125 participants.

Experience a trail run through Forest Park on the General Dacey Trail in Shelbyville. Participate in a 5K or 1 mile race featuring team competitions, post race refreshments, and a gathering at the local aquatic center.

A three-week series of 10K night trail races in Wildwood, MO with increasing climb each week; races on August 7, 14 and 21, 2026 include post-race snacks and a cup-free, zero waste approach.

Timed 6 hour and 3 hour endurance runs on a 1.01 mile loop at Watershed Nature Center in Edwardsville, IL, with a mixed crushed limestone and pavement surface. Field limited to 120; proceeds support the nature center.

Loop based trail event at Cliff Cave Park on a marked 3.1-mile (5K) loop with a stocked aid station and varied terrain by the Mississippi River. Distances range from 5K to 50K and athletes may stop after any completed loop.

Continuous 40 or 50 mile loop racing on a 3.1 mile trail at Cliff Cave Park with a fully stocked aid station each lap and a 12 hour cutoff. The course features wooded hillsides, limestone bluffs and Mississippi River overlooks.

Trail event at Queeny Park on August 29, 2026 offering 5K, 10K, 10K Ruck and half marathon with chip timing, aid stations, finisher medal, T shirt, backpack and age group podium awards.

Trail races at the Lewis and Clark Trailhead near St Charles include a 13.1 miles half plus separate 8 miles and 5 miles loops. Aid stations offer water and Tailwind and each runner receives a reusable cup at packet pickup.

An open 5K running event in Forest Park, Saint Louis, on 12 September 2026 with a $15 entry fee; the festival also features high school cross country competition and open registration from 23 April 2026.