Trail Running calendar near Greenville 2025-2026

Shake Your Trail Feather at Willenborg Woods in Charleston IL on Oct 18, 2025. Choose from 5K, 8 mile, 16 mile or 50K on scenic single track through timber, creeks and riverbanks with a friendly, grassroots finish line vibe.

Minnie Ha Ha 6 & 12 hour run : Oct 18, 2025 The event takes place at Minnie Ha Ha Park in St. Louis, MO (801 Old Gravois Road). It is a timed endurance event with the following race options: 12-hour 6-hour Race details The course is a..

The Babler Bongo 15K Trail Race, taking place at Dr. Edmund A. Babler Memorial Park in Wildwood, MO, is an exciting trail running event scheduled for October 25, 2025.This race features a 15K trail run and a new 15K RUCK option, where parti..

Event details The Run 4 Impact is a 5K trail run/walk held at Cliff Cave County Park, 806 Cliff Cave Road, St. Louis, MO, on October 25, 2025. Online registration has tiered pricing: $39.05 (May 7 - Jun 30), $44.35 (Jul 1 - Sep 30), and $49..

Join the Beaver Dam Dash at Beaver Dam State Park on November 1 for scenic single track 5K, 10K and one mile fun runs to support the Macoupin Center for the Developmentally Disabled. Register early to guarantee a long sleeved tech shirt.

The SKIPPO Trail Race takes place at Castlewood State Park’s Special Events Area in Ballwin, Missouri. It offers multiple trail distances: 10k, Half-Marathon, 30k, plus the 10k-Half Marathon Challenge and the 40k Challenge (10k and 30k). Th..

Whiskey Run St. Louis / St. Charles unfolds along the Katy Trail in Saint Charles, MO, with a race start/finish at the Katy Trail Parking Lot (1050 S Riverside Dr).The event offers 5K, 10K, and Half Marathon distances; the Half Marathon is..

On the Move for Men's Health 4-Hour Endurance Challenge takes place at Ballard Nature Center in Altamont, Illinois, on a 5K wooded trail loop with rolling hills. Runners aim to complete as many laps as possible in four hours, with breaks in..

Turkey Trails - St. Louis, a Bodies Race Company event, is a family-friendly Thanksgiving-themed race at Queeny Park—Smith Shelter, Ballwin, MO 63011. The lineup includes 5k and 10k routes, a 1-mile Kids Dash, a virtual race option, and a V..

Trail Trot on Turkey Ridge takes place in Wildwood, Missouri. The race offers two timed endurance options on Turkey Ridge: 2 hours and 4 hours, each run on a 1.8-mile loop with 347 feet of elevation gain per lap. Courses run counterclockwis..

Hit the trails at Broemmelsiek Park on Saturday, December 6, 2025 for Wild in the Woods, a scenic 5 or 10 mile looped trail race. Celebrate at Hilltop Shelter with a fire pit, live music, snacks, a free beer for 21+ and a custom giveaway.

Run the Wildwood Trail Marathon or Half on December 6 in Wildwood Missouri, over scenic single track, rocky roots and rolling climbs. Pick the 26.2 mile marathon or 13.1 mile half and enjoy aid stations, a finisher medal and post race food.

The Pere Marquette Endurance Trail Run is a challenging 7.8-mile trail race held annually in December at Pere Marquette State Park in Grafton, Illinois. Celebrating its 35th year, the course features hilly terrain and scenic views through t..

Doomsday 5K is a 5K trail race at Cliff Cave County Park near Oakville, Missouri. The course starts on pavement, then follows the dirt Spring Valley Trail Outer Loop for most of the race, finishing on pavement, totaling about 5K with roughl..

Midwest winter trail ultra at Beaumont Scout Reservation in High Ridge Missouri on Jan 17 and 18 2026. Looped trails offer distances from 20 miles to 100 miles or 100k, plus a night 40 mile and a 5 person 100 mile relay with indoor aid.

Event overview The FROZEN STICK Trail Run takes place on January 24, 2026 in Glencoe, Missouri (3300 Mo-109, 63038). The event is a stand-alone race and also serves as the finale to the Stick Season Trail Run Series. Series registration inc..

Tackle a scenic 15 km single track at Castlewood State Park with rolling climbs, switchbacks and fast downhills. Celebrate at the post race BBQ with beer and live music as part of the Big River Trail Series.

Run under the stars on the 963 Beulah Challenge, a capped night trail loop in Greensfelder County Park. Choose 3, 6 or 9 hour timed runs on rugged singletrack and support local trail advocacy while enjoying small field camaraderie.

Queeny Backyard Ultra sends runners around a 4.19 mile scenic loop at Queeny Park on repeat until only one remains. The last runner standing wins a Silver Ticket and advances to the World Team Competition at Big's.

The Schon Park 3/6/9 Endurance Runs, hosted by Ultra Bound Coaching, take place in Glen Carbon, Illinois. This timed event offers three durations: 3, 6, and 9 hours, where participants run loops on a 1.5-mile paved course featuring rolling..