Trail Running calendar near Monticello 2025-2026

Temptation 200 Ultras is an endurance ultramarathon held in Forest City, Illinois, at Sand Ridge State Forest. Runners choose among 200K, 50K, or the Not At All Tempted 10K options, with the long race offering a multi-loop course through wooded trails and camping at the start/finish. The event empha..

The Cornell Days 5k and 1 Mile Fun Run/Walk is a family-friendly event held at Clinton Keith Mills Memorial Park in Cornell, Illinois. The event takes place on Saturday, September 6, 2025. It offers two distances: a 5K and a 1 mile Fun Run/Walk, starting and finishing at the park along a county blac..

The Wild Wild Wilderness is an annual running event held at Kickapoo State Recreation Area in Oakwood, Illinois. Established in 1981, the race features multiple distances including a 5K and a challenging 7.45-mile trail run that covers steep hills, creek crossings, and scenic woodland terrain. The c..

Run The Woods is a charity running event held in Hudson, Illinois at Timber Pointe Outdoor Center (20 Timber Pointe Lane). The series includes 5K, 5K for Youth, 8K, 8K for Youth, and a 1 Mile Trail Walk – Untimed. While the site doesn’t describe a specific course layout, the venue suggests a family-..

Miles of Madness is a grassroots ultra-running event held at Pekin Park District Sports Complex, Pekin, Illinois. It offers 2, 6, 12, and 24-hour options with 1.2-mile laps, for solo runners or relay teams (minimum 3 members; only one team member on course at a time). The atmosphere is laid-back and..

The Farmdale Trail Run, held October 11-12, 2025, takes place at Farmdale Reservoir near East Peoria, Illinois. This premier trail event offers multiple distances: 10K, half marathon, 30-mile, 50-mile, and 100-mile ultras. The course features miles of single-track trails, service roads, and open pra..

Shake Your Trail Feather Trail Run takes place at Willenborg Woods in Charleston, Illinois, offering four distances: 50K, 16-mile, 8-mile, and 5K to suit a range of trail runners. The course uses true trail terrain with single-track paths through timber, grassy riverside segments, creeks, and hills,..

Oktoberfest Rotary Run is an annual fundraiser in Bloomington, Illinois, held on the third Sunday each October. The event centers at GE Park / Union Park Clubhouse (1750 GE Road) and offers a chip-timed 5K on the Constitution Trail, looping through Tipton Trails and returning on blacktop paths. A 1‑..

McNotagain Fall Trail Runs takes place at McNaughton Park in Pekin, Illinois, offering distance options: 3.5 miles, 10 miles, 30 miles, and 50 miles. In a flat Central Illinois setting, the course features the same full 10-mile loop run in reverse, providing a fresh perspective while preserving fami..

The Allerton Park Trail Run, hosted by Second Wind Running Club, takes place at Robert Allerton Park and Retreat Center in Monticello, Illinois. The event features a challenging 5.7-mile trail run along the Sangamon River, known for its hidden roots, ruts, and sharp turns, as well as a 2-mile nature..

Rattlesnake Master Run for the Prairie is a community running event in Urbana, Illinois, at Meadowbrook Park. The 27th annual edition features a 10K Run, a 5K Run, and a 5K Walk, plus 5K and 10K Virtual Races for remote participants. The course circles Meadowbrook Park’s 130-acre prairie and include..

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 the Trail Village. The race offers special divisions for we..

Set in Kickapoo State Recreation Area, Oakwood, Illinois, the Siberian Express Trail Race is a 7.45-mile, 95% trail course that winds east from the park into woodlands, featuring steep hills, creek crossings, and wildlife sightings. The event emphasizes a wintry Midwest experience, with a time limit..

Potawatomi Trail Runs takes place at McNaughton Park in Pekin, Illinois. The event offers six distances: 200, 150, 100, 50, 30, and 10 miles. Runners complete a rugged 10-mile loop of mostly single-track dirt, with prairie sections, creek crossings, and rolling hills, yielding about 1,500 feet of el..

The Hawthorn Half Day Relay & Ultra, held in Terre Haute, Indiana, is a unique endurance event established in 2006, celebrating its 20th anniversary in 2026. Participants can choose between 6-hour or 12-hour races on a scenic 5K loop combining trail and road, with a shorter ½-mile course available n..

Elsa Chicken Plucker Backyard Ultra is a Bronze Ticket Event held at Willenborg Woods in Charleston, Illinois, on 149 acres of lovingly maintained trails. Runners tackle a 4.167-mile loop every hour, with the last athlete standing earning a Bronze Ticket toward Big Dog’s Backyard Ultra World Champio..