Trail Running calendar near Monticello 2025-2026

We have found 17 Trailruns within 80 miles of Monticello. See below where and when you can find the races.

The Frozen Cock's Crow 5K is a unique winter trail running event held at Willenborg Woods in Charleston, IL. This 3.1-mile race features challenging terrain, including steep ascents like the "Stairway to Heaven" and "Billy Goat Gruff," with over 700 feet of elevation gain. Participants can expect a ..

March 2025

The Cactus Classic Trail Races, celebrating its 15th anniversary in 2025, offers a challenging and enjoyable running experience through the scenic Sand Ridge State Forest in Manito, IL. Participants can choose from a marathon, half marathon, or 10K distance, navigating trails characterized by loose ..

The Clinton Lake Ultra is an exciting trail running event taking place at Clinton Lake State Recreation Area in DeWitt, IL. Scheduled for March 29, 2025, the event features two challenging races: a 30-mile ultra and a 10-mile run, both set on scenic trails with significant elevation gain. Participan..

April 2025

The Potawatomi Trail Runs is an exciting multi-distance trail running event taking place at McNaughton Park in Pekin, IL, from April 10 to 13, 2025. Participants can choose from various distances, including 200, 150, 100, 50, 30, and 10 miles, all set on a challenging 10-mile loop featuring single t..

The Allerton Races is a running event taking place in Monticello, Illinois, featuring a variety of races including a Half Marathon, 10K, and a nighttime Trail-Glo 5K. Participants can also choose virtual options for the Half Marathon, 10K, and 5K. This event supports Robert Allerton Park and has a c..

The Grind on the Grid Backyard Ultra is an exciting running event set in Veedersburg, Indiana, designed for endurance enthusiasts. Participants will tackle a unique course measuring 4 miles and 880 feet, featuring a mix of gravel, grass, and road surfaces. The event follows a traditional backyard ul..

May 2025

The Spring Stampede 10K is an inaugural trail running event taking place at Wildlife Prairie Park in Hanna City, Illinois. Scheduled for May 4, 2025, this race is organized by the Illinois Valley Striders and is part of a Grand Prix series. Participants can enjoy a scenic 10K course while engaging i..

The Trails for Tails 5K is a charitable running event taking place at Weldon Springs State Park in Clinton, Illinois. This race aims to support the DeWitt County Animal Shelter and Second Chance for Pets. Participants can enjoy a scenic 5K run, with registration priced at $35. Additionally, there wi..

The Hawthorn Half Day Relay & Ultra is an endurance running event taking place in Terre Haute, Indiana. Established in 2006, it offers participants the choice between 6-hour and 12-hour races, catering to solo runners and teams. The course features a scenic 5K loop of trail and road, with a shorter ..

The Elsa Chicken Plucker Backyard Ultra is an exciting trail running event set in the scenic Willenborg Woods, Charleston, IL. Participants tackle a 4.167-mile loop every hour, with the last runner standing earning a Bronze Ticket to the prestigious Big Dog's Backyard Ultra World Championship. The c..

June 2025

The Yellowbrick Backyard Ultra is a unique running event taking place in Peoria, Illinois, at Kinsey Park, featuring a whimsical Wizard of Oz theme. This "last runner standing" race consists of 4.16-mile loops starting every hour until only one runner remains. Participants must return to the start l..

The Lincoln Memorial Garden Trail Race 8K is set to take place in Springfield, Illinois, on June 7, 2025. This event features an 8K trail race that winds through the scenic trails of the Lincoln Memorial Garden, alongside Lake Springfield, and across the Ostermeier Prairie Center grounds. Participan..

August 2025

The Griffin 10K Bonus Run is an exciting trail running event taking place at Griffin Bike Park in Terre Haute, Indiana. This race features a 10K course that consists of two laps around Stryker Lake, offering a moderate terrain with rolling hills and stable footing. Participants can earn bonus points..

The Temptation 200 Ultras is an annual running event held in Sand Ridge State Forest, Forest City, IL, featuring multiple distance options: a challenging 200K, a 50K, and a "Not at all Tempted 10K." Scheduled for Labor Day Weekend 2025, this event tests participants both physically and mentally, enc..

September 2025

The Kennekuk Road Runners - Wild Wild Wilderness is an annual running event held in Oakwood, Illinois, featuring a variety of races including a 5K, a 7.45-mile trail run, and the WWW Challenge. This event, established in 1981, celebrates community spirit and resilience, welcoming both seasoned runne..

October 2025

The Shake Your Trail Feather Trail Run is a vibrant trail running event taking place at Willenborg Woods, featuring various race distances including a 50K, half marathon, 10K, and 5K. This event celebrates the joy of trail running amidst stunning natural scenery, with courses designed to challenge p..

The Allerton Park Trail Run, organized by the Second Wind Running Club, takes place at the scenic Robert Allerton Park in Monticello, Illinois. This event features a challenging 5.7-mile trail run and a 2-mile nature walk, both designed to showcase the park's natural beauty and rugged terrain. Parti..