Trail Running calendar near Hudson 2025-2026

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..

The Big Horse Vineyards 5K, hosted by Gut Check Fitness in Lewistown, Illinois, is a unique trail and mud run featuring natural obstacles like hills, hollers, streams, ponds, and an epic slip-n-slide. Set on the scenic grounds of Big Horse Vineyards, this event offers a fun and challenging experienc..

Limestone Rocks! 8-Hour or 4-Hour Race takes place at Limestone Park in Kankakee, Illinois. Runners choose an endurance 8-Hour or a 4-Hour option, competing on a 1.65-mile loop course. The surface is mostly crushed limestone with sections of asphalt; the course is roughly half flat and half hilly, f..

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..

Saw Wee Kee - Fall Trail Run is held at Saw Wee Kee Park, Sundown Lane, Yorkville, Illinois. The event is the Fall Trail Run segment of a four-race series; each race features a different course and medal piece, and completing all four earns the series medal with different seasonal swag at each stop...

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..

Running with Ghouls is a Halloween-themed trail run/walk in Canton, Illinois, organized by YWCA Canton. Participants can choose a 5k or 1 mile distance, with a family-friendly atmosphere and Halloween costumes encouraged but not required. The course runs on Canton Park District trails, starting and..

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..

Turkey Trails - Greater Chicago is a Thanksgiving-themed running event in Shorewood, Illinois, held at Hammel Woods Route 59 Access (554 Brook Forest Ave). It offers in-person distances of 1 mile, 5k, 10k, a Kid’s Dash, plus a Virtual Race and a Volunteer option. The course winds through Hammel Wood..

Da Deer Run Run is an 8K cross-country trail race at Timber Pointe Nature Center in Hudson, Illinois. In its fifth year, the course features two loops through Timber Pointe, using wide double-track trails with some gravel, and nods to sections of the Run the Wood Race in October with twists. The eve..

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..