Trail Running calendar near Rockford 2026-2027

Hickory Knolls Trail Run The event is the sixth annual Hickory Knolls Trail Run & Relay. It takes place at the Hickory Knolls Nature Area within James O. Breen Community Park in St. Charles, Illinois. The event is the second installment..

A multi-distance trail event near LaGrange, Wisconsin on June 13–14, 2026, featuring 100% trail courses and a lottery entry system. Distances range from 50K to 100 miles and the 100 mile finish in 30 hours qualifies for Western States.

A trail running event on a scenic segment of the Ice Age Trail near Rice Lake in Whitewater, WI. Distances include 10K, half marathon and 50K on rolling hills and well established trails.

A cross-country event in Williams Bay featuring a 5K run/walk and a children's quarter mile walk/run. The course follows grass trails through hills, woods and prairie, with parking and restrooms provided.

Join the Heartland Series Day 5 in Clinton, Iowa, on July 15, 2026. The event, organized by Mainly Marathons, features a variety of distances from a 5K to a 50K on the Discovery Trail. It's part of a multi-day running community series.

Explore advanced trails at Kettle Moraine State Forest during this 10K run/walk. The cup-less event includes water stations and supports a charity. It's a scenic adventure organized for community and connection.

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

Run The Hawk is a looped trail event at Blackhawk Ski Club near Middleton, WI offering 3, 6 and 12 hour lap challenges on a 2.25 mile loop and a shorter 1.7 mile fun run. The course features steep climbs, single track and a spring pool.

Run the Rails offers a unique 1, 4, or 7-mile run starting from Prairie Park in Elburn. The courses cross a rail line bridge, providing views of the surrounding countryside. This community event supports the Elburn Parks Commission.

The Summer Trail Classic offers three distances on the single-track trails of Paul Douglas Forest Preserve. It's the third race in a yearly trail series, with proceeds supporting local trail maintenance. Participants receive a running vest..

A technical trail event at Franklin Creek State Natural Area near Franklin Grove, IL, offering 5K and 10K courses with multiple creek crossings, notable elevation changes, on-course water at key points, race shirts, and awards.

The Naperville Trails Half Marathon & 10K is set for September 5, 2026 in Wheaton, Illinois. Runners can choose from half marathon and 10K distances, with virtual options also available.

Course and Terrain The Echo 136 is a 136-mile ultramarathon that uses the Ice Age State Trail. The course travels north from the Southern Unit of the Kettle Moraine State Forest near Whitewater, Wisconsin. The terrain includes wide groomed..

A looped trail event in Dixon Illinois offering 25K, 50K, 100K and 100 mile distances. The course combines singletrack, grassy meadows and gravel with two aid stations and on course crew access.

A point to point, all trail ultramarathon along the Hennepin Canal State Trail in northwest Illinois. Multiple distances from 50K to 100 miles, with aid stations every 3 to 7 miles and a 30 hour cutoff for Western States qualification.

Run or walk the Fall into Fall Trail 5k in Janesville on October 3, a scenic timed trail through wooded dirt paths with beautiful fall views. Stay for live music, food trucks, beer and wine tasting and raffles; register by Sept 15 to guaran..

A fall event at Zachariah's Acres in Oconomowoc that raises funds for children with special needs. Routes include a half marathon, two 5K options including ruck, and a one mile family walk and roll through prairie and woodland scenery.

Event Overview The Broken Rock Trail Runs take place at Bethel Horizons in Dodgeville, Wisconsin, within the Driftless Area. The event name comes from the Broken Rock Trail, which features a steep rock-stair climb near the finish. Distances..

A flat, fast trail event at Half Day Forest Preserve offering Half Marathon, Marathon, 50K and 50 Mile distances on crushed gravel through forests and wetlands with aid stations, finisher medals and the Marathon as a Boston qualifier.

Join the Jaimie Cox Memorial Run on October 17, 2026 in Roscoe, Illinois for a community 5K or 2 mile walk along the scenic Stone Bridge Trail. Family friendly with kids and virtual options, supporting the Jaimie Cox scholarship.