Trail Running calendar near Lake County 2026-2027

Echo 136 is a 136 mile trail event on the Ice Age State Trail in the Southern Kettle Moraine, featuring varied trail surfaces, nine staffed aid stations and a 55 hour time limit.

The Wisconsin Trail Series will take place in Oconomowoc on Sunday 27 September 2026. You can run between 5 and 21 kilometers.

Looped trail races at Tryon Farm feature 2 mile, 4 mile, 8 mile, 25k and 50k options across grass, single-track dirt and short pavement sections. The event supports the Tryon Farm Institute and is part of the Crazy Legs Race Series.

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..

Haunted Highlander Assault Trail Run offers a spooky 5k in McHenry, IL with haunted sets, animatronics and actors across timed heats. Stick around for a costume contest, bonfire, live music and food.

Enjoy a scenic fall run, walk and roll through 125 acres of wooded trails, meadows and ponds. Choose a half marathon, 5K, 5K ruck or family one mile loop and support Zachariah's Acres for children with special needs.

Multi-distance trail races on a flat, crushed gravel route through forests and wetlands in Lake County, Illinois, with out and back courses and Marathon status as a Boston qualifier.

Explore seven walker friendly trail races across Waukesha County and Wisconsin state parks from April to October 2026. Choose 5K 10K half marathon or ruck distances, bring reusable hydration, and chase series points into a final championshi..

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.

Join Fancy Nonsense for 25k, 50k, or 5 mile trail runs through Palos Trail System near Willow Springs. Mostly runnable single track on a looped course with friendly aid stations and an inclusive vibe from CUSS Running.

Light up the night at Witches in the Woods 5K/2K in Crown Point. Choose a timed 5K run or a fun 2K walk, enjoy costumes, live music, treats and a family friendly market among the fairground trees.

A looped half marathon trail race at Stoney Run County Park featuring mixed surfaces, aid stations at the start area and 3.5 mile mark, informal timing with popsicle sticks, oncourse signage, a race raffle, and event merchandise.

A trail festival in Lemont, Illinois on November 14, 2026 offering 10K, 20K, 30K and 60K on single and double-track trails around the Lemont Quarries and the I&M Canal.