Trail Running calendar near Palatine 2025-2026

The Echo 136 is a 136 mile trail ultramarathon through the scenic Kettle Moraine and Ice Age State Trail near Whitewater, Wisconsin on September 25, 2026. Expect rugged singletrack, generous aid stations and a 55 hour time limit.

Run scenic loops through Tryon Farm's grassy fields and single track trails while supporting the Tryon Farm Institute. Choose distances from a 2 mile fun run up to a challenging 50k in this inclusive Crazy Legs Race Series event.

Join the Fall into Fall Trail 5k in Janesville on October 3 for a scenic run or walk along tree lined dirt trails. Stick around for the Fall Into Fall Heritage celebration with live music, food trucks and tastings.

Join the Haunted Highlander Assault Trail Run in McHenry on October 3, 2026 for spooky 5 km heats through haunted sets and animatronics. After the run enjoy a costume contest, bonfire, live entertainment 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.

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 in Roscoe IL on October 17, 2026 for a family friendly 5K or 2 mile walk along the scenic Stone Bridge Trail. Run for a cause as proceeds support the Jaimie Cox Memorial Scholarship.

Fancy Nonsense is a looped trail race at Red Gate Woods near Willow Springs and Lemont, Illinois, with 50K, 25K and 5 mile options on runnable singletrack. Expect repeated 5.5 mile loops, plentiful aid and classic ultra snacks.

The Forge Trail Run Festival in Lemont Illinois offers 10K to 60K on scenic single and double track trails around the quarries and the I&M Canal. Field capped at 400 with lap courses that call for trail shoes and self supported hydration.