Trail Running calendar near Dodgeville 2025-2026

We have found 25 Trailruns within 80 miles of Dodgeville. See below where and when you can find the races.

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 Broken Rock Trail Runs in Dodgeville, WI on October 10, 2026 for a day of scenic, challenging trail racing with distances from a 1 mile to a 50K. Enjoy rugged Driftless terrain and friendly race vibes for all levels.

Explore rugged, scenic trails along the Mississippi at the Mines of Spain 100 in Dubuque on October 16, 2026. Choose 100 mile or 100K on a roughly 20 mile loop through prairies, hardwood forests and technical climbs.

Join the Jaimie Cox Memorial Run in Roscoe for a scenic nature 5K or a casual 2 mile walk along Stone Bridge Trail from Roscoe Middle School. Kids get a youth tee and virtual entries help fund the Jaimie Cox Memorial Scholarship.