Trail Running calendar near The Galena Territory 2026-2027

Tough Mudder Chicago on August 29, 2026 at Rockford International Airport offers 5K, 15K and an eight hour Infinity format across fields, trails and creek crossings, with Mudder Village, finisher items, and group and volunteer options.

Trail races at Scott County Park near Long Grove IA offering 50K, 10 Miler and 5 Miler courses on mixed dirt and grass trails. The 50K is three laps of a roughly 10 mile loop with aid stations and specific crew and pacer rules.

A technical trail event at Franklin Creek State Natural Area featuring 5K and 10K routes with multiple hills, limestone bluffs, creek crossings, and a rucking option. Proceeds support the Franklin Creek Conservation Association.

An inaugural trail race in Verona, Wisconsin on September 5, 2026, offering 5K and 10K courses through prairies, woodlands, oak savannas and pine woods. Net proceeds support Prairie Moraine Friends and participant numbers are limited.

A trail race at Pleasant Creek County Park in Palo, Iowa offering 15K, 30K, and 45K on a 15K equestrian loop with dirt and grass trails, rolling hills, post-race cookout, awards, and timed results.

Last Dot Standing runs alternating one hour 4.2 mile legs between Belleville Community Park and Dot's Tavern in Belleville WI. Parallel 24 hour, 48 hour and 8 hour events use the same course and offer mile buckles and cash prizes.

Experience ten miles of hills and winding trails through the Byron Forest Preserve and Nardi Equine Prairie. This cup free race features cash prizes and a post race celebration with pizza at Hairy Cow Brewing Company.

Experience the unique terrain of the driftless region at Yellow River State Forest. Choose from 5K 10K or half marathon distances and enjoy post race food games and sponsor giveaways.

Women only Last Woman Standing trail event on a family farm near Madison, Wisconsin. Runners repeat 1.0 to 1.25 mile loops with at least 250 ft of climb per lap until one woman remains.

A grassroots loop ultra at Dixon Park District offering 25K, 50K, 100K and 100 mile options on a 7.85 mile mixed surface loop with two aid locations, crew and pacer policies, and finisher awards.

Trail races at Swiss Valley Nature Preserve in Peosta IA use a 5.2 mile loop with creek crossings, steep climbs and rugged terrain, offered as 5.2 mile, 25k and 50k. Free camping, showers and shuttle service are provided.

A point-to-point all-trail ultramarathon along the Hennepin Canal State Trail between Sterling and Colona, Illinois. Multiple distances include 100 mile, 50 mile, 50K and a 100 mile team relay; aid stations are every three to seven miles.

Experience natural dirt trails and scenic views at this Janesville event featuring a competitive 5k run and casual walk. Stay for the heritage celebration with food trucks and live music after you finish.

Explore the scenic trails and steep hills of Mirror Lake State Park with several distances available. Finish your race with refreshments and s'mores around a campfire while supporting local park projects.

Experience a chip timed 5k trail run through the diverse terrain and scenic landscapes of Oakdale Nature Preserve. All proceeds support local park projects and trail maintenance.

Trail runs on a looped Driftless Area course near Dodgeville, Wisconsin, with 50K, 20 mile and 10 mile options, technical terrain, two aid stations per loop and on course support.

A multi loop trail ultramarathon in the Mines of Spain Recreation Area near Dubuque, Iowa offering **100 mile** and **100 kilometer** options, varied terrain, significant elevation, scenic Mississippi River views, and set time limits.

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.

Experience the seasonal beauty of Clayton County at the Pony Hollow Trail 15K and 5K. Run through the historic Motor Mill park area and enjoy the autumn foliage on this established trail course.

Celebrate Thanksgiving with a 2 mile run through the wooded trails of Sheffield Illinois. Wear your best holiday costume for a chance to win prizes at this untimed community event.