Trail Running calendar near Cross Plains 2026-2027

Tough Mudder Chicago brings its signature obstacle course to Rockford International Airport. Choose from a 5K, 15K, or the 8-hour Infinity challenge, tackling mud, trails, and unique obstacles. Finishers earn a medal, headband, shirt, and a..

Take on a scenic one mile loop at Lapham Peak with 24, 12, and 6 hour timed options or set distance goals like a marathon or 50 miles. Lighted night laps, a stocked aid station, and a welcoming club vibe make every lap count.

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.

Experience a 136 mile journey along the scenic Ice Age State Trail in Wisconsin. This endurance event features diverse terrain and comprehensive aid station support over a 55 hour timeframe.

Trail races through the Swiss Valley Nature Preserve feature 5.2-mile, 25K, and 50K distances on a rugged loop with creek crossings. The event includes free camping, showers, and shuttles, with proceeds supporting local conservation.

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.

Participate in a half marathon, 5K, or rucking event at Zachariah's Acres in Oconomowoc. Support nature based programs for children with special needs while exploring prairie trails and wildflowers.

Experience the rugged beauty of Wisconsin's Driftless Area with a looped trail run featuring technical singletrack and rocky climbs. Choose between 50K, 20 mile, or 10 mile distances atop scenic bluffs.

Run or walk through the beautiful Fox Hill Nature Preserve this fall. Choose from trail runs, a walk, or a kids' race, all supporting local land conservation. Experience deciduous forests, restored prairies, and scenic glacial moraines.

Event Overview The Mines of Spain 100 is a trail race taking place in Dubuque, Iowa. The event offers two distances: a 100-mile race and a 100-kilometer race. Both races start at Louis Murphy Park. Course Details The course consists of a lo..

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 historic Ice Age Trail during this autumn ultramarathon in the Southern Kettle Moraine Forest. Choose between 50k and 100k distances featuring on site branded wooden medals and scenic fall colors.

Explore the forest trails and hills of Lake Geneva at this multi distance trail event. Choose from several individual races or join a team relay for a day of outdoor activity and festival atmosphere.

Experience a unique winter obstacle course in Lake Geneva featuring distances from 5K to 20K. Enjoy a festival atmosphere with fire pits and food trucks after conquering challenges designed for both fun and competitive athletes.

Experience a unique 5K race held entirely on the frozen surface of Lake Mendota. Participants can run walk or skate across the ice while enjoying scenic views of downtown Madison and the university campus.