Trail Running calendar near Mayville 2026-2027

This annual community event in Sun Prairie features a 5k race and a kids' fun run, with a course on neighborhood bike paths. Proceeds go directly to support the local high school cross country team.

Experience the beauty of New Glarus Woods State Park with trail races ranging from 5k to 16k. This annual event features forested loops and prairie views while supporting park conservation efforts.

At Blackhawk Ski Club in Middleton, WI, Run The Hawk is a lap-based trail event with 3, 6 and 12 hour challenges plus a 1.7 mile fun run, featuring singletrack, a major climb, on-course aid and relay team options.

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.

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.

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.

Trail marathon and half marathon at High Cliff State Park featuring technical singletrack, prairie sections and Lake Winnebago views. The event is cupless with aid stations and proceeds supporting the park.

Echo 136 is a 136 mile trail race in Whitewater WI on the Ice Age State Trail with a 55 hour cutoff, nine stocked aid stations, and roughly 11,148 feet of elevation gain. Registration closes Sep 22 at 10:00 PM CT.

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.

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.

Run or walk along the tree lined Oak Leaf Trail before finishing at the Oktoberfest celebration in Glendale. This event features a 5k run and a 54 yard dash with post race refreshments and festival entry.

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.

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.

Join the charity trail run or walk in Denmark, Wisconsin. Choose your distance for canicross with your dog or go solo on the wooded trails. The event includes a costume contest and supports the Crisis Cafe.

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.

Trail races of about 5 and 10 miles through Veteran Acres and Sternes Woods in Crystal Lake, IL, with single-track trails, a cupless course, packet pickup options, and finisher medals for all distances.

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.

A dog friendly trail running event at Lake Geneva Ziplines and Adventures with a 4 mile loop, an 8 mile option, and a focus on Canicross. Awards are reserved for teams running with dogs and all finishers receive a small gift.