Trail Running calendar near Dodgeville 2026-2027

Test your endurance at Prairie du Chien's first backyard ultra featuring a 4.167 mile trail loop through La Riviere Park. Run one lap every hour until only one participant remains or enjoy a relaxed one lap fun run.

A community 5K and a kids 1 mile fun run at Token Springs Elementary on 08/15/2026. The mostly bike-path out and back course runs through The Reserve neighborhood and supports the Sun Prairie West 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.

Multi-hour looped trail challenges at Blackhawk Ski Club in Middleton, WI, with individual and team relay options, plus a 1.7 mile fun run that highlights the course features and terrain.

Tough Mudder Chicago at Richardson Adventure Farm on August 29, 2026 combines mud and named obstacles with 5K, 15K, and Infinity lap options plus a Mudder Village festival and finisher rewards.

A 5K and 10K trail run through 170 acres of restored prairie and oak savanna in Verona, Wisconsin. Proceeds support Prairie Moraine Friends and amenities include restrooms, aid stations, refreshments, and a takeaway gift.

A three day trail event at Rock Cut State Park featuring a night 10 km plus 25 km and 50 km races, with single race entries and Triple Crown series options that award commemorative spike prizes to finishers.

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.

A nonprofit timed running and walking event at Goose Island Campground in Stoddard, WI offering six hour and 24 hour formats. Participants range from single-loop walkers to runners posting 40+ miles in six hours or 100+ in 24 hours.

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.

Echo 136 is a 136-mile point-to-point ultramarathon on the Ice Age State Trail in the Southern Kettle Moraine, featuring varied trail surfaces, nine staffed aid stations, and about 11,148 ft of elevation gain.

A women only Last Woman Standing trail event on a roughly one to 1.25 mile loop with 250 to 300 ft of climb per lap near Arena Wisconsin. Laps repeat every 20 minutes until one runner remains.

Emmy's Rustic Run is a Fort Atkinson trail run and family fun day raising funds for the A-T Children's Project, featuring a 5k, a one mile walk, kids races and virtual participation.

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.

Trail events at Rock River Heritage County Park on October 3, 2026 include a timed 5K with chip timing and a guided 2.4 mile walk, plus a park celebration with music, food trucks, tastings, and raffles.

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.

Autumn Leaf Run is a 5K trail event at Oakdale Nature Preserve in Freeport on 10/03/2026. The looped course crosses prairies, creek and wooded trails and raises funds for park improvements through the Freeport Parks Foundation.

A multi-sport weekend in October combining trail running, fly fishing, and craft beer at Yellow River State Forest near Harpers Ferry, Iowa. It features a mostly flat five mile trail run, catch and release trout fishing, and fundraising for..

Trail Run at Indian Lake takes place on Oct 3, 2026 at Indian Lake County Park. The event is cup free, includes a free kids run with no registration, and features a post race party with live music and a raffle.