Trail Running calendar near Brookfield 2026-2027

Tough Mudder Chicago runs at Richardson Adventure Farm on August 29, 2026, with 5K, 15K and an Infinity multi lap format. The event features multiple obstacles, Mudder Village with food and music, finisher items, and spectator access.

A continuous loop trail race at Half Day Forest Preserve offering 3.1 mile laps for 40 or 50 mile distances, with a 12 hour cutoff and fully stocked aid at each lap. Crew access and personal staging areas are provided.

Loop based trail event at Half Day Forest Preserve where runners repeat a 3.1 mile loop, stop after any loop with no penalty, and receive official timing for each completed loop for combined results.

Timed 24 hour, 12 hour and 6 hour runs take place at Lapham Peak State Park on September 5 and 6, 2026, on a one mile loop with night lighting and chip timing. The event includes a cupless aid station and a Distance division.

A new trail race in Verona, Wisconsin offering 5K and 10K courses through prairies, woodlands and oak savannas. Net proceeds support Prairie Moraine Friends for park restoration; parking is limited and ride sharing is encouraged.

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.

Alternating one hour legs of 4.2 miles between Belleville Community Park and Dot's Tavern form a last person standing race. The weekend also features 24 hour and 48 hour races on the same loop with distance buckles and prize pots.

Trail half and full marathons at High Cliff State Park near Sherwood, WI on September 20, 2026, featuring technical singletrack, prairie sections and escarpment views; cupless event with aid stations and a post-race pasta buffet.

Echo 136 in Whitewater, WI is a 136 mile ultramarathon on the Ice Age State Trail with a 55 hour cutoff and ten staffed aid stations. The course records about 11,148 ft gain and 10,961 ft loss.

A community road and trail event at Moraine Hills State Park offering 5K, 10K and half marathon distances with in person and virtual options Sept 1 to 27, 2026. Proceeds support the Friends of Moraine Hills State Park.

A timed 6 hour and 12 hour event on a 2 mile lakefront loop in Evanston that passes Northwestern University's campus. The race includes two aid stations, public fountains, handmade finisher awards, and a non alcoholic Hop Water for finisher..

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.

A multi duration trail event at Richard Bong State Recreation Area on Sep 26, 2026. Options include 3, 6, 12 and 24 hour formats, with both a Backyard 24 loop and a continuous 24 hour Ultra available.

A 3.62 mile cross-country race in Lovelace Park, Evanston, presented as a 6k course with a published course map and tiered entry fees for adults and youth.

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.

A fall trail event at Lapham Peak State Forest featuring timed 5K and 10K runs, accessible walk options, and a free 1K Smokey Bear run for children age 10 and under; participant shirts, awards, and post-event treats are included.

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.

A community 2-mile cross country run/walk at Glacier Creek Middle School with in-person and virtual options, evening and race-day packet pickup, live electronic results, and awards; proceeds support course upkeep and the high school cross-c..

A community 5k and a 54 yard dash on October 4, 2026 in Glendale with an out-and-back course on the Oak Leaf Trail. Registration includes all-day entry to Milwaukee's Original Oktoberfest at Old Heidelberg Park.

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.