Trail Running calendar near Williams Bay 2026-2027

A continuous loop trail race at Half Day Forest Preserve near Vernon Hills, Illinois. Runners complete repeated 3.1 mile loops toward a 40 or 50 mile total with a 12 hour cutoff and a fully stocked aid station each lap.

Looped trail event at Half Day Forest Preserve in Vernon Hills with a 5K loop and multiple distance options. The course runs on crushed limestone, gravel, and natural trails through woodlands, prairies, and riverfront scenery.

A 3.62-mile all-grass cross-country race at Lovelace Park in Evanston with individual and team entries, tiered entry fees by registration period, a performance shirt with entry, and a post-race awards gathering with food.

A technical trail race at Franklin Creek State Natural Area offering 5K and 10K routes with multiple creek crossings, hill terrain, and water stations. Proceeds support the Franklin Creek Conservation Association and custom awards are prese..

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.

Set on the crushed limestone trails of Danada Forest Preserve in Naperville on Sep 5, 2026, this USATF certified event offers a chip timed half marathon and 10K, finisher medals, pacers, live tracking, and shuttle parking from off site lots..

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 community run at Woodland Middle School in Gurnee on September 11, 2026, offering a 5K, 1 Mile, and a shirt only option. Proceeds support the Woodland PTA and confidential financial assistance for fees is available.

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.

A timed urban ultra at Horner Park offering 3, 6, and 12 hour options on a short paved loop. Hourly playful challenges, a single aid station, and two- or four-person relay options add variety.

A community fundraiser in Geneva with a 2.5 mile Lightning Run, a 1 mile kids race, and a Mini Road Race Rally for ages 3 to 8. Proceeds support the Geneva Park District Scholarship Fund.

A Backyard Ultra on the Rock River Parkway where runners repeat a GPS-verified 4.167-mile loop each hour until one remains. Entry is limited to 150 runners and includes an on-site aid station and crew zone.

Last Dot Standing in Belleville WI pairs hourly 4.2 mile runs between Belleville Community Park and Dot's Tavern until one runner remains. The weekend also features 24 hour and 48 hour races with buckles for 100, 150 and 200 mile finishes.

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.

Echo 136 in Whitewater, WI is a 136 mile trail ultramarathon on the Ice Age State Trail with a 55 hour cutoff and 10 aid stations. The event lists about 11,148 ft of ascent and is organized by TYDISH Running.

A looped trail event in Dixon, Illinois on September 26, 2026 offering distances from 8 miles up to 100 miles, with mixed singletrack and meadow terrain, two aid stations, crew access, and finish medals or a buckle for the 100 mile.

A multi-distance run and walk at Moraine Hills State Park on September 26, 2026 offering 5K, 10K and half marathon options plus a virtual period in September to support Friends of Moraine Hills State Park.

Experience the Bloomingdale Trail Run in Chicago featuring a timed 5K and short dashes for youth. This annual event offers a variety of distances on an urban trail for a family friendly day of running.

Timed 6 and 12 hour events on a 2 mile lakefront loop in Evanston with two aid stations, public water fountains, nearby parking, and a nonalcoholic finish beverage and finisher award.

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.