Trail Running calendar near Williams Bay 2026-2027

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.

Trail 5K and 10K at Franklin Creek State Natural Area featuring creek crossings, hilly technical terrain, and proceeds benefitting the Franklin Creek Conservation Association.

Timed ultrarunning at Lapham Peak State Park with 24, 12 and 6 hour options plus a distance division for marathon and longer targets. One mile loop, chip timing, an aid station, and a cupless refill policy.

USATF-certified half marathon and 10K through Danada Forest Preserve in Naperville with chip timing, finisher medals, pacers, and shuttle parking options.

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.

A multi day event in Belleville WI with a Last Dot Standing format between Belleville Community Park and Dot's Tavern plus 24 and 48 hour races and long distance buckles.

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.

A 136 mile ultramarathon on the Ice Age State Trail through Kettle Moraine State Forest with nine staffed aid stations and substantial elevation change.

A multi-loop trail event in Dixon IL using a roughly 7.85 mile loop with distances from 8 miles to 100 miles across singletrack, meadow, and gravel surfaces.

Trail races at Moraine Hills State Park with 5K, 10K and half marathon options, plus a virtual option from Sept 1 to Sept 27, 2026.

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.

A 10th annual farm-based 5k trail run and family day in Fort Atkinson, WI supporting A-T research with in-person and virtual participation options.

The Hustle Up the Hill will take place in Warrenville on Saturday 26 September 2026. You can run 30 texts.unit_min.