Trail Running calendar near West Bend 2026-2027

A mixed relay in Brookfield with four 3K legs per team and an optional 6K two person relay. Entry is $25 or $20 for USATF members and proceeds support the Brookfield Central Cross Country team.

The Casual Hikers 10K will take place in La Grange on Saturday 1 August 2026. You can run 10 kilometers.

A multi-format event at Pike Lake State Park on August 1, 2026 offering distances from a 0.6 mile kids run to a 13.1 mile half marathon, with shaded trails and post-race watermelon.

Sequoit Sunrise 5K in Antioch Illinois is a community fundraiser race supporting the cross country program. The route starts and finishes at Antioch Community High School and runs through McMillen and Osmond Parks, with concessions and musi..

A 9 mile trail run at Kohler Andrae State Park in Sheboygan with mixed surfaces including beach, boardwalk and woodland trails. Organized by TYDISH Running, the event has a single aid station and post run snacks for finishers.

A community run/walk in Brillion honoring Mike Ariens, featuring 10K, 5K and a Kids 1K on trails and downtown routes, with finish-line ice cream, commemorative bucket hats, medals, and shuttle service between venues.

Awarded OCR Buddy People's Choice, Highlander Assault in Pingree Grove IL offers 3K, 5K and 15K obstacle heats plus night and haunted 5K events.

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.

A community cross country style event at Lussier Stadium in Madison featuring a 5 km run and a 1 mile walk; established as a memorial and serving as a fundraiser for LaFollette High School middle school feeder schools.

Participate in the annual Kettle Klomp featuring a 5k run and a 2 mile walk on a scenic cross country course. This community event supports the local high school cross country team and offers awards for various age groups.

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 on August 29, 2026 at Richardson Adventure Farm offers 5K and 15K obstacle courses, an 8 hour Infinity option, and Mudder Village with food, music and finisher items.

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.

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 USATF certified chip timed family 5K run and walk through Pla-Mor Park and the Devil's River State Recreational Trail in Francis Creek, WI. The event includes a virtual option and proceeds support local first responders and community prog..

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.

Trail marathon and half marathon at High Cliff State Park near Sherwood WI on September 20, 2026, featuring Lake Winnebago views, technical single track and prairie sections. Aid stations, a postrace pasta buffet, and a cupless policy are p..

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

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.