Trail Running calendar near Sheboygan 2026-2027

We have found 36 Trailruns within 80 miles of Sheboygan. See below where and when you can find the races.

A weekend of trail running at Jazz Blueberry Farm in Shelby Michigan featuring 5K, 10K, a 1 Mile fun run and a 24 hour team relay with onsite camping and team sizes from 1 to 10 runners.

Trail runs of 5K and 10K through pine forest and creek ridges in Whitehall, Michigan on July 25, 2026. The event includes a free kids run, award categories, a discounted pancake breakfast and festival activities.

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.

August 2026

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.

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.

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.

Trail races on August 29 and 30, 2026 offering 50 Mile, 50K, 26.2 Mile and 13.1 Mile distances. Registration is closed and a wait list will be available; organizers state the race includes notably large finisher medals.

September 2026

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 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..

Apple A Day 5K in Silver Lake, Michigan is a 5K run on a wooded seasonal road near the Silver Lake Sand Dunes on September 12, 2026. The non timed event supports a volleyball team and includes overall awards plus random prize drawings.

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..

Join this trail event at Minooka Park featuring half marathon 10K and 5K distances. Participants can choose between running walking and rucking on a scenic course with shaded trails and a notable hill challenge.

October 2026

A monthlong October event with a virtual 99 kilometer challenge and in-person 2K, 5K and 10K trail races at SnowKraft Nordic, honoring lives lost to domestic violence and supporting survivors and local services.

A farm based obstacle course at Heim's Hillcrest Dairy in Algoma covers about 1.5 miles with tasks such as feeding calves and climbing over hay bales. Registration opens July 1 with an early price of $20 until September 1.

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.

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.

A loop-based trail ultra in Eagle, Wisconsin offering 6, 12 and 20 hour formats for solo runners or relay teams up to four people, set on three mapped autumn loops through the Southern Kettle Moraine Forest.

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