Trail Running calendar near Sheboygan 2026-2027

Enjoy a scenic seasonal run through the trails of the Brown County Reforestation Camp followed by a fresh pancake breakfast. Participants can choose between a 5K or a family fun run with sweet treats waiting at the finish.

Join a long-standing Waukesha tradition featuring marathon and shorter distances plus new rucking categories. Support local parks while enjoying a professionally managed event on scenic city trails.

Experience a seven month trail adventure through the scenic parks of Waukesha County. Choose from running, walking, or rucking across distances ranging from 5K to a Half Marathon.

Event Details The NK50k is an annual fun run scheduled for April 11. It features 50K and 25K distances. The event is a point-to-point tour on the Ice Age Trail in the Northern Kettle Moraine State Forest, starting from the Ridge Road Trailh..

Participate in a two mile run or walk through the scenic 120 acre Southern Door School campus. Enjoy a course of gravel and woodland trails while supporting local students and staff in Brussels Wisconsin.

Experience a unique chip timed race in Belgium featuring road and trail sections through Harrington Beach State Park. Choose between a fast 5k road course, a 10k hybrid trail run, or a scenic half marathon with Lake Michigan views.

Experience the diverse landscapes of Shiocton at the Navarino Nature Center Trail Run. Run or walk through forests and across bog boardwalks to support environmental education and local trail improvements.

A low-impact trail event at Lapham Peak Park offering distances from a Kiddos 1K to a half marathon, with ruck and walk options, cupless aid stations, and proceeds benefiting Tall Pines Conservancy.

Experience an off road cross country style event at the PM Conservation Park in Ludington. This 5k run or walk is open to all ages and abilities with prizes for various age groups and master categories.

Experience Door County's first trail run at the Crossroads at Big Creek Nature Preserve with 2K 5K or 10K courses that reward participants with a native tree.

The Dawn to Dusk Endurance Run takes place on the trails of Camp Sinawa in Valders, Wisconsin. Runners can choose from multiple timed events on a challenging 4.5-mile loop with varied terrain.

Take on the Cliff Runner 10K on July 19, 2026 at High Cliff State Park, a rugged singletrack course with rocks, roots and steep climbs. Registration includes a Cliff Runner tee and finisher medal, with proceeds to Purdy Nature Preserve.

Experience a cross country trail run through the fields of Jazz Blueberry Farm in Shelby. Choose between 10k, 5k, and 1 mile distances before enjoying the opportunity to pick fresh blueberries on site.

This 10k walk/run explores the trails of Kettle Moraine State Forest in Wisconsin. It's a cup-less event with water refills and snacks provided. A portion of donations supports The Salvation Army.

Thanks Sandy is a 9 mile trail run through the scenic Kohler-Andrae State Park in Wisconsin. With a flat course along Lake Michigan and a boardwalk section, it offers a unique evening race. All finishers receive a commemorative token.

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.

Take on a scenic one mile loop at Lapham Peak with 24, 12, and 6 hour timed options or set distance goals like a marathon or 50 miles. Lighted night laps, a stocked aid station, and a welcoming club vibe make every lap count.

Twisted Roots is a trail running event at Wisconsin's High Cliff State Park, featuring marathon and half marathon distances. Runners will experience a mix of technical single track and prairie terrain with views of Lake Winnebago. The cuple..

Event Overview The HELP in Motion Trail Run takes place from October 1 to 31, 2026. The event raises awareness about domestic violence, honors lives lost, and supports survivors. Event Details Participants can choose from an in-person trail..

Tackle a 1.5-mile farm-themed obstacle course at Heim's Hillcrest Dairy. The event features challenges like feeding calves, flipping tires, and climbing hay bales. Afterwards, enjoy a yogurt bar and an optional farm tour.