Trail Running calendar near Sheboygan 2026-2027

Celebrate the season with a 5K run through the scenic trails of Brown County Reforestation Camp. Finishers get a bottle of local maple syrup, and a pancake breakfast is included. The event also features a family-friendly fun run and support..

Experience a historic Waukesha tradition featuring a flat and scenic course through local parks and paved trails. With distances ranging from a kid friendly 1K to a full marathon, this event supports the local park system.

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..

The Conservation Chase is a trail running event at Lapham Peak State Park supporting local conservation. Choose from distances including a half marathon, 10K, 5K, and ruck or walk options. It's a cupless race with proceeds benefiting the Ta..

Pere Marquette XC 5k at PM Conservation Park in Ludington on May 17 invites runners and walkers of all ages to a scenic off road 5k. Dogs are welcome and top finishers earn awards across age groups.

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.

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.

This trail run event takes place at a blueberry farm in Shelby, Michigan. Participants can choose from a 5K walk/run, a 10K run, or a 1-mile fun run on a cross-country style course. Registration is available on race day, and early sign-up i..

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.

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..

A fall event at Zachariah's Acres in Oconomowoc that raises funds for children with special needs. Routes include a half marathon, two 5K options including ruck, and a one mile family walk and roll through prairie and woodland scenery.

Run or walk through the beautiful Fox Hill Nature Preserve this fall. Choose from trail runs, a walk, or a kids' race, all supporting local land conservation. Experience deciduous forests, restored prairies, and scenic glacial moraines.

Join the charity trail run or walk in Denmark, Wisconsin. Choose your distance for canicross with your dog or go solo on the wooded trails. The event includes a costume contest and supports the Crisis Cafe.

Misty's Legacy is a virtual 100-mile challenge supporting the preservation of the historic Beebe Ranch. Participants walk, run, ride, or cycle at their own pace, tracking progress for a commemorative medal. The event is open to all and oper..