Trail Running calendar near Sheboygan 2026-2027

Trail event at Crossroads at Big Creek with 2K, 5K and 10K options, chip timing, aid stations, and participant trees; proceeds support environmental education.

A farm-based cross country event at Scholl Farms in Montague, Michigan featuring 5K and 10K courses, a 1K kids race, a dog division, awards, potluck and optional tie-dyed shirts.

Push your limits at the Dawn to Dusk Endurance Run in Valders, Wisconsin, a timed trail event offering 6 to 24 hour formats on a scenic 4.5 mile lakeside loop. Live tracking and on site cabins make it an ideal weekend of endurance and camar..

A trail run and walk at Lapham Peak State Forest on July 11, 2026, raising funds for prairie management; events for adults and youth, first 100 registrants receive a T-shirt and run winners receive awards.

Cliff Runner 10K on July 19, 2026 in Sherwood, WI is a 10K trail run on mostly single track with rocks, roots, boulders and over 500 feet of elevation gain. Registration includes a T shirt and finisher medal and a share of proceeds supports..

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.

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.

A 10K walk/run on August 1, 2026, through the Nordic Trail System in Kettle Moraine State Forest with water refill stations, trail snacks, a cup-less policy, and donations supporting The Salvation Army.

A nine mile trail run at Kohler Andrae State Park in Sheboygan, WI with beach, boardwalk and inland trails. Single aid station on course, cupless refreshments, podium awards for top finishers and a commemorative finisher 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.

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.

Trail half and full marathons at High Cliff State Park in Sherwood, WI, featuring lake views, technical singletrack and prairie sections. The event is cupless, provides aid stations and a post race pasta buffet.

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.

Timed ultraruns in Southern Kettle Moraine Forest on Oct 10 to Oct 11, 2026. Solo runners or teams of up to four complete as many 3, 5, or 6 mile McMiller Trail loops as possible in 6, 12 or 20 hour formats.

Trail runs and a 1-mile walk at Fox Hill Nature Preserve on 10/11/2026, held to support conservation in the Cedar Lakes region; varied distances include 5K, 10K, a 1-mile walk, and a Kiddos 1K.

A fall ultramarathon on the Ice Age Trail near Greenbush, Wisconsin offering 50 mile and 50K out and back courses. Aid stations are spaced four to eight miles and the event is cupless with reusable cups provided at check in.