Wisconsin
Wisconsin Walking Events Calendar 2026-2027
Monthly updates for Wisconsin
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Explore the best walking events in Wisconsin for 2026-2027! Our updated list features 221 great walks across the region. Find your next walk in Wisconsin below and join the walking community at these great events!
November 2026
Walker division in the Chilly Willy Winter Walk Series in Oconomowoc (1327 Wall Street) includes a 2 mile walk option. Walkers should stay to the right on course and a hot chocolate bar is provided after each race.
Walkers have an untimed 1 Miles fun walk or run starting at Fort Atkinson High School. The event also includes a neighborhood 3.1 Miles 5K and a 12K course that passes through oak savannah, marshes, wetlands and prairie.
Walking options include 5K and 10K routes along the Mariners Trail beside Lake Michigan, starting at The Inn on Maritime Bay (101 Maritime Drive, Manitowoc, WI 54220). Water is provided, early packet pickup is available at the Inn, and walker..
Community 5K run and walk through the streets and trails of Hewitt, suitable for walkers of all ages and abilities. Packet pickup and the post event celebration are at Yellowstone Park Pavilion, with walkers sharing the route alongside the runnin..
Walkers can do a 1 Mile untimed walk or a 5K run/walk at Yellowstone Golf Course in Blanchardville, WI. The 5K has no water stations on course so walkers should bring water; a water table is at the finish.
Walkers get a flat neighborhood course from Badger State Brewing Company with a 3.1 miles option welcoming all ages and paces. A very short untimed option of 54 yards offers the event atmosphere without the miles.
Options include the 5K and Half Marathon at West De Pere High School, De Pere WI on certified, stroller friendly courses. Indoor facilities, water stations, porta potties and post race food support walkers.
Walkers can join the 1 Mile walk in waves at Sheboygan Jaycees Quarryview Center and Evergreen Park for an on foot sneak peek of the Making Spirits Bright holiday lights. Children 12 and under register to walk for free and walkers receive complim..
Walkers can choose the 3K course starting at W173S7743 Westwood Dr in Muskego, touring historic Pioneer Drive and wide subdivision streets. Walkers are not timed, dogs are allowed on the walking portion, and t shirts are guaranteed for those regist..
The walk covers 3.1 Miles, starting and finishing at YMCA Dickinson Center in Iron Mountain on beautiful neighborhood streets. It is family, stroller and pet friendly with packet pick up on race morning, music and a post event gathering.
The 2 Miles walk in Cedarburg follows local roads near Covered Bridge Rd; walkers park at the church and walk north to the school start line, entering through the school athletic entrance at 1425 Covered Bridge Rd. The course is dog and stroller..
An untimed 5K walk runs through Fitchburg Business Park at 5200 E Cheryl Pkwy with a community race village on site. In person walkers receive a race shirt or hoodie, knit hat, snacks and water, and free coffee and hot chocolate.
Walkers can complete a 5K course starting at 1919 Alliant Energy Center Way in Madison, WI, with untimed and virtual options alongside the timed races. A kids dash and a kids 5K fun run are also offered.
Walkers choose 5K or 8K routes that start and finish at McKinley/Veterans Park on N. Lincoln Memorial Drive. Water stations provide water; course limits are 1 hour 20 minutes and 1 hour 30 minutes respectively; strollers allowed.
Walkers choose 2 Mile or 5 Mile routes from Johnsonville Tailgate Village on Lombardi Ave near Lambeau Field. Walkers and strollers line up at the back; dogs go on the 2 Mile and snacks and pumpkin pie are at the finish.