Wisconsin
Wisconsin Walking Events Calendar 2026-2027
Monthly updates for Wisconsin
Get new running races (and updates) in your inbox every month.
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!
January 2027
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.
The event offers walkers a 1.75 Miles walking only course at Frame Park in Waukesha on a fast, flat route that winds along the Fox River. The walk runs alongside the running races and other JanBoree winter activities.
February 2027
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.
March 2027
Walk the 5K course beginning and finishing in downtown Grafton at 1308 Wisconsin Avenue on a family and stroller friendly route. Walkers are alongside the running races and receive a long sleeve tech top and finisher medal.
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.
A family friendly 2 Miles walk starts and finishes at Lucky Chucky's Beach Bar & Grill in Oconomowoc. The route runs in a festive St Patrick's Day atmosphere alongside the running races and includes a post event celebration at the venue.
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.
The 5K Walk covers 3.1 Miles and starts at 810 W College Ave in the E.B. Shurts Building, Fox River Sanctuary. Route follows the smooth scenic Glacial Drumlin and Fox River Trails alongside other event races.
April 2027
Walkers can take a 3.1 Miles course starting at The Fusch Center on the RAMC Campus in Reedsburg, held alongside the event's running races. The route benefits local veterans organizations and the RAMC Foundation.
A relaxed 3K walk at Greenfield Park in Milwaukee on a fast, scenic loop course suitable for all ages. This non competitive, family friendly walk runs alongside the 5K event and includes a long sleeve tech shirt, finisher medal and post event foo..
May 2027
Walkers can choose the Half Marathon Walk of 13.1 Miles from Anderson Complex, following a scenic route through Stoughton. The timed course has a 5 hour time limit and on site parking and restrooms.
Walkers can choose a timed 3.1 Miles 5K Walk or an untimed 1 Miles Memory Walk starting at 1010 N. Lincoln Memorial Drive in Milwaukee. The event includes a Mental Health Resource Village with local nonprofits and support information.
The event includes a 5K run walk in Cedarburg, Wisconsin on a chip timed, fast and certified course. Walkers can use packet pick up at Cedarburg High School or earlier pickup days and will find post race food, music and awards alongside the runni..
June 2027
Walkers follow the 2 mile course from Village Green at Fowler Lake, along an isthmus between two lakes with a short neighborhood loop back. Finish line booths provide water and snacks and walkers receive a finisher medal.
July 2027
Walkers can take the 4 Miles course at Chetek City Beach, with timing chips provided for all participants. The walk runs alongside the event races and a kids 0.5 Mile for children 10 and under.
Walkers follow the 5K route from Wanderoos Ball Park in Amery as part of the town celebration with a parade and postrace events. Military and First Responders receive complimentary onsite registration with ID, and ages 0 to 5 walk free; commemora..
October 2027
Walkers can choose 7 miles, 14 miles, 21 miles, or 28 miles on Alpine Valley trails in Elkhorn, WI, across forested hills, twisting single track and steady ascents. The course is well marked with well stocked aid stations and a 10 hou..