Pleasant Prairie
Walking Events Calendar near Pleasant Prairie 2026-2027
Monthly updates for Pleasant Prairie
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Explore the top walking events near Pleasant Prairie for 2026-2027! We've gathered 38 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
Walks of 1 mile or 3.4 miles loop around the lake starting at Three Oaks Recreation at 5517 Northwest Hwy, Crystal Lake, IL 60014. Registration is free and refreshments, snacks, t shirts and a raffle are available.
October 2026
Walkers can choose 1 Mile or 5K on a looped park course that starts and finishes by the playground at Lippold Park in Crystal Lake; 10K is two loops.
Walkers can choose 5K or 1 Mile routes that start and finish at Stanger Park by Algonquin Road School on the scenic streets of Fox River Grove with race day registration.
Walkers can choose a 1 mile option or a 5k course through Independence Grove Forest Preserve in Libertyville. Proceeds support health and wellness initiatives for patients, teammates, and community members.
Walkers can do 10 km, 5 km or a 1 mile family route at Richardson Adventure Farm, Spring Grove, over dirt and gravel trails through a corn maze; free parking and water.
Walkers follow a 3.1 miles route on paved trails at Campus Park in Mt Pleasant, WI, with parking available throughout the park. This is a night event so walkers should wear bright colors and lights and race day packet pickup is at the 5Kevents tr..
Walkers can choose 1 mile, 2 mile, or 3 mile routes starting at 511 North Lake Zurich Road, Barrington, IL. Walkers may also participate virtually and create a personal fundraising page linked to the event.
Walkers follow a 3.1 Miles route through the streets of Lincolnshire, starting at Half Day Brewing Company in Lincolnshire IL. The walk runs alongside the 5K and concludes with a post race gathering at Half Day Brewing Company.
The event offers walkers a 3.1 Miles 5K Walk from Cupertino Park along the paved Oak Leaf Trail beside Lake Michigan through south shore parks, with lake views and wooded sections. Walkers join runners and ruckers on an organized paved course.
November 2026
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..
Walkers can choose 5K or 8K courses starting in downtown Long Grove at 308 Old McHenry Rd, mostly on paved roads with water stations and a finish at the covered bridge.
December 2026
Walkers have an untimed 3K walk starting at 611 West Main Street in Waterford, Wisconsin, for fresh air and Christmas spirit alongside the on site 5K run. The walk is non competitive, includes a virtual walker option, and T Shirt or Beanie orders..
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..