Pleasant Prairie
Walking Events Calendar near Pleasant Prairie 2026-2027
Monthly updates for Pleasant Prairie
Get new running races (and updates) in your inbox every month.
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.
August 2026
Walkers can enjoy a 5K route that starts at Festival Park, 5 Fifth Street, follows the Root River and finishes at 5th Street Yacht Club in Racine. Packet pickup is at Festival Park lobby and walkers receive post race refreshments and awards durin..
This event offers a 5K walk in Muskego near W182S8175 Racine Avenue and Veterans Memorial Park. Water stations are on course, strollers and wheelchairs are permitted, and registration is open until the start with same day packet pickup available.
Walkers can join the 5K course at Deerpath Community Park in Lake Forest, following a route through scenic neighborhoods. Ages 7 and up receive a souvenir T shirt, with refreshments and a raffle at the finish alongside the running races.
The event offers walkers a 5K route at Grant Park in South Milwaukee on park paths. Snacks and water are provided after the event and virtual participation is available, with an inclusive, community atmosphere.
The event offers walkers a 10 Miles course starting at Breezewald Park in Lake Zurich, running through streets and along the lake shore. Water and Gatorade are available on course, there is a 3 hour time limit, and no dogs, strollers, bikes or ro..
Walkers can join the untimed 1 mile walk or stroll from the sled hill at Century Park, following a course around Big Bear and Little Bear Lakes. The fun walk allows strollers at no cost and every registered participant receives a T shirt.
Walkers can complete a 5K on the park path at Willow Stream Park, 651 Old Checker Rd, Buffalo Grove. The route stays on park paths and runs alongside a community festival with food, sponsor booths and interactive games, with casual walkers welcom..
September 2026
Not timed 5K walk from St. Mary Parish School back lot at 9553 W. Edgerton Avenue through the neighborhood behind the school, event shirt included and children must be chaperoned.
Walkers can choose a 5K or 1 mile route starting at Lions Park along the Fox River, with in-person and virtual options. Parking is at 400 Lincoln Ave and race packet pick-up occurs on race day.
Offers 5K and 1.5 mile fun walk options starting at 1154 Rte 173 in Spring Grove, IL alongside the running races. Walkers and strollers welcome, with food trucks and kids activities on site; proceeds support a new inclusive Adventure Playgrou..
Walkers can complete a 5K loop at Three Oaks Recreation Area, starting and finishing at Pavilion A along the path around the lake. The course is stroller friendly but not dog friendly, and refreshments and water are provided.
Walkers can choose 1 Mile or 3.1 Mile routes through Independence Grove Forest Preserve in Libertyville, IL. Race day registration and packet pick up are available and the walk takes place alongside the 5K run.
Walkers can choose a 3.1 Miles 5K or a 1 Mile family walk through Independence Grove Forest Preserve in Libertyville, IL. Registration is $35 for the 5K or $35 per family for the 1 Mile and packet pickup is available.
Walkers follow a 3.1 Miles course on the College of Lake County campus in Grayslake, passing campus and community spaces. The event is family and dog friendly, includes a resource fair and a participation t shirt with registration, and welcomes w..
1 Miles family walk at Ravinia Festival in Highland Park, starting alongside the 5K with walkers asked to line up behind runners. All participants must pick up race packets at Indian Trail School; fees apply and proceeds fund need based scholarsh..