Woodstock
Walking Events Calendar near Woodstock 2026-2027
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Explore the top walking events near Woodstock for 2026-2027! We've gathered 58 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can choose the 3K Walk 1.9 Miles starting at Carpenters Park, with dogs and strollers welcome. Starts are staggered so walkers follow runners, and the route runs through park and community festival surroundings during Jamboree Days.
Walkers can take the 5K course on scenic wide limestone and asphalt paths at Mallard Lake Forest Preserve in Bloomingdale IL with flush toilet bathrooms and a virtual option.
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..
The 1 mile fun run/walk starts and ends at Prairie Park (3rd and North St, Elburn, IL), crossing the Union Pacific line via Anderson Road bridge with countryside views.
Walking only participants are limited to the 4 miles course at Paul Douglas Forest Preserve in Hoffman Estates on twisting singletrack trails; course support is removed at 12:00 Noon.
A stroller friendly 1 mile fun walk at Century Park starting from the Sled Hill, untimed and alongside the 5K; participants receive 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..
Walkers can take part in the 5K at James Pate Phillip Park, 2050 West Stearns Road, Bartlett IL, on a course that goes into the park woods and allows team entries including walkers. Race day registration is 6:45 to 7:45 am and portable restrooms..
The event offers a 5K walk on the Fox River Trail from the Bethlehem Lutheran Church parking lot in St. Charles, with race day packet pickup opening at 6:30 AM.
Walkers can join a 1 Miles community walk at Community Park in South Barrington, IL, held alongside the 5K run and 5K ruck. The walk is open to individuals and families of all fitness levels.
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.
Walk the 1.2 Miles route starting and finishing at Oregon Avenue and S 1st Street (VFW Post 2298) in downtown West Dundee, with water near the start and finish and a mile 1 stop.
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 choose a 1 mile route at Cronin Park in Arlington Heights across from South Middle School. The event runs with a 5k and offers street parking, a Highland Sigwalt garage and a school lot for handicapped parking.
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 may choose the 5K course or an optional 1K youth walk through scenic neighborhood streets starting at 898 Glen Oak Dr, Sleepy Hollow, IL 60118. The event is family friendly and open to all ages alongside the running race, with proceed..