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Walking Events Calendar near Cary 2026-2027

Monthly updates for Cary

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Explore the top walking events near Cary for 2026-2027! We've gathered 101 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
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.
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 join a 5K or kids 1/3 mile dash on scenic limestone and asphalt paths at Mallard Lake Forest Preserve Bloomingdale with certified course and flush toilets.
Walkers can choose 5K or 1 mile routes at 702 Locust Road in Wilmette, IL alongside the running races. All ages and abilities are welcome and registered participants receive a commemorative T shirt at check in.
In person or virtual 5K walk through Herrick Lake Forest Preserve, starting and finishing at the East Shelter off Butterfield Road, with a forest bathing focus.
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 1 mile fun walk at Prairie Park, 3rd & North St, Elburn; the course crosses the rail line on the Anderson Road bridge and offers countryside views.
Walk a 5k course starting and finishing at Two Brothers Tap House in Warrenville, Illinois, with a finish line celebration alongside the 5k run.
Walkers follow a neighborhood 5K starting and finishing at St. Monica Academy 7100 W Carmen Ave, plus a 100 yard Mini Mustang Dash for kids 7 and under.
Walkers may enter only the 4 miles on twisting single track trails at Paul Douglas Forest Preserve in Hoffman Estates, with three water stations and course support 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 choose a 3.1 Miles route or a 0.5 Miles kids course through Downtown Skokie around the Backlot Bash grounds, with the event based at 5215 Oakton St. Walkers share the course with runners and receive a T shirt; the 5K is on a USATF..
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 hike Skokie Lagoons trails in Winnetka through woodlands and wetlands at sunset under the rising full moon; family friendly, adult chaperone required, no food provided.
Walkers can use the 5K course or join 5K and 10K team entries on a wooded route at James Pate Phillip Park, 2050 W Stearns Rd, Bartlett IL, with portable toilets and race day registration.
5K walk on the Fox River Trail from Bethlehem Lutheran Church parking lot in St. Charles; course shares the start with the 10K and includes a food tent and finisher medal.
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.
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