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Walking Events Calendar near Grayslake 2026-2027

Monthly updates for Grayslake

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Explore the top walking events near Grayslake for 2026-2027! We've gathered 62 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
The event offers a 5K walk at Village Green, 50 S. Emerson St, Mount Prospect, IL, as part of a community gathering honoring those impacted by cancer. All ages are welcome and walkers share the course with runners. T shirt availability after Sept..
Walkers take on a 3.1 Miles course starting and finishing at the parking lot of Notre Dame College Prep High School in Niles IL. The walk is alongside the running races and participants pick up a participation medal at the event.
The event includes a USTF certified 5K walk that begins at the Gail Borden Public Library, 270 N. Grove Ave., Elgin, IL 60120. The route runs amid a Day of the Dead cultural festival with music, food, dancing catrinas and a marketplace.
Walkers follow an out and back paved bike trail from North Beach Oasis with Lake Michigan views for a 5K, with parking available nearby.
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 choose 10 km, 5 km or a family 1 mile at Richardson Adventure Farm, Spring Grove, IL on courses through a corn maze on dirt and gravel trails. Free parking and water stations are provided.
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 5K Fitness Walk starts and finishes at Proesel Park (7055 N. Kostner Ave) on a flat scenic road marked course through Lincolnwood. Strollers and wheelchairs are allowed, registered walkers get a long sleeve shirt and finisher medal.
Walkers can choose 2 Miles or 5 Miles routes starting at Harper College Health and Recreation Center, 1200 W. Algonquin Rd., Palatine, IL. The walks run alongside the running races as part of this family Thanksgiving Day event.
Walkers can use the 5K course beginning and ending at Jackman Park on a primarily flat, paved route through the tree lined streets of Glenview's Swainwood neighborhood. Packet pickup is at Hickey Hall with morning pickup at the Jackman Park gazeb..
Walkers follow a 5K course at South Middle School in Arlington Heights near 400 S HIGHLAND AVE, alongside the running races and a 5K wheelchair division. Entry is a $20 donation and proceeds benefit the Wheeling Township Food Pantry.
The event offers a 5K walk starting and finishing at Festival Park, 5 Fifth Street in Racine. The route uses the Lake Michigan Pathway, is event timed with shoe tag timing, and includes a finisher medal and goody bag for walkers.
December 2026
Walkers can join the untimed 1 Mile walk starting at 220 West Campbell in Arlington Heights. The walking only event takes place alongside the running races and carries a $45.00 registration fee.
The walking only Stroll covers 1 mile through the streets of Uptown Park Ridge near 1500 Stewart Ave, running alongside the event's other races. Packets with tee shirts and Santa hats are distributed at Centennial Park on race day.
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