Glenwood
Walking Events Calendar near Glenwood 2026-2027
Monthly updates for Glenwood
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Explore the top walking events near Glenwood for 2026-2027! We've gathered 92 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
Walkers can choose the 5K or 10K on the Chicago Lakefront Trail and sidewalks, starting at 111 N Jean Baptiste Pointe du Sable; water stations, toilets, gear check and strollers must start in the back.
Walkers have a non timed 2K route starting at Lake Co. Fairgrounds in Crown Point, with the 2K course staying inside the park on flat terrain. Dogs on non retractable leashes and strollers are allowed and an entry fee applies.
Walkers can choose a 1 Miles course that starts and ends at Healthy Happy Body in Elmwood Park. The family friendly route welcomes strollers and four legged companions and includes a short sleeve, bib and medal.
The Grove Express includes a 5K run/walk starting at Main and Grove Streets in downtown Downers Grove and winds through the Village on a USATF certified course. Walkers should note parking will be in high demand and organizers encourage walking,..
December 2026
Walkers are welcome on the 5k that starts and ends at Roc City Bar & Grill and winds through hilly Rockdale and West Park. Walkers should maintain a 20 min/mile pace or better and pets or strollers are not permitted.
Walkers can take the non timed 2K on the streets of Crown Point from First United Methodist Hall, 352 S. Main. Packet pickup is available the day before and the morning of the event; strollers are welcome and post event Santa, hot cocoa and treat..
March 2027
April 2027
Routes of 10 Mile and 5K start at Montrose Beach on the Chicago lakefront, featuring a climb over Cricket Hill and a Wilson track finish. Walkers are encouraged to register for the 5K.
June 2027
Walkers can follow the 5k course in Matteson from 20642 Matteson Ave, passing the Matteson bridge at mile 3 for a short challenging incline. The event is chip timed for walkers with a finish line clock, packet pickup at Matteson Community Center,..
July 2027
Walkers can choose a non timed 2K walk or the timed 5K, both at Lake Co. Fairgrounds in Crown Point. The course follows fairground paths around the lake, with early packet pickup available and on site race day pickup.