Oswego
Walking Events Calendar near Oswego 2026-2027
Monthly updates for Oswego
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Explore the top walking events near Oswego for 2026-2027! We've gathered 79 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
Walkers do the Run/Walk on an indoor track at Oak Brook Park District, 1450 Forest Gate Road, Oak Brook IL, covering 1.25 miles (10 laps). Participants are assigned heats by age and gender and receive confirmations the week before.
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,..
Walkers use a 5K fast flat course through downtown Naperville, starting and finishing on Hillside Rd at Naperville Central High School. Walkers share the marked route with runners.
Walkers follow a scenic 5K (3.1 Miles) on the Danada Trail in Danada Forest Preserve, Naperville, starting at 3S580 Naperville Rd. The family friendly course suits all levels and runs alongside the running race with a Thanksgiving theme.
Walkers follow the 5K course from Babe's Tap at 755 S. Broadway in Coal City. The route goes south on Broadway to Reed Rd, loops through Cardinal Transport and returns on Broadway, with walking encouraged and holiday attire suggested.
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.
March 2027
Walkers can choose the 5K or 8K route starting at Bethlehem Lutheran Church on North 5th Avenue in St. Charles, IL. Packet pickup is available before and on race day, and walk entries take place alongside the running races.
April 2027
May 2027
Walkers can use the half marathon or 10 km routes on a flat, out and back limestone surface along the western portion of the Great Western Trail, alongside running races.
Walkers can take part in a 5K walk in downtown St. Charles at Mount Saint Mary Park Route 31 at Prairie Street, with a virtual option available.
June 2027
Walkers can join the scenic 2K Fun Walk from 300 N Grove Ave along the Fox River Trail; the untimed walk includes an entry bib, event tee shirt and team and family discounts.
Walkers can choose 5K or 10K on a closed scenic course from Old Mill Park, 5 East State Street, Geneva IL, with chip timing and post race cinnamon rolls and coffee. Packet pickup is at Dick Pond Athletics in St Charles or at Old Mill Park and..
July 2027
Walkers can use the 5K from Warrenville Recreation Center via the Illinois Prairie Path and Warrenville Grove; a 1 Miler follows and no strollers bikes or dogs allowed.