Windsor
Walking Events Calendar near Windsor 2026-2027
Monthly updates for Windsor
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Explore the top walking events near Windsor for 2026-2027! We've gathered 8 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can do a 1 mile out and back on the scenic General Dacey Trail in Forest Park, Shelbyville. The walking option takes place alongside the Tom Short 5K trail race and includes post race refreshments and a family pool party.
Walkers can choose a 2 Miles Fun Walk or join the 5K Run/Walk, both starting at St. Anthony High School in Effingham. Early registration is $30 by July 21 and packet pick up is Friday from 3:00pm to 5:00pm and Saturday from 6:00am to 7:30am.
September 2026
A 5K walk starts at Moore Memorial Park and follows an all in town route through Arcola. The course uses town streets with aid stations, police escort and split times. Baby joggers or strollers are allowed for walkers only and must begin behind wal..
October 2026
Walkers can follow the 3.1 Miles run walk course starting in the south parking lot of Tuscola High School in Tuscola, IL and finishing with a lap on the TCHS football field track. The route uses school parking areas and the track and runs alongsi..
The walking option is a 1 Miles walk that starts and finishes at the Oconee Firehouse and follows scenic small town streets through Oconee. Registration includes a race bib, event t shirt, finisher's medal and post event refreshments and snacks.
June 2027
Walkers can choose 1 Mile, 3.1 Miles, or 6.2 Miles starting at Eastern Illinois University O'Brien Stadium. First aid stations will be available and finishers receive a medal; Run/Walk entries let walkers join runners.