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Walking Events Calendar near Greenville 2026-2027

Monthly updates for Greenville

Get new running races (and updates) in your inbox every month.

Explore the top walking events near Greenville 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
Walk 10K, 5K or 2K from St Paul Catholic Church Grounds Ninth and Lemon Sts on paved tree lined streets, slightly hilly, with mile markers and water stops.
The 5K walk starts at The Pink Elephant Antique Mall in Livingston, IL along part of Old Route 66. Registration is available online or on race day; walkers are in a combined age group and receive a T shirt, water station and finisher medal.
September 2026
The 2M walk takes place at a new location alongside the 5K run and features community event activities.
Solidarity Sidekick Down Route 66 - Litchfield The event offers walkers a 6.6K Route 66 course starting at the Ariston Café in Litchfield. Participants join a 2.1 mile shared Sidekick segment past historic neon and classic Route 66 architecture, open to all paces.
Solidarity Sidekick Down Route 66 - Staunton Walkers follow a 6.6K Route 66 course beginning at Henry's Rabbit Ranch in Staunton, passing vintage signage, VW Rabbit displays, and quirky roadside attractions. Participants join a shared 2.1 mile Sidekick segment with the solo runner as a..
The event offers walkers a 5K route on scenic trails at Patriot's Park in Greenville IL. Walkers participate alongside runners and support children and families affected by childhood cancer.
October 2026
Walkers can choose 5K, 10K, or a 1 mile fun run at Dam West Beach 801 Lake rd, Carlyle, with both in person and virtual 5K/10K options alongside the running races. Onsite vendors, a basket raffle and food trucks provide participant am..
The Copper Penny Spirits Halloween Eve 5K Walkers start and finish at The Copper Penny on a clean, safe 5K route that winds through the heart of Vandalia amid twilight, small town charm and porch lights.
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