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Walking Events Calendar near Litchfield 2026-2027

Monthly updates for Litchfield

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Explore the top walking events near Litchfield for 2026-2027! We've gathered 7 great walks in the area. Check out our detailed list below to find your next local walk.

August 2026
Aug
29
Sa

Route 66 5k Alien Chase Run/Walk

Road Race Walk 5 km
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
Sep
12
Sa

Solidarity Sidekick down Route 66 - Divernon

Road Race Walk
Solidarity Sidekick down Route 66 - Divernon Walkers follow a 6.6K Route 66 course beginning at the restored historic gas station at Corner of Brown St & Reichert Rd, Divernon. The course offers vintage Route 66 charm and includes a shared 2.1 miles Sidekick segment with Enric, open to..
Sep
12
Sa

Get Your Kicks 5K

Road Race Walk 5 km
Walkers follow a mostly flat 5K course that begins on the scenic CAH&C Wellness Path and winds through Carlinville's quiet streets and the Anderson Mansion grounds. A family friendly ½ Mile fun course also starts at Carlinville Area Hospital..
Sep
13
Su

Solidarity Sidekick Down Route 66 - Waggoner

Road Race Walk
Solidarity Sidekick Down Route 66 - Waggoner A peaceful rural Route 66 walk of 6.6K at the Our Lady of the Highway Shrine in Raymond offers countryside views and a quiet, reflective setting. Walkers join Enric for a 2.1 mile shared Sidekick segment, the stop is open to all paces and inc..
Sep
14
Mo

Solidarity Sidekick Down Route 66 - Litchfield

Road Race Walk
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.
Sep
15
Tu

Solidarity Sidekick Down Route 66 - Staunton

Road Race Walk
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..
Sep
26
Sa

Miles for Marshall 5K Trail Run

Trail Run Walk
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.
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