Upcoming Races Near Charleston, IL - Matching: Trail Races

Name: Kirby Derby
Start: 2026-05-02
End: 2026-05-02
Location: Monticello

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Over the River and Through the Woods 5k and Mor...

Montezuma, IN

Saturday, September 27th, 2025

Trail

View details for race Over the River and Through the Woods 5k and Morning Fest

5K Your Ways

Robinson, IL

Saturday, October 4th, 2025

Trail

View details for race 5K Your Ways

Allerton Park Trail Run

Monticello, IL

Sunday, October 26th, 2025

Trail

View details for race Allerton Park Trail Run

Rattlesnake Master Run for the Prairie

Urbana, IL

Sunday, November 2nd, 2025

10K

Trail

View details for race Rattlesnake Master Run for the Prairie

On the Move for Men's Health 5k and 4-Hour Endu...

Altamont, IL

Sunday, November 16th, 2025

Trail

View details for race On the Move for Men's Health 5k and 4-Hour Endurance Challenge

Kennekuk Road Runners - Members Only Meet The B...

Georgetown, IL

Saturday, November 29th, 2025

1 Mile

Trail

View details for race Kennekuk Road Runners - Members Only Meet The Backpack

VICTORY RACES - Marathon, Half, and 5K

Hillsdale, IN

Saturday, April 11th, 2026

Marathon

Half

Trail

View details for race VICTORY RACES - Marathon, Half, and 5K

Kirby Derby

Monticello, IL

Saturday, May 2nd, 2026

10K

Trail

View details for race Kirby Derby

Explore more in Charleston, IL

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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