Upcoming Races Near Charleston, IL - Matching: Trail Races

Name: Allerton Park Trail Run
Start: 2026-10-25
End: 2026-10-25
Location: Monticello

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

Altamont, IL

Sunday, November 16th, 2025

Featured

Trail

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

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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

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

Westville, IL

Saturday, November 29th, 2025

1 Mile

Trail

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

44th Annual Kennekuk Road Runners - Siberian Ex...

Oakwood, IL

Saturday, January 3rd, 2026

Ultra

Trail

View details for race 44th Annual Kennekuk Road Runners - Siberian Express Trail Race Est. 1984

Kennekuk Road Runners - Mountain Goat

Oakwood, IL

Saturday, March 21st, 2026

10K

15K

Trail

View details for race Kennekuk Road Runners - Mountain Goat

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

Allerton Races

Monticello, IL

Saturday, April 11th, 2026

Half

10K

Trail

View details for race Allerton Races

Kirby Derby

Monticello, IL

Saturday, May 2nd, 2026

10K

Trail

View details for race Kirby Derby

Kennekuk Road Runners - Wild Wild Wilderness

Oakwood, IL

Saturday, September 12th, 2026

Ultra

Trail

View details for race Kennekuk Road Runners - Wild Wild Wilderness

Sand Creek Trail Run

Decatur, IL

Saturday, September 12th, 2026

Trail

Fast

View details for race Sand Creek Trail Run

Allerton Park Trail Run

Monticello, IL

Sunday, October 25th, 2026

Trail

View details for race Allerton Park Trail Run

Explore more in Charleston, IL

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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