Upcoming Races Near Charleston, IL - Matching: Trail Races

Name: Kennekuk Road Runners - Members Only Meet The Backpack
Start: 2026-11-28
End: 2026-11-28
Location: Westville

Riley STRIDES for Diabetes Awareness 5K Walk/Run

Riley, IN

Saturday, April 25th, 2026

Featured

Trail

View details for race Riley STRIDES for Diabetes Awareness 5K Walk/Run

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Kirby Derby

Monticello, IL

Saturday, May 2nd, 2026

10K

Trail

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Buffalo Trace Trail Race

Mahomet, IL

Saturday, May 9th, 2026

Trail

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Clay County YMCA & Vigo County Conservation Clu...

Terre Haute, IN

Saturday, May 23rd, 2026

Trail

View details for race Clay County YMCA & Vigo County Conservation Club Trail Race 5k

The Trail Trot Cross Country 5K and Kid's Fun Run

Robinson, IL

Saturday, May 30th, 2026

1 Mile

Trail

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Champaign Firefighters Local 1260 5k

Champaign, IL

Sunday, June 7th, 2026

Trail

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Sullivan Dash & Bash

Sullivan, IL

Saturday, June 13th, 2026

1 Mile

10K

Trail

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Quick Quack Trail Run

Terre Haute, IN

Saturday, June 20th, 2026

Trail

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DINO Gravel Triathlon

Terre Haute, IN

Saturday, August 1st, 2026

10K

1 Mile

Trail

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Tom Short 5K

Shelbyville, IL

Saturday, August 1st, 2026

1 Mile

Trail

View details for race Tom Short 5K

45th Annual Wild Wild Wilderness Est. 1981

Oakwood, IL

Saturday, September 12th, 2026

Ultra

Trail

View details for race 45th Annual Wild Wild Wilderness Est. 1981

Sand Creek Trail Run

Decatur, IL

Saturday, September 12th, 2026

Trail

Fast

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5K Your Ways

Robinson, IL

Saturday, October 3rd, 2026

Trail

View details for race 5K Your Ways

Allerton Park Trail Run

Monticello, IL

Sunday, October 25th, 2026

Trail

View details for race Allerton Park Trail Run

Rattlesnake Master Run for the Prairie

Urbana, IL

Sunday, November 1st, 2026

10K

Trail

View details for race Rattlesnake Master Run for the Prairie

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

Westville, IL

Saturday, November 28th, 2026

1 Mile

Trail

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

Explore more in Charleston, IL

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Illinois races

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