Upcoming Races Near Roscoe, IL - Matching: Trail Races

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McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

5K

Trail

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Tutty Baker Fest 5K

Freeport, IL

Saturday, July 11th, 2026

5K

Trail

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Casual Hikers 10k Walk/Run

Whitewater, WI

Saturday, August 1st, 2026

10K

Trail

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Registration Opens May 1, 2026

New Glarus, WI

Saturday, August 15th, 2026

5K

Trail

View details for race Registration Opens May 1, 2026

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

5K

15K

Trail

View details for race Highlander Assault Obstacle Race

Highlander Assault Obstacle Race

Pingree Grove, IL

Saturday, August 15th, 2026

5K

15K

Ultra

Trail

View details for race Highlander Assault Obstacle Race

Prairie Dog Trail Run

Verona, WI

Saturday, September 5th, 2026

5K

10K

Trail

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Hobo Trail Runs 10k-25k-50k

Rockford, IL

Friday, September 11th, 2026

Ultra

10K

Trail

View details for race Hobo Trail Runs 10k-25k-50k

Tiger 10 Miler - 9th Annual Trail Race

Byron, IL

Saturday, September 19th, 2026

10 Miles

Trail

View details for race Tiger 10 Miler - 9th Annual Trail Race

Fall Color Festival

Whitewater, WI

Saturday, September 26th, 2026

Ultra

Half

1 Mile

Trail

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Stone Bridge Half Marathon and 5k

Roscoe, IL

Saturday, September 26th, 2026

Half

5K

Trail

Fast

View details for race Stone Bridge Half Marathon and 5k

Autumn Leaf Run

Freeport, IL

Saturday, October 3rd, 2026

5K

Trail

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Fall into Fall Trail 5k

Janesville, WI

Saturday, October 3rd, 2026

5K

Trail

View details for race Fall into Fall Trail 5k

JAIMIE COX MEMORIAL RUN

Roscoe, IL

Saturday, October 17th, 2026

Trail

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Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

5K

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

5K

Trail

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Among the Trees

Dousman, WI

Saturday, October 31st, 2026

Ultra

Trail

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Abominable Trail Race

Lake Geneva, WI

Saturday, November 14th, 2026

5K

10K

15K

Trail

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Abominable Snow Race

Lake Geneva, WI

Saturday, January 30th, 2027

5K

10K

Trail

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ARKTOS

Dousman, WI

Saturday, February 27th, 2027

Trail

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