Upcoming Races Near Woodstock, IL - Matching: Trail Races

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The Universal Sole Summer Trail Challenge

Willow Springs, IL

Saturday, June 27th, 2026

10K

Trail

View details for race The Universal Sole Summer Trail Challenge

14th Annual Outrun the Cops 5K Run/Walk

Gurnee, IL

Saturday, June 27th, 2026

10K

Trail

View details for race 14th Annual Outrun the Cops 5K Run/Walk

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

Trail

View details for race McHenry Lakefront 5K & Kids Fun Run

Disability Awareness Walk, Run, Roll

Evanston, IL

Sunday, July 12th, 2026

Trail

View details for race Disability Awareness Walk, Run, Roll

Casual Hikers 10k Walk/Run

Whitewater, WI

Saturday, August 1st, 2026

10K

Trail

View details for race Casual Hikers 10k Walk/Run

Highlander Assault Obstacle Race

Pingree Grove, IL

Saturday, August 15th, 2026

15K

Trail

View details for race Highlander Assault Obstacle Race

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

15K

Trail

View details for race Highlander Assault Obstacle Race

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 Presente...

Byron, IL

Saturday, September 19th, 2026

10 Miles

Trail

View details for race Tiger 10 Miler - 9th Annual Trail Race Presented by Byron Bank

Stone Bridge Half Marathon and 5k

Roscoe, IL

Saturday, September 26th, 2026

Half

Trail

Fast

View details for race Stone Bridge Half Marathon and 5k

Fall Color Festival

Whitewater, WI

Saturday, September 26th, 2026

Ultra

Half

1 Mile

Trail

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Sweet Ride | Bike • Run • Walk

Willow Springs, IL

Saturday, October 3rd, 2026

Trail

View details for race Sweet Ride | Bike • Run • Walk

Fall into Fall Trail 5k

Janesville, WI

Saturday, October 3rd, 2026

Trail

View details for race Fall into Fall Trail 5k

JAIMIE COX MEMORIAL RUN

Roscoe, IL

Saturday, October 17th, 2026

Trail

View details for race JAIMIE COX MEMORIAL RUN

Haunted Highlander Assault Trail Run

Mchenry, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

Haunted Highlander Assault Trail Run

Pingree Grove, IL

Friday, October 23rd, 2026

Trail

View details for race Haunted Highlander Assault Trail Run

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

10K

15K

Trail

View details for race Abominable Trail Race

The Forge Trail Run Festival

Lemont, IL

Saturday, November 14th, 2026

10K

Half

Trail

View details for race The Forge Trail Run Festival

Winnetka Turkey Trot 2026

Winnetka, IL

Thursday, November 26th, 2026

Trail

Fast

View details for race Winnetka Turkey Trot 2026

Fox Valley Winter Challenge Trail Series 5k/8k/10k

Batavia, IL

Saturday, January 23rd, 2027

10K

Trail

Fast

View details for race Fox Valley Winter Challenge Trail Series 5k/8k/10k

Fox Valley Winter Challenge Trail Series 5K

Batavia, IL

Saturday, January 23rd, 2027

Trail

View details for race Fox Valley Winter Challenge Trail Series 5K

Abominable Snow Race

Lake Geneva, WI

Saturday, January 30th, 2027

10K

Trail

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Fox Valley Winter Challenge Trail Series 8K

Aurora, IL

Saturday, February 20th, 2027

Trail

View details for race Fox Valley Winter Challenge Trail Series 8K

ARKTOS

Dousman, WI

Saturday, February 27th, 2027

Trail

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Muddy Shamrock @ The Forge

Lemont, IL

Saturday, March 13th, 2027

Half

10K

Trail

View details for race Muddy Shamrock @ The Forge

Fox Valley Winter Challenge Trail Series 10K

St. Charles, IL

Sunday, March 14th, 2027

10K

Trail

View details for race Fox Valley Winter Challenge Trail Series 10K

UltraTrax Alpine Valley

Elkhorn, WI

Saturday, October 9th, 2027

1 Mile

Trail

View details for race UltraTrax Alpine Valley

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