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Upcoming Races Near Kenosha County, WI - Matching: Trail Races

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DoLittle Marathon

Waukesha, WI

Saturday, September 13th, 2025

Marathon

Half

10K

Trail

Fast

View details for race DoLittle Marathon

Procrastination Run

Waukesha, WI

Saturday, September 20th, 2025

Half

10K

5K

Trail

View details for race Procrastination Run

Fall Color Festival

Whitewater, WI

Saturday, September 27th, 2025

Ultra

Half

1 Mile

Trail

View details for race Fall Color Festival

District 112 FUNd Run and Family Walk

Highland Park, IL

Saturday, September 27th, 2025

5K

1 Mile

Trail

View details for race District 112 FUNd Run and Family Walk

Run Through The Decades 6K/7K/8K/Half - Milwaukee

Glendale, WI

Sunday, September 28th, 2025

Half

Trail

View details for race Run Through The Decades 6K/7K/8K/Half - Milwaukee

Lapham Peak Colorama Run/Walk

Delafield, WI

Saturday, October 4th, 2025

5K

10K

Trail

View details for race Lapham Peak Colorama Run/Walk

Fall Trail Classic 2.0

Marengo, IL

Saturday, October 4th, 2025

1 Mile

Trail

View details for race Fall Trail Classic 2.0

The Milwaukee Beer Run 5k & .05k

Glendale, WI

Sunday, October 5th, 2025

5K

Trail

View details for race The Milwaukee Beer Run 5k & .05k

Farmer Ken's Pumpkin Dash 5K

Franksville, WI

Sunday, October 5th, 2025

5K

Trail

View details for race Farmer Ken's Pumpkin Dash 5K

Larry St. Onge Memorial Run to Benefit Others

Wheaton, IL

Saturday, October 11th, 2025

5K

10K

Trail

View details for race Larry St. Onge Memorial Run to Benefit Others

National Sweetest Day

Nashotah, WI

Saturday, October 18th, 2025

Half

10K

5K

Trail

View details for race National Sweetest Day

22nd Annual This Run's For Jack 2025

Glen Ellyn, IL

Sunday, October 19th, 2025

Trail

View details for race 22nd Annual This Run's For Jack 2025

Among the Trees

Dousman, WI

Saturday, October 25th, 2025

Ultra

Trail

View details for race Among the Trees

Bristol Woods Trail Run

Bristol, WI

Saturday, November 1st, 2025

5K

Trail

View details for race Bristol Woods Trail Run

Warrior 5K & 8K...Through The Park

West Allis, WI

Saturday, November 8th, 2025

5K

Trail

View details for race Warrior 5K & 8K...Through The Park

Fast Track Cross Country Presented by Xtra Mile...

Schaumburg, IL

Sunday, November 9th, 2025

5K

Trail

Fast

View details for race Fast Track Cross Country Presented by Xtra Mile Running

Abominable Trail Race

Lake Geneva, WI

Saturday, November 15th, 2025

5K

15K

Ultra

Trail

View details for race Abominable Trail Race

Winnetka Turkey Trot 2024

Winnetka, IL

Thursday, November 27th, 2025

5K

Trail

Fast

View details for race Winnetka Turkey Trot 2024

Abominable Snow Race

Lake Geneva, WI

Saturday, January 31st, 2026

5K

10K

Trail

View details for race Abominable Snow Race

Fox Valley Winter Challenge Trail Series 10K

St. Charles, IL

Sunday, March 22nd, 2026

10K

Trail

Fast

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

Trailbreaker

Waukesha, WI

Sunday, March 29th, 2026

Marathon

Half

10K

Trail

View details for race Trailbreaker

Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

5K

Trail

View details for race Wisconsin Pickle Run

Explore more in Kenosha County, WI

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

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