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

Wisconsin Trail Series

Oconomowoc, WI

Friday, April 10th, 2026

Featured

Half

Trail

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Run From The Tax Man

Delafield, WI

Saturday, April 11th, 2026

Half

10K

Trail

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Golden Kettle Trail Series

Eagle, WI

Saturday, April 25th, 2026

Trail

View details for race Golden Kettle Trail Series

Moonlight Meltdown 5k and Sunset Safari 10k Hyb...

Belgium, WI

Saturday, April 25th, 2026

10K

Half

Trail

View details for race Moonlight Meltdown 5k and Sunset Safari 10k Hybrid/Crossover Trail Run

Annual Super Hero Shuffle 5k/10k Run/walk

Lake Geneva, WI

Saturday, May 16th, 2026

10K

1 Mile

Trail

View details for race Annual Super Hero Shuffle 5k/10k Run/walk

Wildflower Run

Bristol, WI

Saturday, May 16th, 2026

Trail

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Wisconsin Pickle Run

Wales, WI

Sunday, May 17th, 2026

Trail

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5th Annual Falcons Walk for Wellness

Fontana, WI

Friday, May 22nd, 2026

Trail

View details for race 5th Annual Falcons Walk for Wellness

McHenry Lakefront 5K & Kids Fun Run

McHenry, IL

Saturday, July 11th, 2026

Trail

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

Cudahy Classic

Cudahy, WI

Saturday, July 25th, 2026

10 Miles

1 Mile

Trail

Fast

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National Watermelon Day Run

Hartford, WI

Saturday, August 1st, 2026

Half

10K

Trail

View details for race National Watermelon Day Run

Highlander Assault Obstacle Race

Mchenry, IL

Saturday, August 15th, 2026

15K

Trail

View details for race Highlander Assault Obstacle Race

Slinger Kiwanis Heads UP 5K Run/Walk

Slinger, WI

Saturday, August 22nd, 2026

Trail

View details for race Slinger Kiwanis Heads UP 5K Run/Walk

DoLittle Marathon

Oconomowoc, WI

Saturday, September 12th, 2026

Marathon

Half

10K

Trail

Fast

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Adrenaline Races

West Bend, WI

Sunday, September 20th, 2026

Marathon

Half

10K

Trail

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Fall Color Festival

Whitewater, WI

Saturday, September 26th, 2026

Ultra

Half

1 Mile

Trail

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Christmas Clearing Council Jingle Bell Jog and ...

Pewaukee, WI

Saturday, September 26th, 2026

Trail

View details for race Christmas Clearing Council Jingle Bell Jog and Walk

Lapham Peak Colorama Run/Walk

Delafield, WI

Saturday, October 3rd, 2026

10K

Trail

View details for race Lapham Peak Colorama Run/Walk

The Milwaukee Beer Run 5k & .05k

Glendale, WI

Sunday, October 4th, 2026

Trail

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

Race For Open Space

West Bend, WI

Sunday, October 11th, 2026

10K

1 Mile

Trail

View details for race Race For Open Space

National Sweetest Day

Nashotah, WI

Saturday, October 17th, 2026

Half

10K

Trail

View details for race National Sweetest Day

Haunted Highlander Assault Trail Run

Mchenry, 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

Abominable Snow Race

Lake Geneva, WI

Saturday, January 30th, 2027

10K

Trail

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ARKTOS

Dousman, WI

Saturday, February 27th, 2027

Trail

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Explore more in Milwaukee County, WI

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Wisconsin races

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