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Trail Runs Found In Madison, Wisconsin

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Trail Runs in & near Madison, Wisconsin 2025 - 2026

The most comprehensive list of Trail Runs in and near Madison, Wisconsin in 2025 - 2026. Find your perfect race!

Race Calendar: Trail Runs Found In Madison, Wisconsin

🚀Boosted

Donald Dash Trail Run

Mount Horeb, Wisconsin
02 May 26
$38.10
🚀Boosted

Spooky Shuffle 5K

Baldwin, Wisconsin
30 Oct 25
$27.50
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Golden Kettle Trail Series

Eagle, Wisconsin
26 Apr 25 - 18 Oct 25
$34.92 - $274.00

"HIT THE TRAILS" 5K RUN/3K WALK

Green Bay, Wisconsin
06 Sep 25
$5.00 - $35.00

Birkie Trail Run Festival

Cable, Wisconsin
27 Sep 25
Free - $358.00

Fall Color Festival

Whitewater, Wisconsin
27 Sep 25
Free - $48.99

Fall into Fall Trail 5k

Janesville, Wisconsin
04 Oct 25
$22.20

Lapham Peak Colorama Run/Walk

Delafield, Wisconsin
04 Oct 25
$7.15 - $39.55

S'more Fun Trail Run

Baraboo, Wisconsin
04 Oct 25
$22.20 - $59.30

Unmask Domestic Violence Community Run

Sturgeon Bay, Wisconsin
04 Oct 25
$27.50

Trail Run At Indian Lake

Cross Plains, Wisconsin
04 Oct 25
$22.20

Minds in Motion

Madison, Wisconsin
06 Oct 25 - 20 Nov 25
$133.50

Golden Pines Trail Run at Machickanee

Abrams, Wisconsin
10 Oct 25
$43.40

First Annual Paws for a Cause Canicross & Trail Run/Walk for Charity

Denmark, Wisconsin
11 Oct 25
$43.40

Race For Open Space

West Bend, Wisconsin
12 Oct 25
$18.15 - $39.20

Iola Fall Classic Trail Race

Iola, Wisconsin
18 Oct 25
$32.80

Black Hawk Ridge Trail Run

Mazomanie, Wisconsin
19 Oct 25
$45.52

Spooky Shuffle 5K

Baldwin, Wisconsin
30 Oct 25
$27.50

Bristol Woods Trail Run

Bristol, Wisconsin
01 Nov 25
$22.20 - $27.50

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

West Allis, Wisconsin
08 Nov 25
$28.00 - $107.50

Turkey Trails - Milwaukee

Milwaukee, Wisconsin
09 Nov 25
$20.83 - $46.28

Abominable Trail Race

Lake Geneva, Wisconsin
15 Nov 25
$35.00 - $140.00

Quiet Silence 50k

Lake Mills, Wisconsin
05 Dec 25 - 06 Dec 25
$48.70 - $80.50

Trailbreaker

Waukesha, Wisconsin
29 Mar 26
$7.50 - $65.30

Wisconsin Trail Series

Oconomowoc, Wisconsin
11 Apr 25 - 18 Oct 25
$184.10

ROCK RUNNERS Trail Series

Appleton, Wisconsin
25 May 25 - 05 Oct 25
$27.50

The Barn 5K Trail Run/Walk 2024

Galesville, Wisconsin
06 Sep 25
$32.80

Wolfman Triathlon and Trail Runs

White Lake, Wisconsin
06 Sep 25
$48.70 - $202.40

Moonlight Meltdown 5k and Sunset Safari 10k Hybrid/Crossover Trail Run

Belgium, Wisconsin
25 Apr 26
$28.25 - $34.10

Donald Dash Trail Run

Mount Horeb, Wisconsin
02 May 26
$38.10

2026 Crossroads Trail Run & Walk - June 13, 2026

Sturgeon Bay, Wisconsin
13 Jun 26
$33.00
Showing 1-29 of 29 results

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