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Trail Runs Found In Wisconsin

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Trail Runs in Wisconsin 2026 - 2027

The most comprehensive list of Trail Runs in and near Wisconsin in 2026 - 2027. Find your perfect race!

Race Calendar: Trail Runs Found In Wisconsin

🚀Boosted

Trailbreaker

Waukesha, Wisconsin
Sun 04 Apr 27
Free - $76.10
🚀Boosted

Wisconsin Trail Series

Oconomowoc, Wisconsin
Fri 10 Apr 26 - Fri 16 Oct 26
$216.50 - $221.90
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Golden Kettle Trail Series

Eagle, Wisconsin
Sat 25 Apr 26 - Sat 17 Oct 26
$34.92 - $255.40

Donald Dash Trail Run

Mount Horeb, Wisconsin
Sat 02 May 26
$6.30 - $54.00

Race for Grace

Richland Center, Wisconsin
Sat 09 May 26
$22.20 - $107.00

Wildflower Run

Bristol, Wisconsin
Sat 16 May 26
$27.50

Hixon Trail Series

La Crosse, Wisconsin
Thu 21 May 26
$27.50 - $80.50

Run for Rooted 5k Fun Run

Dallas
Sat 30 May 26
$35.00

Tomorrow River Trail Half-Marathon

Plover, Wisconsin
Sun 31 May 26
$59.30

2026 First Mondays Summer Trail Series

Iola, Wisconsin
Mon 01 Jun 26 - Mon 03 Aug 26
$11.60

Blue Mound Trail Run

Blue Mounds, Wisconsin
Sat 06 Jun 26
$43.40

17th Annual Crossroads Trail Run

Sturgeon Bay, Wisconsin
Sat 13 Jun 26
$33.00

Wausau Trail Run

Wausau, Wisconsin
Fri 24 Jul 26
Free - $75.20

Hixon4est RUD run

La Crosse, Wisconsin
Sat 01 Aug 26
$22.20 - $160.00

26th Annual Hank Aaron State Trail 5K Run/Walk

Milwaukee, Wisconsin
Sat 08 Aug 26
$23.95 - $45.50

2026 New Glarus Woods Trail Run

New Glarus, Wisconsin
Sat 15 Aug 26
Free - $54.00

Prairie Dog Trail Run

Verona, Wisconsin
Sat 05 Sep 26
$48.70

4th Annual Greendale Run for the Parks and Trails

Greendale, Wisconsin
Sun 06 Sep 26
Free - $40.13

Wolfman Triathlon and Trail Runs

White Lake, Wisconsin
Sat 12 Sep 26
$38.10 - $191.80

Fall Color Festival

Whitewater, Wisconsin
Sat 26 Sep 26
Free - $38.99

Harvest Hustle 5K Trail Run/Walk

Trempealeau, Wisconsin
Sat 26 Sep 26
$38.10

HELP in Motion Trail Run

Sturgeon Bay, Wisconsin
Thu 01 Oct 26 - Sat 31 Oct 26
$32.80 - $43.40

Milwaukee Lakefront Marathon, Half Marathon and 5k

Milwaukee
Sat 03 Oct 26 - Sun 04 Oct 26
$30.00 - $110.00

Fall into Fall Trail 5k Run/Walk

Janesville, Wisconsin
Sat 03 Oct 26
$22.20

Lapham Peak Colorama Run/Walk

Delafield, Wisconsin
Sat 03 Oct 26
$12.15 - $49.95

S'more Fun Trail Run

Baraboo, Wisconsin
Sat 03 Oct 26
$16.90 - $59.30

Race For Open Space

West Bend, Wisconsin
Sun 11 Oct 26
Free - $34.10

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

West Allis, Wisconsin
Sat 07 Nov 26
$28.00 - $96.90

Red Yeti Rampage

Eau Claire, Wisconsin
Sun 08 Nov 26
$45.00 - $60.00

Abominable Trail Race

Lake Geneva, Wisconsin
Sat 14 Nov 26
$35.00 - $140.00

Turkey Trails - Milwaukee

Milwaukee, Wisconsin
Sat 21 Nov 26
$20.83 - $73.94

ARKTOS

Dousman, Wisconsin
Sat 27 Feb 27 - Sun 28 Feb 27
$54.00 - $122.90

Trailbreaker

Waukesha, Wisconsin
Sun 04 Apr 27
Free - $76.10

Wisconsin Trail Series

Oconomowoc, Wisconsin
Fri 10 Apr 26 - Fri 16 Oct 26
$216.50 - $221.90

Run For A Vet

Mercer, Wisconsin
Sat 04 Jul 26
$22.20

Iola Fall Classic Trail Race

Iola, Wisconsin
Sat 24 Oct 26
$32.80

Paws for a Cause Canicross & Trail Run/Walk for Charity 2027

Denmark, Wisconsin
Sat 16 Oct 27
$43.40
Showing 1-35 of 35 results

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