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Wisconsin Trail Running Calendar 2025-2026

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Explore the best trail runs in Wisconsin for 2025-2026! Our updated list features 48 exciting races across the region. Find your next race in Wisconsin below and join the running community at these great events!

December 2025
Dec
6
Sa

The Guv'nor Frozen 50

Trail Run 15 km 25 km 50 km
January 2026
Jan
2-4
Fr - Su

Tuscobia Winter Ultra

Trail Run 80 mi 160 mi
Jan
17-18
Sa - Su

Whitewalker Ultra

Trail Run 100 km
Jan
24
Sa

Phillips Flurry 10K Race/Run/Walk

Trail Run 5 km 10 km
February 2026
Feb
7
Sa

Frozen Assets Run

Trail Run 5 km
Feb
7
Sa

Himanaji Winter Challenge

Trail Run 5 km
March 2026
Mar
7
Sa

Tour de Dodge

Trail Run 10 km 27 km 50 km
Mar
29
Su

Trailbreaker

Trail Run 5 km 10 km Half Marathon Marathon
April 2026
Apr
10
Fr

Wisconsin Trail Series

Trail Run 5 km 10 km Half Marathon
Apr
11
Sa

NK50k

Trail Run 25 km 50 km
Apr
18
Sa

Iola Spring Trail Race

Trail Run 5 km 15 km
Apr
25
Sa

Sunset Safari 10k Trail Run

Trail Run 10 km
Apr
25
Sa

Chippewa Trail Races

Trail Run 10 km 20 mi 50 km
May 2026
May
2
Sa

Donald Dash Trail Run

Trail Run 5 km 15 km
May
2
Sa

The Willow 20 Miler

Trail Run 10 mi 20 mi
May
9
Sa

Popple Shoot Trail Races

Trail Run 10 km 25 km 62 km 87 km
May
10
Su

Wisconsin Trail Series

Trail Run 5 km 10 km Half Marathon
May
23
Sa

Sugar Badger 50 Miles

Trail Run 13 mi 50 km 50 mi
May
23
Sa

North End Trail Run/Walk

Trail Run 5 km 10 km Half Marathon
May
31
Su

Tomorrow River Trail Half-Marathon

Trail Run Half Marathon