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Trail Running Calendar near Oconomowoc 2025-2026

Explore the top trail runs near Oconomowoc for 2025-2026! We've gathered 47 exciting races in the area. Check out our detailed list below to find your next local race.

December 2025
Dec
7
Sunday

Last Call Half Marathon

5 km 10 km 13 mi
February 2026
Feb
15
Sunday

Cupid Shuffle - Wauwatosa

5 km 10 km
Feb - Mar
28-1
Sa - Su

ARKTOS

Backyard Ultra 6 hr 12 hr 20 hr
April 2026
Apr
4
Saturday

DockHounds Dash

2 mi 5 km 4 mi
May 2026
May
2-3
Sa - Su

Prickly Pine Jackpot 24 Hour

Backyard Ultra 6 hr 12 hr 24 hr
May
17
Sunday

Wisconsin Pickle Run

2 mi 5 km
May
23
Saturday

Cedarburg Half Marathon

5 km 13 mi
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