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Trail Running Calendar near La Grange 2026-2027

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Explore the top trail runs near La Grange for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

February 2027
A winter timed ultra in the Southern Kettle Moraine Forest offering 6, 12 and 24 hour loop options for solo runners and relay teams. The field is limited to 160 participants and the 6 hour option is available in AM and PM waves.
April 2027
Trailbreaker returns to Waukesha on April 4, 2027 with races from a 1K kids run to a full marathon, plus ruck options and a walk. Proceeds support the Park Foundation of Waukesha and local parks and recreation.
July 2027
Kishwauketoe 5K Run / Walk in Williams Bay featured a main 5K and a kids quarter mile, drew 280 finishers, and proceeded after volunteers cleared storm debris.
October 2027
Multi-loop fall trail event at Alpine Valley near Elkhorn WI with a 7 mile loop, optional weighted rucks, and finish awards including the Grey Wolf medal.
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