The Trailbreaker is Waukesha's homegrown running event and has been held annually since 1993. This Waukesha tradition initially consisted of a Marathon, Half-Marathon, 5K Run & 2 Mile Walk.  The Trailbreaker originally was the brainchild of three running colleagues. Since 2009, the Park Foundation of Waukesha, Inc. (PFW Inc.), has organized and hosted this annual event as a fundraiser for the enhancement of city parks, trails, recreation programs and the urban forest.

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