
Trailbreaker is a running and rucking race on April 4, 2027 in Waukesha, WI, with entry fees from $32.50 to $70.
From the Organizer
The Trailbreaker is Waukesha’s signature running event, proudly held every year since 1993. What began as the vision of three passionate local runners has grown into a celebrated tradition that brings the community together each spring.
Originally featuring a Marathon, Half-Marathon, 5K Run, and 2-Mile Walk, the Trailbreaker offers something for everyone — from seasoned marathoners to families looking for a fun and active day out.
Since 2009, the event has been hosted by the Park Foundation of Waukesha, Inc. as a fundraiser supporting the enhancement of city parks, trails, recreation programs, and Waukesha’s urban forest.
In 2023, Silver Circle Sports Events, LLC (SCSE) partnered with the Park Foundation under a long-term agreement to manage all aspects of the Trailbreaker. This collaboration ensures the event will continue to grow while staying true to its community roots and mission.
Whether you’re chasing a PR or just enjoying the route, the Trailbreaker is more than a race — it’s a Waukesha tradition. 🏃♀️🌳
Over $200,000 has been generated and re-invested with the Parks, Recreation, and Forestry Department to "make Waukesha a better place to live, work and play". The PFW Inc. is a 501(c)3 organization that utilizes funds raised to promote "Community Quality of Life". All staff are unpaid volunteers. Please consider making a donation!
This event provides distances for all runners! Come join the fun and support our local parks and community!
Events
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
51°
Typical Low
30°
Chance of Rain
32%
Based on US Climate Normals data from Waukesha Wwtp, 2 mi from the venue.
Host City
Population
70,779
as of 2023
City Elevation
797 ft
Nearest Airport
MKE
General Mitchell International Airport · 18 mi
Time Zone
Central Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
Every finish line starts with a single decision. Claim your spot at Trailbreaker, put it on the calendar, and turn “someday” into a start date.
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From Endurance Grid
This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Covering a distance on foot under a weighted rucksack — from timed solo challenges to longer team events.
Coming Up
Summer PRO Mixed XC Relay
5 miles away
Run With The Cops
Less than a mile away
Christmas Clearing Council Jingle Bell Jog and Walk
5 miles away
Procrastination Run
6 miles away
Plan your trip
Coming from out of town? There's more to Waukesha than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to WaukeshaFrequently Asked Questions (FAQs)
Trailbreaker
Apr 4, 2027