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Trailbreaker

Trailbreaker is a running and rucking race on April 4, 2027 in Waukesha, WI, with entry fees from $32.50 to $70.

Date
April 4, 2027 (255 days to go)
Price
$32.50–$70
Sports
RunningRucking
Register →

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. 🏃‍♀️🌳


Charity Partner - Park Foundation of Waukesha

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

Kiddos 1K
Half Marathon Ruck$50
Half Marathon$50
Marathon$70
The RAD$70
5K$32.50
10K Ruck$32.50
5K Ruck$32.50
Walk$32.50
10K$32.50

Weather

Typical Conditions

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.

Sunrise 6:29 AMSunset 7:22 PMDaylight 12h 53m

Host City

About Waukesha, WI

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

What Are You
Waiting For?

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.

255

Days to train

Race
Trailbreaker
Date
April 4, 2027

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From Endurance Grid

About These Sports

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.

Running

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.

Rucking

Covering a distance on foot under a weighted rucksack — from timed solo challenges to longer team events.

Plan your trip

Make it a Racecation

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 Waukesha
Lodging
Flights
Rental Car
Activities

Frequently Asked Questions (FAQs)

What is the Trailbreaker?+
Trailbreaker is a running and rucking race held in Waukesha, Wisconsin on April 4, 2027. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Trailbreaker?+
Sunday, April 4, 2027 in Waukesha, Wisconsin at 1120 Baxter Street. Check the event page for exact start times and wave schedules.
How do I register for the Trailbreaker?+
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Trailbreaker

Apr 4, 2027

Register →