Trailbreaker

  • Date Sun 29th March 2026
  • Time 7:45AM CDT
  • Location Waukesha, Wisconsin
  • Price $7.50 - $65.30
  • Races 10 races
  • Distances Half Marathon, 10km, 5km

Event summary

Get ready for an exhilarating day of community spirit and outdoor adventure at the Trailbreaker event in Waukesha on Sunday, March 29, 2026! This iconic running event, a cherished tradition since 1993, brings together runners of all levels for an unforgettable experience. Whether you're a seasoned marathoner or a family looking for a fun day out, the Trailbreaker has something for everyone, featuring a full marathon, half-marathon, 5K run, and a 2-mile walk.

In addition to the classic races, 2026 introduces an exciting new component: rucking! This innovative activity combines walking or hiking with a weighted backpack, providing a unique fitness challenge for participants. Join in on the fun while supporting local parks and community initiatives, as the event raises funds for Waukesha's parks and recreation programs. Don’t miss out on this opportunity to be part of a beloved community event that celebrates health, fitness, and togetherness!

Organiser's Description

ABOUT THE TRAILBREAKER

The TRAILBREAKER is Waukeshas 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 [https://www.parkfoundationofwaukesha.com/]. as a fundraiser supporting the enhancement of CITY PARKS, TRAILS, RECREATION PROGRAMS, AND WAUKESHAS URBAN FOREST.

In 2023, Silver Circle Sports Events, LLC [https://runsignup.com/w/SilverCircleSportsEvents] (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 youre chasing a PR or just enjoying the route, the Trailbreaker is more than a race its a Waukesha tradition. female sign

-------------------------

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 [https://runsignup.com/Race/Donate/WI/Waukesha/Trailbreaker]!

This event provides distances for all runners! Come join the fun and support our local parks and community!

-------------------------

NEW FOR 2026 - RUCKING!

Rucking is a physical activity that involves walking or hiking with a weighted backpack (called a rucksack). The term comes from the military, where soldiers train and operate carrying heavy loads over long distances. In civilian fitness and recreation, rucking is gaining popularity as a versatile and low-impact workout. We now offer it at all Wisconsin Trail Assail Events!

More information about rucking. [https://runsignup.com/w/SilverCircleSportsEvents/Page/Rucking]

THE RAD

RUN ANY DISTANCE
If you are training for a spring marathon or ultra, this is the division for you! You can run any distance you want up to 22 miles. You will receive everything other distance get, but you will not be eligible for age group awards since there are no age groups! You will receive a time.

-------------------------

Races

  • Marathon

    Incl. $5.30 Fee & T-Shirt

    Sun 29th March 2026 (8:00AM CDT)

    $65.30

  • The RAD

    Incl. $5.30 Fee & T-Shirt

    Sun 29th March 2026 (8:00AM CDT)

    $65.30

  • Half Marathon

    Incl. $4.50 Fee & T-Shirt

    Sun 29th March 2026 (8:00AM CDT)

    $54.50

  • 10k

    Incl. $4.15 Fee & T-Shirt

    Sun 29th March 2026 (8:15AM CDT)

    $36.65

  • 5k

    Incl. $4.15 Fee & T-Shirt

    Sun 29th March 2026 (8:15AM CDT)

    $36.65

  • Half Marathon Ruck

    Incl. $4.50 Fee & T-Shirt

    Sun 29th March 2026 (8:00AM CDT)

    $54.50

  • 10K Ruck

    Incl. $4.15 Fee & T-Shirt

    Sun 29th March 2026 (8:15AM CDT)

    $36.65

  • 5K Ruck

    Incl. $4.15 Fee & T-Shirt

    Sun 29th March 2026 (8:15AM CDT)

    $36.65

  • Walk

    Incl. $4.15 Fee & T-Shirt

    Sun 29th March 2026 (8:15AM CDT)

    $36.65

  • Kiddos 1K

    Incl. $2.50 Fee & T-Shirt

    Sun 29th March 2026 (7:45AM CDT)

    $7.50

Reviews

Done this event?

First-hand event reviews from people who have been there, done that and got the breathable T-shirt, really help everyone choose their next event.

Add a review

Location

1120 Baxter Street, Schuetze Recreation Center, Waukesha, 53186, WI, United States

Who's In

See who else is doing this event

Be the first

No-one has marked this event as 'Doing' or 'Maybe' yet. Will you be the first?

More from findarace.com

Mar 29, 2026

$7.50 - $65.30