Trailbreaker

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

Event summary

Get ready for an exhilarating day of running and community spirit at the Trailbreaker in Waukesha on Sunday, March 29, 2026! Celebrating its rich tradition since 1993, this signature event offers a variety of race distances to suit everyone, including a full marathon, half-marathon, 5K run, and a 2-mile walk. Whether you're a seasoned athlete aiming for a personal record or a family looking to enjoy a fun-filled day outdoors, the Trailbreaker promises an unforgettable experience.

As a key fundraiser for the Park Foundation of Waukesha, this event is about more than just racing; it's a chance to support local parks, trails, and recreation programs while fostering community connections. New for 2026, participants can also try rucking, a fantastic way to combine fitness with fun. Join us in making Waukesha a better place to live, work, and play while enjoying a day of camaraderie, fitness, and the great outdoors!

Organiser's Description

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

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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!

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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.

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

THE RAD

female sign Training for a spring marathon?

Weve got your long run covered at the Trailbreaker!

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Introducing The RAD (Run Any Distance) perfect for runners needing a big mileage day without the race-day pressure. Youll get all the perks of every other distance timing, course support, swag, snacks just no age-group awards (for the obvious we have no idea what distance you actually ran reasons ).

Get your long run done, enjoy the crowd energy, and maybe even earn some hot chocolate miles. hot beverage

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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

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Location

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

Who's In

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Doing

Miranda Keating

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Mar 29, 2026

$7.50 - $65.30