Tombstone Trot
- Running
- 5k
- 966 m
- Walking
- 3 km
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!
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!
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.
Location
1120 Baxter Street
Schuetze Recreation Center
Waukesha, WI 53186 US
Course Maps
Glacial Drumlin Course | Certification Map Half Marathon 10K | 5K | Walk Aid station volunteer maps
All events will start and finish at home plate of the Frame Park Baseball Stadium!
Marathon | $60.00 | View |
The RAD | $60.00 | View |
Half Marathon | $50.00 | View |
10K | $32.50 | View |
5K | $32.50 | View |
Half Marathon Ruck | $50.00 | View |
10K Ruck | $32.50 | View |
5K Ruck | $32.50 | View |
Walk | $32.50 | View |
Kiddos 1K | $5.00 | View |
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