Trailbreaker
Date
Sun, Apr 4, 2027, 7:45 AM CDTLocation
Tap to open in Google Maps
Race options
10 distancesTap any distance below for fee tiers and close dates.
Quick take
Join Waukesha's long-standing tradition, supporting local parks and trails while enjoying a well-supported run or ruck. A community favorite since 1993.
Best for: cause-driven runners, runners who like a competitive edge
Race options
Distances & registration
10 optionsTap a distance to see fee tiers and close dates.
Other options
closes Apr 4, 2027, 7:59 AM CDT
10mo 29d 9h 48m leftKiddos 1K
Closes Apr 4, 2027, 7:59 AM CDT · From $0.00
Half Marathon
2 options · closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftGeneral entry
Closes Apr 4, 2027, 7:59 PM CDT · From $54.50
Ruck
Closes Apr 4, 2027, 7:59 PM CDT · From $54.50
20 Miles
closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftThe RAD
Closes Apr 4, 2027, 7:59 PM CDT · From $76.10
Marathon
closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftGeneral entry
Closes Apr 4, 2027, 7:59 PM CDT · From $76.10
1.85 Miles
closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftWalk
Closes Apr 4, 2027, 7:59 PM CDT · From $36.65
5K
2 options · closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftGeneral entry
Closes Apr 4, 2027, 7:59 PM CDT · From $36.65
Ruck
Closes Apr 4, 2027, 7:59 PM CDT · From $36.65
10K
2 options · closes Apr 4, 2027, 7:59 PM CDT
10mo 29d 21h 48m leftGeneral entry
Closes Apr 4, 2027, 7:59 PM CDT · From $36.65
Ruck
Closes Apr 4, 2027, 7:59 PM CDT · From $36.65
Race feel
- Fun
- Competitive
- Quirky
- For a Cause
Fun
Competitive
Quirky
For a CauseGreat for
- Military & First Responders
Military & First RespondersThe Trailbreaker is Waukesha's signature running event, a cherished community tradition since 1993. What began as a vision from local runners has evolved into a spring gathering that supports the enhancement of city parks, trails, and recreation programs through the Park Foundation of Waukesha. With a marathon distance, a new rucking option, and the unique "Run Any Distance" for training, it offers a welcoming experience for everyone, from those chasing a personal record to families enjoying an active day out. It's more than a race; it's a commitment to community…
What to expect
- Experience Waukesha's signature marathon event, offering full course support, swag, and snacks.
- Try the new rucking option or "Run Any Distance" for a supported long training run.
- Contribute to local park and trail enhancements through your participation.
Standout details
- Waukesha's signature event since 1993
- Supports city parks and trails
- New for 2026: Rucking option
- "Run Any Distance" for training
Past results at a glance
Past race snapshot
What the field usually feels like
Based on past public results. Helpful context, not a prediction.
Selected year + distance
2 finishers in 1.85 Miles
Ranked by chip time when available
Very small finish count here - use this as loose context, not a race-day expectation.
Crowd
Small field
2 1.85 Miles finishers. A quieter race where the pack may spread out more quickly.
Typical finish
45:00
Middle-of-pack benchmark using chip time when available.
Competitive feel
Lively front
The faster end moves well, but the race still has room for everyday runners. Front-group read: 34:05.
People mix
Mixed field
Not enough data to show a breakdown yet.
Quick read
For the 1.85 Miles in 2026, this looks like a small field: 2 finishers in this data set. A middle-of-the-pack finish was around 45:00. The quicker front of the field averaged about 34:05. Use it as a feel check, not a promise about race day.
Fastest finishers in this file: Not enough data (male) and 34:05 (female).
Show historical award cutoffs1 rows
Cutoff = slowest posted time still inside the top finishers for a division.
| Division | Gender | Top N | Cutoff | Source |
|---|---|---|---|---|
| Overall observed placement | Unspecified | Top 2 | 55:54 | finish-order sample |
Show the year-by-year numbers
| Distance | Year | Finishers | Typical | Average | Front 10% | Fastest M / W |
|---|---|---|---|---|---|---|
| 1.85 Miles | 2026 | 2 | 45:00 | 45:00 | 34:05 | Not enough data / 34:05 |
| 13.1 Miles | 2026 | 111 | 2:10:22 | 2:14:45 | 1:37:26 | 1:26:53 / 1:38:36 |
| 20 Miles | 2026 | 9 | 2:58:19 | 3:11:56 | 2:28:54 | 2:30:16 / 2:28:54 |
| 26.2 Miles | 2026 | 89 | 4:17:17 | 4:21:06 | 3:07:28 | 2:47:09 / 3:12:39 |
Last summary update: May 4, 2026
Ready to register?
Finish signup on the organizer site (check fees and dates there).
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…
Read full descriptionHide full description
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! 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. The RAD 🏃♀️ Training for a spring marathon? We’ve got your long run covered at the Trailbreaker! Introducing The RAD (Run Any Distance) — perfect for runners needing a big mileage day without the race-day pressure. You’ll 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. ☕💪