Sun, Apr 4, 2027

Trailbreaker

Waukesha, WI

Registration openAnnual since at least 2019
Marathon20 MilesHalf Marathon10K5K1.85 Miles

Entry is $32.50 now and rises to $35 after Dec 7, 2026, so registering before then saves $2.50.

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About the Trailbreaker

The Trailbreaker runs through Waukesha each spring, with distance options stretching from a short road run up to a full marathon. The course moves through city streets and park corridors, and the whole event exists as a fundraiser for local parks, trails, and the urban forest. Volunteers staff the whole operation, which gives the morning a noticeably unpretentious feel.

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Trailbreaker 2026 Results

Going by the 2026 results, this is a small, friendly field, with a competitive front end and a big recreational middle.

Half Marathon Results · 2026

111finishers
1:26:53winner
2:10:22median
3:50:52cutoff

Top 3: eric crutchfield (1:26:53) · Gerald Cameron (1:33:20) · Jim Cordingley-Power (1:33:53)

5K Results · 2026

91finishers
19:17winner
34:24median
1:02:15cutoff

Top 3: Keagan Foerch (19:17) · Benjamin Hoegh (20:36) · Bennett Warp (22:44)

Marathon Results · 2026

89finishers
2:47:09winner
4:17:17median
6:49:35cutoff

Top 3: Kyle Martinelli (2:47:09) · Connor Cook (2:51:13) · Carl Greene (2:54:18)

10K Results · 2026

89finishers
41:29winner
1:02:47median
1:54:27cutoff

Top 3: Tim Donahugh (41:29) · David Hart (43:40) · Pate Lantz (44:42)

20 Miles Results · 2026

9finishers
2:28:54winner
2:58:19median
4:26:19cutoff

Top 3: Lisa Kirt (2:28:54) · Stephen Matthews (2:30:16) · Michael Ryan (2:45:12)

1.85 Miles Results · 2026

2finishers
34:05winner
45:00median
55:54cutoff

Top 3: Chery Partridge (34:05) · Therese Hansen (55:54)

The Trailbreaker has been held every year since at least 2019. That is as far back as RunSignup's records for this race go, so it may well be older.

Where Would You Finish?

Enter a finish time to see where it lands against the most recent 13.1 Miles results.

Median

See how your time stacks up nationally →

How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Oct 25, 2026.

Distances & Start Times

26.2 Miles4/4/2027 08:00$70
20 Miles4/4/2027 08:00$70
13.1 Miles4/4/2027 08:00$50
13.1 Miles4/4/2027 08:00$50
6.2 Miles4/4/2027 08:15$33
3.1 Miles4/4/2027 08:15$33
6.2 Miles4/4/2027 08:15$33
3.1 Miles4/4/2027 08:15$33
1.85 Miles4/4/2027 08:15$33
Kiddos 1K4/4/2027 07:45Free

Going for a Time?

Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.

Not sure what to aim for? The marathon pace chart lists the pace for every finish time.

Plan Your Trip

Where to Stay

Traveling for this race? The map shows hotels and rentals in and around Waukesha — pan or zoom to compare what's nearby.

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Common Questions About the Trailbreaker

Will I finish last at the Trailbreaker?

Almost certainly not. Half the 13.1 Miles field finished slower than 2:10:22, and the last recorded finisher came in around 3:50:52, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the Trailbreaker a good first 13.1 Miles?

It is a small race (111 finishers), which is friendlier and less intimidating than a big-city event, though the field thins out. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 13.1 Miles, that spread matters more than the winner's time.

How competitive is the Trailbreaker?

The 13.1 Miles winner ran 1:26:53 while the median finisher took 2:10:22. That spread points to a mixed field, with a competitive front and a big recreational middle.

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