Sun, Oct 25, 2026

Pumpkin Run

Oconomowoc, WI

Registration openAnnual since at least 2020
5K10K

Entry is $40 now and rises to $45 after Sep 1, 2026, so registering before then saves $5.

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About the Pumpkin Run

The Pumpkin Run is part of a winter series that stretches across several events through the colder months. This race runs through Oconomowoc and its surrounding area, with both a shorter and a longer distance on offer. The course takes in suburban scenery, and the holiday theme gives the morning a festive pull without turning it into a spectacle.

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Finish-Time Stats

Going by the 2025 results, this is a decent-sized field, and the spread of finish times is wide, so this is a mostly recreational race rather than one for club runners.

3.1 Miles · 2025 results

449finishers
17:10winner
33:25median
1:20:27cutoff

Top 3: Devin Johnson (17:10) · Chris Knutson (17:26) · Michael Kelley (17:47)

6.2 Miles · 2025 results

160finishers
37:05winner
58:03median
1:35:05cutoff

Top 3: Andrew McGuire (37:05) · Nicholas Sandoval (37:42) · Cole Flegel (40:04)

The Pumpkin Run has been held every year since at least 2020. 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 3.1 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 Jul 27, 2026.

Distances & Start Times

3.1 Miles10/25/2026 09:00$40
6.2 Miles10/25/2026 09:00$40
The Winter Run Series™ - 6 Event Series Registration10/25/2026 09:00$205

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.

Plan Your Trip

Where to Stay

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Common Questions About the Pumpkin Run

Will I finish last at the Pumpkin Run?

Almost certainly not. Half the 3.1 Miles field finished slower than 33:25, and the last recorded finisher came in around 1:20:27, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the Pumpkin Run a good first 3.1 Miles?

A field of 449 is big enough that you will have company at your pace without feeling lost in a crowd. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 3.1 Miles, that spread matters more than the winner's time.

How competitive is the Pumpkin Run?

The 3.1 Miles winner ran 17:10 while the median finisher took 33:25. That spread points to a broad, mostly recreational field rather than a race dominated by club runners.

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