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Running

Pumpkin Run

Date
October 25, 2026
Distance
Pumpkin Run 5K · Pumpkin Run 10K · The Winter Run Series™ - 6 Event Series Registration
Register →

From the Organizer

Race #1: Winter Run Series

Join us for the 22nd annual Winter Run Series—Wisconsin’s largest running series!

This exciting event takes you through the heart of Milwaukee and its scenic suburbs, showcasing the city’s charm and beauty.

Spanning six events throughout the winter season, the series is the perfect way to stay active and embrace the winter months, all while celebrating your favorite holidays.

Bring the whole family and choose between the 5K or 10K distances.

Let’s conquer the cold together!

Events

Pumpkin Run 5K9 AMRegister →
Pumpkin Run 10K9 AMRegister →
The Winter Run Series™ - 6 Event Series Registration9 AMRegister →

Weather

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

57°

Typical Low

37°

Chance of Rain

34%

Based on US Climate Normals data from Oconomowoc Wwtp, 1 mi from the venue.

Sunrise 7:20 AMSunset 5:57 PMDaylight 10h 37m

Host City

About Oconomowoc, WI

Population

18,385

as of 2023

Elevation

868 ft

Nearest Airport

MKE

General Mitchell International Airport · 32 mi

Time Zone

Central Time

From Endurance Grid

A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Pumpkin Run, put it on the calendar, and turn “someday” into a start date.

139

Days to train

Race
Pumpkin Run
Date
October 25, 2026

From Endurance Grid

About This Sport

Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.

With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.

Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.

Read the Guide

Running

From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.

Frequently Asked Questions (FAQs)

What is the Pumpkin Run?
Pumpkin Run is a running race held in Oconomowoc, Wisconsin on October 25, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Pumpkin Run?
Sunday, October 25, 2026 in Oconomowoc, Wisconsin at Fowler Park, Oconomowoc, WI. Check the event page for exact start times and wave schedules.
How do I register for the Pumpkin Run?
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Pumpkin Run

Oct 25, 2026

Register →