Winter Run Series™

About the Event

The 22nd running of Wisconsin’s largest running series is set to explore the inner workings of Milwaukee and its beautiful suburbs.

This series plays host to six events throughout the winter season, surrounding your favorite holidays. Bring the family to participate in the 5K or 10K. Let's Conquer the Cold!

6 EVENT SERIES REGISTRATION BUNDLE
Join us for the 2026-2027 Winter Run Series! Start the series off with the Pumpkin Run and finish with the Luck of the Irish while completing The Elf Run, Run Into The New Year, The Big Chill, and The Cupid Shuffle in between!

**Must sign up for the 6 Event Series to earn the series medallion!

Races Offered

The Pumpkin Run - 5K/10K

Oct 25, 2026

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Distance — The Pumpkin Run - 5K/10K

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Type — Running

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09:00

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$30.00

the Winter Run Series™ - 6 Event Series Registration

Oct 25, 2026

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Distance — the Winter Run Series™ - 6 Event Series Registration

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Type — Running

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09:00

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$0.00

The Elf Run 5K/10K

Nov 22, 2026

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Distance — The Elf Run 5K/10K

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Type — Running

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09:00

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$30.00

Run Into the New Year 5K/10K

Dec 31, 2026

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Distance — Run Into the New Year 5K/10K

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Type — Running

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09:00

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$30.00

The BIG Chill 5K/10K

Jan 17, 2027

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Distance — The BIG Chill 5K/10K

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Type — Running

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09:00

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$30.00

The Cupid Shuffle 5K/10K

Feb 14, 2027

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Distance — The Cupid Shuffle 5K/10K

terrain

Type — Running

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09:00

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$30.00

Luck of the Irish 5K/10K

Mar 14, 2027

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Distance — Luck of the Irish 5K/10K

terrain

Type — Running

timer

09:00

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$30.00

Weather History

These values represent the 3-year monthly averages for October in Oconomowoc.

thermostat Temperature

8.0° / 16.9°

wb_sunny Feels like

4.8° / 13.6°

light_mode Avg sunshine hours

8h 31m

water_drop Avg rainfall

1.8 mm

ac_unit Avg snowfall

—

air Avg wind speed

13.3 km/h (Gentle breeze)

opacity Sweat loss rate

Low

terrain Course conditions

Firm and slightly soft

sunny Max UV Index

Moderate (4.0)

humidity_mid Humidity

69.3%

wb_twilight Sunrise

07:09

nightlight Sunset

18:09

About Oconomowoc

Learn more about the host city, Oconomowoc.

Oconomowoc is a city in Waukesha County, Wisconsin, United States. The population was 18,203 at the 2020 census. The city is partially adjacent to the Village of Lac La Belle and is near the village of Oconomowoc Lake.