calendar_today 25 Oct, 2026 – 14 Mar, 2027
directions_run Running
language Official Website
sell $30.00
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!
The Pumpkin Run | Sunday, October 25 | Oconomowoc, WI
The Elf Run | Sunday, November 22| Hales Corners, WI
Run Into The New Year | Wednesday, December 31 | Wauwatosa, WI
The Big Chill | Sunday, January 17 | South Milwaukee, WI
Cupid Shuffle | Sunday, February 14 | Shorewood, WI
Luck of the Irish | Sunday, March 14 | West Allis, WI
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!
Oct 25, 2026
Distance — The Pumpkin Run - 5K/10K
Type — Running
09:00
$30.00
Oct 25, 2026
Distance — the Winter Run Series™ - 6 Event Series Registration
Type — Running
09:00
$0.00
Nov 22, 2026
Distance — The Elf Run 5K/10K
Type — Running
09:00
$30.00
Dec 31, 2026
Distance — Run Into the New Year 5K/10K
Type — Running
09:00
$30.00
Jan 17, 2027
Distance — The BIG Chill 5K/10K
Type — Running
09:00
$30.00
Feb 14, 2027
Distance — The Cupid Shuffle 5K/10K
Type — Running
09:00
$30.00
Mar 14, 2027
Distance — Luck of the Irish 5K/10K
Type — Running
09:00
$30.00
These values represent the 3-year monthly averages for October in 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.
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location_on Oconomowoc, Wisconsin, US
calendar_today Oct 10, 2026
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