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Winter Run Series™

Oconomowoc, Wisconsin
Winter Run Series™ official race logo - running event in Oconomowoc, Wisconsin
DATE:
TIME:
LOCATION:
Oconomowoc, Wisconsin
PRICE:
Free

About Winter Run Series™

The 21st 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 26 | Oconomowoc, WI  
The Elf Run | Sunday, November 23 | Hales Corners, WI
Run Into The New Year | Wednesday, December 31 | Wauwatosa, WI
The Big Chill | Sunday, January 18 | South Milwaukee, WI
Cupid Shuffle | Sunday, February 15  | Shorewood, WI
Luck of the Irish | Sunday, March 15 | West Allis, WI

6 EVENT SERIES REGISTRATION BUNDLE  
Join us for the 2025-2026 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!

Winter Run Series™The 21st 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 26 | Oconomowoc, WI  The Elf Run | Sunday, November 23 | Hales Corners, WIRun Into The New Year | Wednesday, December 31 | Wauwatosa, WIThe Big Chill | Sunday, January 18 | South Milwaukee, WICupid Shuffle | Sunday, February 15  | Shorewood, WILuck of the Irish | Sunday, March 15 | West Allis, WI 6 EVENT SERIES REGISTRATION BUNDLE  Join us for the 2025-2026 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!
Oconomowoc, WI

Race Events & Distances

Choose from 7 race distances available for Winter Run Series™ in Oconomowoc, WI. Registration includes timing, finisher medals, and post-race refreshments.

The Pumpkin Run - 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about The Pumpkin Run - 5K/10K

How long is the The Pumpkin Run - 5K/10K?
The The Pumpkin Run - 5K/10K covers Distance varies.
What time does the The Pumpkin Run - 5K/10K start?
The The Pumpkin Run - 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the The Pumpkin Run - 5K/10K?
Registration for the The Pumpkin Run - 5K/10K costs $0.00.
Where is the The Pumpkin Run - 5K/10K located?
The The Pumpkin Run - 5K/10K takes place in Oconomowoc, WI.

the Winter Run Series™ - 6 Event Series Registration

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about the Winter Run Series™ - 6 Event Series Registration

How long is the the Winter Run Series™ - 6 Event Series Registration?
The the Winter Run Series™ - 6 Event Series Registration covers Distance varies.
What time does the the Winter Run Series™ - 6 Event Series Registration start?
The the Winter Run Series™ - 6 Event Series Registration starts at 9:00:00 AM.
How much does it cost to register for the the Winter Run Series™ - 6 Event Series Registration?
Registration for the the Winter Run Series™ - 6 Event Series Registration costs $0.00.
Where is the the Winter Run Series™ - 6 Event Series Registration located?
The the Winter Run Series™ - 6 Event Series Registration takes place in Oconomowoc, WI.

The Elf Run 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about The Elf Run 5K/10K

How long is the The Elf Run 5K/10K?
The The Elf Run 5K/10K covers Distance varies.
What time does the The Elf Run 5K/10K start?
The The Elf Run 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the The Elf Run 5K/10K?
Registration for the The Elf Run 5K/10K costs $0.00.
Where is the The Elf Run 5K/10K located?
The The Elf Run 5K/10K takes place in Oconomowoc, WI.

Run Into the New Year 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about Run Into the New Year 5K/10K

How long is the Run Into the New Year 5K/10K?
The Run Into the New Year 5K/10K covers Distance varies.
What time does the Run Into the New Year 5K/10K start?
The Run Into the New Year 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the Run Into the New Year 5K/10K?
Registration for the Run Into the New Year 5K/10K costs $0.00.
Where is the Run Into the New Year 5K/10K located?
The Run Into the New Year 5K/10K takes place in Oconomowoc, WI.

The BIG Chill 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about The BIG Chill 5K/10K

How long is the The BIG Chill 5K/10K?
The The BIG Chill 5K/10K covers Distance varies.
What time does the The BIG Chill 5K/10K start?
The The BIG Chill 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the The BIG Chill 5K/10K?
Registration for the The BIG Chill 5K/10K costs $0.00.
Where is the The BIG Chill 5K/10K located?
The The BIG Chill 5K/10K takes place in Oconomowoc, WI.

The Cupid Shuffle 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about The Cupid Shuffle 5K/10K

How long is the The Cupid Shuffle 5K/10K?
The The Cupid Shuffle 5K/10K covers Distance varies.
What time does the The Cupid Shuffle 5K/10K start?
The The Cupid Shuffle 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the The Cupid Shuffle 5K/10K?
Registration for the The Cupid Shuffle 5K/10K costs $0.00.
Where is the The Cupid Shuffle 5K/10K located?
The The Cupid Shuffle 5K/10K takes place in Oconomowoc, WI.

Luck of the Irish 5K/10K

Start Time
Registration Fee
$0.00
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Oconomowoc, WI
OconomowocWI
Winter Run Series™ Organizers

Frequently Asked Questions about Luck of the Irish 5K/10K

How long is the Luck of the Irish 5K/10K?
The Luck of the Irish 5K/10K covers Distance varies.
What time does the Luck of the Irish 5K/10K start?
The Luck of the Irish 5K/10K starts at 9:00:00 AM.
How much does it cost to register for the Luck of the Irish 5K/10K?
Registration for the Luck of the Irish 5K/10K costs $0.00.
Where is the Luck of the Irish 5K/10K located?
The Luck of the Irish 5K/10K takes place in Oconomowoc, WI.

Registration Information

Registration is typically available online until race day (subject to capacity). Early registration is recommended for guaranteed entry and potential early bird pricing. Check with race organizers for specific event details and included amenities.

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