Cupid Shuffle
Cupid Shuffle is a running race on February 14, 2027 in Hales Corners, WI, with entry fees from $35 to $190.
- Date
- February 14, 2027 (206 days to go)
- Price
- $35–$190
- Sport
- Running
From the Organizer
Race #5: 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
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
33°
Typical Low
14°
Chance of Rain
30%
Based on US Climate Normals data from Hales Corners/Whitnall Park/Bo, 1 mi from the venue.
Host City
About Hales Corners, WI
Population
7,627
as of 2023
City Elevation
792 ft
Nearest Airport
MKE
General Mitchell International Airport · 8 mi
Time Zone
Central Time
From Endurance Grid
A small town race. Lodging near the start could be limited, so book early.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Cupid Shuffle, put it on the calendar, and turn “someday” into a start date.
Want more races like this?
Enter your email and we'll send more your way.
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.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
More Running races near Hales Corners, WI
Stride to 5k Program Presented by the Badgerland Striders
5885 S 116th St
Less than a mile away
2026 Sprint for Spina Bifida
From $20 · Greenfield Park - area 1 & 5 enter from 116th Street
4 miles away
Summer Sizzler- Milwaukee
5K · From $17 · Milwaukee County Sports Complex
3 miles away
4th Annual Greendale Run for the Parks and Trails
2 Mile / 3K · 5K · From $25 · 5651 Broad St
3 miles away
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Hales Corners than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to Hales CornersFrequently Asked Questions (FAQs)
What is the Cupid Shuffle?+
When and where is the Cupid Shuffle?+
How do I register for the Cupid Shuffle?+
Cupid Shuffle
Feb 14, 2027