Bike Events


Cyclists find much to love and do in Milwaukee. If you’re looking to take part in a bicycling event, these races and rides are a great place to start.


Polish Moon Ride

On the Polish Moon Ride, you’ll learn about the city’s Polish and German heritage with this nighttime ride through the city’s Polish neighborhoods. You’ll cap off the evening with locally made eats, music, beer and more.


Santa Cycle Rampage

Each December, hundreds of cyclists don their Santa suits and take to the streets for the Wisconsin Bike Federation’s Santa Cycle Rampage. It’s the jolliest ride in town.


Underwear Bike Ride

No suit of any kind is necessary for the Underwear Bike Ride, which supports acceptance of all body types and encourages body positivity. The route is always a surprise, but a fun time is guaranteed.


Riverwest 24

The Riverwest 24 means 24 hours of riding through the ultra-eclectic Riverwest neighborhood with mandatory, community-oriented stops. Even if you don’t ride, this is one of the best races for spectators!


Tour of America’s Dairyland

Tour of America's Dairyland presented by Wisconsin Milk Marketing Board is the largest competitive bicycle racing event in the United States. At the various stops you can cheer on Pro-Am athletes from over 40 states and 15 countries. This means it's 11 days of family-friendly fun featuring races, kids' activities, food, drink, music, and more. 


UPAF Ride for the Arts

An incredibly popular ride that benefits Milwaukee’s arts groups, the UPAF Ride for the Arts is one of the only times where you can take in the city from the Hoan Bridge without being in a car.


Ciclovia MKE

Ciclovia MKE is a free public event that opens a route of car-free streets to bike, play, and exercise. The initiative is part of an international network of Open Streets movements that advocate for healthy lifestyles, families, and communities by utilizing city streets for recreational activities.


Colectivo Coffee Beans Classic

Mountain bikers, rejoice! The Colectivo Coffee Beans Classic is the ride for you, and with Colectivo’s coffee offered throughout the route, you’re bound to be full of energy for the entire race through Minooka Park.


Bike MS

Bike MS is an all-inclusive, fully-supported cycling event benefiting the Multiple Sclerosis Society travels from the Milwaukee area to Madison with an overnight stay in Whitewater and features multiple route options each day. No matter which route you choose, you'll experience the thrill of Wisconsin's spectacular terrain and create memories you'll never forget.


Wisconsin Bike Week

Milwaukee participates in the Wisconsin Bike Federation’s Bike Week each year with a full slate of exciting events to promote biking in the community. Usually in June, your best bet is to check the Bike Week website for the full list of happenings.