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Welcome to the new and improved Event Calendar! Scroll to peruse upcoming events. Looking for something specific or a certain type of ride or bike related event ? Use the advanced search features to search by key word, category, date, or locations around the state.

Tuesday Night at Washington Park Velodrome

Tuesday Night at Washington Park Velodrome

May 13 - Aug 26    
7:00 pm - 10:00 pm
Get ready for a thrilling season of high-speed action at our premier night of racing! Tuesday Nights from May through August, racers from all across [...]
30 May

IRONBULL Essential Gravel

May 30 - Jun 15    
12:00 am
This free bike ride purpose is to introduce people to gravel riding and provide an option for gravel enthusiasts. You may ride at a leisurely [...]
Madison Bike Bingo

Madison Bike Bingo

Jun 1 - Sep 1    
12:00 am
Bike Bingo is a celebration of biking, adventures and exploring local businesses that support bikes! How it works: 1. Pick up a $10 Madison Bike [...]
Milwaukee Bike Bingo

Milwaukee Bike Bingo

Jun 1 - Sep 1    
All Day
Bike Bingo is a celebration of biking, adventures and exploring local businesses that support bikes! How it works: 1. Pick up a $10 Milwaukee Bike [...]
Monday Night Stock Bike Racing

Monday Night Stock Bike Racing

Jun 2 - Aug 18    
6:30 pm - 8:00 pm
The Perfect Introduction to Track Cycling! Stock bike racing is a fun and accessible way for riders of all ages to get started in the [...]
07 Jun

GRABAAWR, the "The GReat Annual Bicycling Adventure Along the Wisconsin River"

Jun 7 - Jun 14    
All Day
GRABAAWR - "The GReat Annual Bicycling Adventure Along the Wisconsin River" is an annual 7-day, 500-mile ride from Eagle River to Prairie du Chien that follows the length of the Wisconsin [...]
08 Jun

Grand Illinois Bike Tour (GIBT)

Jun 8 - Jun 13    
All Day
Join us June 8-13, 2025 for the 22nd annual Grand Illinois Bike Tour (GIBT)! This year’s route explores north central Illinois beginning and ending in Rochelle, [...]
Sunrise 2025

Sunrise 2025

Jun 12 - Jun 15    
All Day
Hub and Spoke pavement based cycling tour – hotel booking is rider’s responsibility For folks looking to get an introduction to bike touring in a [...]
13 Jun

Wausau Nine Mile

Jun 13 - Jun 15    
12:00 am
Pivoting northward, the Wisconsin Off-Road Series (WORS) continues a busy June with a stop at Nine Mile in its long-awaited return to Wausau. Here riders [...]
Horribly Hilly Hundreds

Horribly Hilly Hundreds

Jun 14    
6:00 am - 7:30 pm
With up to 10,000 feet of elevation gain, the Horribly Hilly Hundreds presents one of the Midwest’s toughest challenges for the serious cyclist. Nearly 1,000 [...]
14 Jun

Peninsula Century Spring Classic

Jun 14    
7:00 am - 5:30 pm
The Peninsula Century Spring Classic will have a new home in 2025. After 35 years in Baileys Harbor, the ride will move to the grounds [...]
Fat Tire Tour of Milwaukee

Fat Tire Tour of Milwaukee

Jun 14    
8:00 am - 6:00 pm
Drawing nearly 300-500 attendees each year, the Fat Tire Tour of Milwaukee is the oldest and most historic group ride in the greater Milwaukee area. [...]
14 Jun

Janesville Pie Ride Presented by Michael's Cycles

This bicycling event features a family fun route plus 20K, 50K and 100K routes through scenic Southern Wisconsin, with proceeds benefiting local charities. Enjoy well-marked, [...]
Loop the Lake

Loop the Lake

Jun 14    
9:00 am - 2:00 pm
Loop the Lake is more than a bike ride – it’s an opportunity for our community to connect with our lakes! Event proceeds will support [...]
14 Jun

Loop the Lake “ A Bike Ride to Benefit Our Lakes”

Jun 14    
9:00 am - 2:00 pm
EVENT DETAILS Cyclists of all ages and abilities navigate the scenic 13.8-mile loop around Lake Monona. Saturday, June 14th Starting & ending at Olbrich Park [...]
14 Jun

Gordon Pine Barrens 50

Jun 14    
10:00 am - 4:00 pm
The GPB50 is an inaugural event, made by gravel enthusiasts for gravel enthusiasts. Set in Northern Wisconsin, this bike race aims to provide riders with [...]
15 Jun

Ride Across Illinois (RAIL) North

Jun 15    
5:30 am - 8:30 pm
Cycle across the entire state of Illinois in one day! RAIL North will travel approximately 180 miles in one day from Moline to Chicago. The [...]
Bay View Adventure Bike Camp June 2025

Bay View Adventure Bike Camp June 2025

Jun 16 - Jun 20    
9:00 am - 4:00 pm
Camps are offered in June and August with two concurrent sessions, grouped by grade level as of the 2024/2025 school year; 4th & 5th graders [...]
16 Jun

Group Ride Leaders Class

Want to start a group ride and don't know where to start? Whether you are leading club rides or social rides, this course will teach [...]
19 Jun

Janesville Town Square Gran Prix

Jun 19    
All Day
The Kwik Trip Tour of America’s Dairyland hosts 11 straight days of premier road racing in 11 different communities throughout Southeast Wisconsin. The thrilling tour starts [...]
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Submit Your Event

Submit your event here to be included in our free online calendar. NEW! Please include the county where your ride BEGINS (there is an option for "Outside Wisconsin" if applicable).

Bike Event Toolkit

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