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01 Jun

WBR Single Bong 20 km TT

Jun 1    
8:00 am - 12:00 pm
The Bong Single 20 km TT (Time Trial), sponsored by Wisconsin Bicycle Racing (WBR) and hosted by the Wisconsin-Illinois Cycling Association (WIIL Cycle), is a [...]
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, [...]
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 [...]
Kwik Trip Tour of America's Dairyland

Kwik Trip Tour of America's Dairyland

Jun 19 - Jun 29    
All Day
Celebrating vibrant Wisconsin communities through cycling. The Kwik Trip Tour of America's Dairyland is the longest professional and amateur road cycling series in the country. [...]
Giro d' Grafton

Giro d' Grafton

Jun 21    
All Day
Grafton is hosting the highly anticipated Kwik Trip Tour of America's Dairyland (ToAD) bike race on Saturday, June 21, 2025, in the vibrant downtown Grafton [...]
21 Jun

Washburn Wisport Challenge TT and Road Race

Jun 21 - Jun 22    
9:00 am - 2:00 pm
Join Wisport for a time trial Saturday and a Road Race Sunday. The TT will be about 15 miles, and the RR will have two [...]
Tour De Pere

Tour De Pere

Jun 22    
11:00 am - 8:00 pm
Downtown De Pere is a host community of the largest competitive road cycling series in the U.S., Kwik Trip Tour of America’s Dairyland (ToAD). The [...]
Wilo Cedar Creek Classic Bike Race presented by Mel's Charities - part of the Tour of America's Dairyland Series

Wilo Cedar Creek Classic Bike Race presented by Mel's Charities - part of the Tour of America's Dairyland Series

Get your cowbells ready for the Second Annual Wilo Cedar Creek Classic (WCCC) bike race presented by Mel’s Charities in downtown Cedarburg on June 24, [...]
Oak Creek Clocktower Classic

Oak Creek Clocktower Classic

Jun 25    
11:00 am - 9:00 pm
Get ready for the all new Clocktower Classic! Oak Creek is proud to be a first-time host to the Tour of America’s Dairyland (ToAD). Elite [...]
26 Jun

Bay View Classic

Jun 26    
10:00 am - 9:00 pm
The Centraal Cafe + Tappery Bay View Classic, brings some of the fastest professional bicycle racers (women and men) from across the nation alongside international riders from 15 different countries to [...]
21st Annual Shorewood Criterium Classic

21st Annual Shorewood Criterium Classic

Jun 27    
11:00 am - 8:00 pm
Shorewood will return to playing host for a day to the largest cycling event in the country, the 21st Annual Shorewood Criterium Classic on Friday, June 27th, [...]
28 Jun

46th Café Hollander Otto Wenz Downer Classic

Jun 28    
All Day
The Kwik Trip Tour of America’s Dairyland is thrilled to host 11 straight days of premier road racing in 11 different communities throughout Southeast Wisconsin. Historic [...]
29 Jun

Tosa Village Classic

Jun 29    
12:00 pm - 8:00 pm
The Tosa Village Classic is the final race of the Tour of America's Dairyland (ToAD) series. Competitors will race an exciting course through the old-world [...]
19 Jul

Penokee Mountain Range Classic Bike Race and Tour

Jul 19    
10:00 am - 2:00 pm
Come out and get a long or short road race in the Mellen, WI area. Planning on Roly-Poly lunch afterwards. Starting and ending in downtown [...]
The Badfish Creek 20K/40K Time Trial

The Badfish Creek 20K/40K Time Trial

Jul 26    
8:00 am - 11:45 am
The Badfish Creek 20K/40K Time Trial is one of the safest, most interesting and challenging bike races in Wisconsin. It is a time trial in [...]
03 Aug

Bluff to Bluff Road Bicycle Race

2025 "Bluff to Bluff" Road Bicycle Race!! Sunday August 3rd, 2025 10:00am. A 48.8 mile road race starting at the base of Powers Bluff Park [...]
03 Aug

Bluff to Bluff Road Race

Aug 3    
10:00 am - 2:00 pm
You race Bluff to Bluff or decide One Bluff is Enough! Challenge yourself with a wicked hilltop climb and refresh yourself after with some delicious [...]
Sadistic Century

Sadistic Century

The Sadistic Century, a fun and challenging road bicycle ride on hilly, smooth, quiet roads in Western Wisconsin. Routes include 200 km, 100 mile, 100 [...]
10 Aug

WBR Double Bong 20/40 km TT

Aug 10    
9:00 am - 12:00 pm
The Double Bong 20/40 km TT (Time Trial), sponsored by Wisconsin Bicycle Racing (WBR) and hosted by the Wisconsin-Illinois Cycling Association (WIIL Cycle), is a premier [...]
16 Aug

CV Cheq 50 Road Race and Tour

Aug 16    
10:30 am - 2:30 pm
It's not a race with a house of fire, but it is on some of the same roads, starting and ending at the Grand View [...]
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