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Event Calendar

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.

Door County Holiday

Door County Holiday

Sep 7 - Sep 12    
12:00 am
Best Western Maritime Inn
5 DAY FULLY SUPPORTED HOTEL BICYCLE TOUR ONLY $1045:  BY PEDAL ACROSS WISCONSIN Here’s an opportunity to cycle the entire Door County Peninsula, plus a full [...]
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Little Bellas Madison Mountain Bike Weekly Program

Little Bellas Madison Mountain Bike Weekly Program

Sep 8 - Oct 27    
3:30 pm - 5:30 pm
The Little Bellas Madison Mountain Bike Weekly Program meets for eight weeks in September and October at Quarry Ridge and Seminole trail systems. The program [...]
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12 Sep

Ride to Valhalla - Door County 2025

Sep 12 - Sep 15    
All Day
Sunset Park
This is not your average group bike ride. At certain breakpoints and along the way, our Guides will immerse and educate in the history, geography, [...]
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Raise The Bar - Fundraiser

Raise The Bar - Fundraiser

Sep 13 - Oct 11    
All Day
🎉 Get ready to bid and win! The Bike Fed is excited to announce our 3rd Quarter raffle and online auction, running September 13 – [...]
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Peninsula Century Fall Challenge

Peninsula Century Fall Challenge

Sep 13    
7:00 am - 5:00 pm
Sister Bay Waterfront Park
The Peninsula Century Fall Challenge features four routes designed to take riders past scenic vistas on rider-friendly roads throughout northern Door County. There are 25, [...]
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SepTimber Ride

SepTimber Ride

Sep 13    
7:00 am - 3:00 pm
Tribute Brewing Company
We don’t think riding your bicycle should be about how fast you go. We think it’s about the scenery you experience, the friends you ride [...]
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Oconomowoc Rotary Bike Tour

Oconomowoc Rotary Bike Tour

Sep 13    
7:30 am - 1:00 pm
Ski Slide Park
The Oconomowoc Rotary annual bike tour event raises money and awareness for the Interurban Bike Trail, connecting communities in Jefferson and Waukesha Counties.  We offer [...]
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Autumn Trek Bicycle Ride

Autumn Trek Bicycle Ride

Sep 14    
All Day
Garage Bike & Brews
This year will celebrate the 26th Annual Autumn Trek Bicycle Ride, a super fall classic with 25, 45, 65 and 100 mile routes through western [...]
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¡Pick Me Up at the Border!

¡Pick Me Up at the Border!

Sep 19 - Sep 20    
6:30 pm - 5:00 am
The Seminole Tap
This is the signature event and annual fund-raiser for Bike Fitchburg, Inc. This is an 80-mile, nighttime, gravel ride to the Illinois border on the [...]
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USA Cycling Gravel National Championships

USA Cycling Gravel National Championships

Sep 20    
All Day
La Crescent and Houston, MN, in Southeast Minnesota and the La Crosse, Wisconsin region will proudly host the 2025 USA Cycling Gravel National Championships the [...]
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21 Sep

Evanston Bike Club's North Shore Century

Sep 21    
6:00 am - 11:00 am
Gillson Park
The Evanston Bicycle Club’s North Shore Century offers scenic biking on routes of 25, 50, 62, and 100 miles. Experience beautiful neighborhoods, unique architectural treasures, [...]
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Badger Challenge

Badger Challenge

Sep 21    
7:00 am - 5:00 pm
Badger Challenge is a signature Wisconsin walking, running, and biking event which energizes the community around the mission of raising funds for cancer research and [...]
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Bike the Barns!

Bike the Barns!

Sep 21    
9:00 am - 5:00 pm
Join us for Bike the Barns and pedal together for fresh food for everyone! This fundraising ride is a great way to celebrate local food, [...]
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Chris' Slow Roll

Chris' Slow Roll

Sep 21    
9:00 am - 3:00 pm
War Memorial
Join in on the fun! Slow Roll along Milwaukee’s scenic lakefront on Sunday September 21st, 2025 for the 10th Annual Slow Roll Bike Ride & [...]
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27 Sep

Fall Color Festival

Sep 27    
8:00 am - 2:00 pm
John Muir trails, Southern Kettle Moraine State Forest
Annual mountain bike fundraiser held at the John Muir trails in the Souther Kettle Moraine State Forest.
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27 Sep

Deer Fly Chase

Sep 27    
10:00 am - 4:00 pm
Dog Island Trailhead
Join the Friend’s of Hickory Ridge Trail Association for the Deer Fly Chase race on the trails of Hickory Ridge on September 27, 2025. This [...]
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Treadhead Fall Tour

Treadhead Fall Tour

Sep 28    
6:00 am - 3:00 pm
An organized bicycle ride around beautiful Southeast Wisconsin. There are routes to meet everyone's needs from 18 to 100 miles. There will be rest stops [...]
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Rides for Joe

Rides for Joe

Oct 1    
10:00 am - 1:00 pm
Fitchburg Senior Center
In memory of our late, long-time director Joe Imilkowski, Bike Fitchburg, the Fitchburg Senior Center, and the City of Fitchburg Bicycle Committee are proud to [...]
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03 Oct

Tour de Chequamegon

Oct 3 - Oct 5    
12:00 am
Ride the scenic gravel roads of Wisconsin’s Northwoods this fall with the Chris Kegel Foundation, Life Above 8, and Wheel & Sprocket on the 8th [...]
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Trek CX Cup

Trek CX Cup

Oct 3 - Oct 5    
All Day
Trek Bicycle Corporation
If you’re going to attend just one cyclocross event this year, make it this one. Trek CX Cup is more than a bike race—it’s a [...]
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Bike Event Toolkit

Creating a new bike event? Download this Bike Event Toolkit to help with your planning process.

Bike Event Toolkit