3 cycling events in Madison, Wisconsin

Support clean, healthy lakes with Clean Lakes Alliance’s 14th Annual Loop the Lake Bike Ride. Join us in person on the official Monona Lake Loop by starting and ending at Olbrich Park on Saturday, June 20th, 2026.

Loop the Lake is more than a bike ride – it’s an opportunity for our community to rally around our lakes! All registered participants* will receive a super-soft event t-shirt, while supplies last (Shirt sizes range from youth small to adult 4XL). Event proceeds will support Clean Lakes Alliance’s work to protect and improve our lakes through on-the-ground projects, educational programs, and water quality monitoring.

REGISTER SIX (6) RIDERS AND RECEIVE 25% OFF! DISCOUNT WILL BE APPLIED AT CHECKOUT AFTER ADDING INFORMATION FOR SIX OR MORE RIDERS. Not valid for Virtual Riders or combinable with other discounts.

Registering from out of town and need a place to stay? Check out Discover Monona for all your lodging needs.

*Loop the Lake is a rain or shine event, your registration is considered a donation and is non-refundable

AWI Freedom Run

The Annual AWI Freedom Run is a virtual race being organized by Fairway Independent Mortgage Corporation to raise funds for The American Warrior Initiative. You can choose where to run, walk, or bike, whether it be your favorite path or even at home or the gym on a treadmill or elliptical machine. You can do it on your own or with friends! You can even register and use one of our "Ghost Runners" to do the 5k for you.

The American Warrior Initiative is a Non-Profit 501(c)(3) organization that has reached thousands, bringing awareness to the challenges facing the men and women who have served in the military, police force, fire departments, and more. AWI has spearheaded hundreds of Give-Back Initiatives. These amazing heroes have been served through mortgage-free housing, business grants, home upgrades, service dogs, and much more. Every penny that is donated to AWI goes toward these initiatives to honor the recipients.

All profits from this 5K will go to American Warrior Initiative to help raise enough money to fund service dogs for community heroes. A service dog and training can start at a cost of $15,000.00 or more (increasing from there), putting them out of reach for some of the people that need them most. Help us provide this much-needed assistance to the people that risked their lives for our freedom and safety. For more information about The American Warrior Initiative, the help they have provided, and how you can help outside of this 5K, please check out the Youtube link, and website link for American Warrior Initiative listed below.

Registration for this event will open May 25th, 20264 and go through Saturday, July 4th, 2026.

www.americanwarriorinitiative.com