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Dairyland Dare

Saturday, August 2nd, 2025 Dodgeville, WI 53533 US

DAIRYLAND DARE RIDE REVIEWS 

“This was by far the most beautiful, best supported ride I have ever been on. Roads marked well and in great shape. Volunteers were great. Rest stops very well stocked. Everything was just perfect. I have done a lot of organized rides and this one is in a different class than every other one.

If you like a challenge - I Dare you to try this next year.”

“Best area rides in my opinion - #1 Dairyland Dare – near Madison, WI”

 -Bikejournal.com

"This is probably the best organized ride I've done-- from the communications leading up to the ride itself. Food, signage, the attitudes of the volunteers, the route, and the scenery, everything was top notch. 

Thanks for a great time, and I'll certainly be back next year." 

-Roadbikereview.com

“I love riding in Wisconsin and Dairyland Dare is one of my favorite organized rides. Dairyland Dare is a ride that can best be described as "lets climb every possible hill there is in Southwest Wisconsin" It starts and ends in Dodgeville, WI and offers riding distances from 50K to 200K, with great support and the typical Wisconsin views and hospitality.”

-My SBRing and other Adventures, personal Blog

“I did the Dairyland Dare yesterday, and... HATS OFF TO THE ORGANIZERS!

…The food and volunteers were top notch.”

-Roadbikereview.com

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