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Dairyland Dare

August 02 2025
Dodgeville Wisconsin
Date Confirmed
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Distances: 50, 100, 150, 200 km
Difficulty: Extreme terrain with frequent steep hills and long sustained climb

Set in southwest Wisconsin, the land untouched by glacial flattening during the last ice age, the Dairyland Dare offers some of the most extreme hills in the Midwest. The area is characterized by steep, forested ridges, and deeply carved river valleys.

Pick from 4 one day challenges: 50K, 100K, 150K, or 200K. We welcome road and tri-bikes alike. E-bikes are welcome as well, but must follow aid station rules.

Riders will climb through the historic streets of Mineral Point, WI and across the scenic countryside of Iowa County (WI) along their quest to cover from 50km to 200km before the sun goes down. Many of Wisconsin's steepest climbs are located throughout this region. With an abundance of volunteers from around the community, our support is second to none. Rest stops are well staffed and very well stocked with more food and sports drink than you could possibly consume. On course support is ever present and mechanical support is provided at rest stops 3/4 and 6, and there is one roaming throughout the course.

Join us at the post-ride party and enjoy music, laughs, and a meal that won’t leave you hungry!

Dairyland Dare

 
Start Located At: 600 N Bennett Rd, Dodgeville, WI
 
 
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608-316-5755
Included

Ride Bib
Bike Plate
Helmet Sticker
Wristband (includes finisher food and drink tickets)
Professional Ride Photos
Participant T-Shirt
Map & Instructions
Experienced Mechanics on site and on course
SAG vehicles roaming the course
Fully Stocked Aid Stations - you won't go hungry!
Post Ride Party - including a well-deserved meal, drinks, and music!

 
Facilities
Parking
Toilets
Registration On the Day
Pre-Packet Pickups
 
Support for Participants
SAG Wagon
 
Community
After Party
 
Features
Photos
 
Nutrition
Feed / Aid Stations
Post Event Meal(s) Provided As Part of Entry
 
dairylanddare
Feb 26 2013 - NEWS: Wisconsin Triple Crown Series Full
Aug 02 2025 - EVENT: Dairyland Dare