Dairyland Dare

Sat August 7, 2021 Dodgeville, WI 53533 US Directions
Countdown to Ride Day

Dairyland Dare

$105 6:15AM CDT - 6:00PM CDT Price increases after May 31, 2021 at 11:59pm CDT
Ride Website

Additional ride information can be found at https://dairylanddare.com/.

Harris Park
600 N Bennett Rd
Dodgeville, WI US 53533

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 timeline (Click here to view FAQ page.) Scheduled five weeks prior to Ironman WI, the Dairyland Dare makes a great last big ride before starting your Ironman taper.

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 sport drink than you could possibly consume. On course support is ever present and mechanical support is provided at every rest stop.

Afterwards join us at the post-ride party and enjoy music, laughs, and a meal that won’t leave you hungry! Event planning for 2021 is proceeding as planned. Register early and save!

Official Ride Start Times:
200K starts at 6:15 am
150K starts at 6:30 am
100K starts at 6:45 am
50K starts at 6:45 am

*** START LINE CLOSES AT 7:15 am ***


  • Ride Bib
  • Bike Plate
  • Helmet Sticker
  • Wristband (includes finisher food and drink tickets)
  • Professional Race 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!


CLICK HERE for packet pick-up information.

Referral Program
Ride Contact Info

If you have any questions about this ride, click the button below.

Official Beer Sponsor
Official Finish Line Hydration
Event Sponsors

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