Dairyland Dare

  • Date Sat 1st August 2026
  • Time 6:15AM CDT
  • Location Dodgeville, Wisconsin
  • Price $97.85
  • Races 4 races
  • Distances Ultra

Event summary

Get ready for the exhilarating Dairyland Dare, taking place on Saturday, August 1st, 2026, in the stunning landscapes of Dodgeville, Iowa! This incredible cycling event showcases the untouched beauty of southwest Wisconsin, featuring the Midwest's most extreme hills, forested ridges, and carved river valleys. Participants can choose from four thrilling distance challenges: 50K, 100K, 150K, or 200K, making it perfect for cyclists of all levels, including road and tri-bikes. E-bikes are also welcome, ensuring everyone can join in on the adventure!

Scheduled just five weeks before the Ironman Wisconsin, the Dairyland Dare offers an excellent opportunity for a final long ride before tapering for the big race. Cyclists will traverse the historic streets of Mineral Point and cycle through the picturesque Iowa County countryside, tackling some of Wisconsin's steepest climbs. With an abundance of community volunteers, riders will enjoy unmatched support, including well-stocked rest stops, on-course assistance, and mechanical help at every stop. After the ride, unwind at the post-ride party with music, laughter, and a delicious meal that will leave you satisfied. Don’t miss out—register early to secure your spot in this

Organiser's Description

SET IN SOUTHWEST WISCONSIN, THE LAND LEFT 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 THE TIMELINE ACCORDINGLY (CLICK HERE TO VIEW FAQ PAGE. [https://dairylanddare.com/faqs/]) SCHEDULED FIVE WEEKS PRIOR TO IRONMAN WI, THE DAIRYLAND DARE MAKES A GREAT, LAST LONG 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 DISTANCES OF 50KM TO 200KM BEFORE THE SUN GOES DOWN. MANY OF WISCONSIN'S STEEPEST CLIMBS ARE LOCATED THROUGHOUT THIS REGION. WITH AN ABUNDANCE OF COMMUNITY VOLUNTEERS, RIDE 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 WONT LEAVE YOU HUNGRY! REGISTER EARLY TO GUARANTEE A SPOT IN THIS GREAT RIDE!

Races

  • Dairyland Dare - 200K

    Incl. $7.85 Fee & Participant T-Shirt

    Sat 1st August 2026 (6:15AM CDT)

    $97.85

    200K starts at 6:15 am. *** START LINE CLOSES AT 7:15 am ***
  • Dairyland Dare - 150K

    Incl. $7.85 Fee & Participant T-Shirt

    Sat 1st August 2026 (6:30AM CDT)

    $97.85

    150K starts at 6:30 am. *** START LINE CLOSES AT 7:15 am ***
  • Dairyland Dare - 100K

    Incl. $7.85 Fee & Participant T-Shirt

    Sat 1st August 2026 (6:45AM CDT)

    $97.85

    100K starts at 6:45 am. *** START LINE CLOSES AT 7:15 am ***
  • Dairyland Dare - 50K

    Incl. $7.85 Fee & Participant T-Shirt

    Sat 1st August 2026 (6:45AM CDT)

    $97.85

    50K starts at 6:45 am. *** START LINE CLOSES AT 7:15 am ***

Reviews

Done this event?

First-hand event reviews from people who have been there, done that and got the breathable T-shirt, really help everyone choose their next event.

Add a review

Location

Harris Park, 600 N Bennett Rd, Dodgeville, 53533, WI, United States

Who's In

See who else is doing this event

Be the first

No-one has marked this event as 'Doing' or 'Maybe' yet. Will you be the first?

More from findarace.com

Aug 1, 2026

$97.85