Triple D Winter Race

Triple D Winter Race The Triple D endurance trail event traverses Dubuque County, Iowa in the dead of winter. The Triple D Winter Race has been going strong for over a decade!

The first thing you need to know about the race – it is a bit of a circus… but that is by design! As you traverse the scenic route by bike, or by foot you’ll receive little support. Whether you’re juggling water bottles as you skate down Heritage Trail, or balancing a tight-rope as you cross a thin bridge on the bike route, there is something for outdoor enthusiasts of all ability levels at the Tr

iple D Winter Endurance Race! You can participate in anything from a nice 5k stroll to get out of the house on a winter day, or a 70 mile bike race to really test your mental and physical fortitude! Other events include a half, full, and a 50K ultra-marathon for runners. Bikers can race 35 mile Double D or the 20 mile Half Double D or the poker tour. There are many reasons racers come out each year to join this winter event… what’s yours?

Triple D nation - it’s at Jubeck’s! Find it.
01/22/2026

Triple D nation - it’s at Jubeck’s! Find it.

Race day!!!
01/18/2026

Race day!!!

Sundown Mountain Resort checkpoint photos!
01/18/2026

Sundown Mountain Resort checkpoint photos!

Special thanks to long time supporter and phographic support from Bob Edwards. The spirit of thr Triple D 2026….Enjoy.
01/18/2026

Special thanks to long time supporter and phographic support from Bob Edwards. The spirit of thr Triple D 2026….Enjoy.

This gallery hosted by SmugMug; your photos look better here.

Update - owner found! One of our Good Samaritan riders loaned this to a fellow rider. Hoping to get it back to its own...
01/18/2026

Update - owner found! One of our Good Samaritan riders loaned this to a fellow rider. Hoping to get it back to its owner.

01/17/2026

Okay, here we go. Focus. Speed. I am speed. One winner, 154 losers. I eat losers for breakfast. Breakfast? Maybe I should have had breakfast?

01/16/2026

🍽️🍻 Triple D Racers — Downtown Is Calling Tonight! 🍷🍕

If you’re in Dubuque tonight (the night before race day!), we encourage you to head downtown and show some love to the amazing local sponsors and supporters right around Triple D Event Center HQ. Fuel up, hydrate smart, and soak in the community vibes before the big day.

🔥 Grab a bite or a brew at 7 Hills Brewing Company
🍷 Unwind with a glass at EJ’s Wine Bar
🍝 Carb-load like a pro at Marco’s Italian & American Restaurant
🍽️ Treat yourself at Brazen Open Kitchen
🛍️ Browse and explore at Dimensional Brewing Company

And that’s just the start...there are loads of great food, drink, and shopping options packed into the Millwork District and surrounding downtown area, all within easy walking distance.

Eat well. Relax. Support local.
Tomorrow… we race!

Send a message to learn more

01/16/2026
🎁🔥 The SWAG Bags Are STACKED! 🔥🎁Our sponsors and supporters keep showing up in a big way, and we couldn’t be more gratef...
01/16/2026

🎁🔥 The SWAG Bags Are STACKED! 🔥🎁

Our sponsors and supporters keep showing up in a big way, and we couldn’t be more grateful. Thanks to these amazing partners, Triple D swag bags are overflowing this year 👇

🚲 Bicycle World always backing riders and racers with true community support.
❄️ Frozen Fat Fondo Fest 1/31/26 winter grit supporting more incredible winter grit
🍺 Jubeck New World Brewing because good miles deserve good beer
🧘 Nameste Athleisure Wear comfort, style, and recovery vibes

From the start line to the finish celebration, this community keeps delivering. Huge thanks for helping make Triple D more than a race — it’s an experience. ❄️🏃‍♂️🚴‍♀️

(And yes… you’ll want one of these swag bags.) 😏
So...Get signed up: https://www.bikereg.com/triple-d-winter-endurance-race

01/15/2026

Address

1085 Washington Street
Dubuque, IA
52001

Telephone

+15636638430

Website

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