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ADVENTURE
COMMUNITY
TRAIL RUNNING
#RUNDRIFTLESS

Creating Community and Adventure Through Trail Running in the Hills of the Driftless Area of South Central Wisconsin.

DRIFTLESS ENDURANCE
EVENTS

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We believe in the transformational power of trail running and the benefits it can bring to the individual and community. We create unique events that will challenge the novice to the most experienced trail runner. The Driftless Area is known for its gorgeous rolling hills and steep bluffs. We endeavor to highlight the amazing natural beauty of the Driftless while challenging the individual to reach new heights. 

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Rumble on the Ridge

Last Person Standing

May 15, 2027

Arena, WI

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White Oak Fest 5K

5K

Aug 8, 2026

Dodgeville, WI

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Run the Hawk Trail Runs

3 | 6 | 12 HR Challenge-Solo & Relay

Aug 22, 2026

Middleton, WI

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Queen of the Ridge

Last Woman Standing

Sep 26, 2026

Arena, WI

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Broken Rock Trail Run

50K | 20 Miler | 10 Miler

Oct 10, 2026

Dodgeville, WI

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The Guv'nor Frozen 50

50K | 25K | 15K

Dec 5, 2026

Dodgeville, WI

Trail Partners

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Partner With Us!​

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Looking for meaningful brand exposure? Want to connect with a passionate, engaged group of endurance athletes?

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Our immersive and community-driven events offer a unique opportunity to engage directly with trail runners who value quality gear, outdoor experiences, and brands that share their spirit of adventure. We’re seeking partners who are as passionate about the trail-running community and the Driftless Area as we are—brands that want to enrich the participant experience and build authentic connections.

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If that sounds like you, we would love to talk. Let’s collaborate and create something truly memorable! Get in touch today.

Services

Want to create a trail running event in the Driftless? Not quite sure where to begin? Whether you're creating something new or looking to expand an existing event, we understand the challenges—from securing the right location to managing logistics and building community engagement.

 

We’re passionate about growing the trail-running culture and supporting those who share that vision. With deep expertise in event planning, course design, and participant experience, we’ll help guide you through the process and set you up for success.

Course Design

We specialize in:

  • Course Design: Developing  memorable routes that balance challenge, scenery, and distance accuracy.

  • Consulting: Guiding you through key decisions—permitting, safety, participant experience, and efficiency.

  • Course Marking: Ensuring flawless navigation with clear signage and markings to keep runners on route.

Race Directing

Have a race idea but want an expert to handle the logistics and execution? We’ve got the experience, tools, and resources to make it happen—so you can focus on creating an unforgettable event while we take care of the details. Let us direct your next race and bring your vision to the finish line

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Event Marketing

Boost your event’s visibility and reach the right audience with our targeted promotion strategies. Through our dedicated social media channels and newsletters, we’ll help generate excitement, engage trail-running enthusiasts, and maximize participation.

Stay Drifty!
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