Riding Harley's Across America on Route 66—New Video!

Last year, we set out to do something special. To celebrate the upcoming centennial of Route 66, we rode the entire length of the Mother Road, from Chicago to Santa Monica. Along the way we chased its stories and history.

Over the course of two weeks, we found more than old neon and cracked pavement. We found the heart of American road travel. The diners still serving up coffee to wanderers, the locals proud to keep the legend alive, and the timeless pull of a road that refuses to fade.

We just released Episode 1 of The Great American Road Trip over on YouTube. In this episode, we start Route 66 in Chicago and trace it through Illinois and into Missouri.

Whether you’ve ridden it, dreamt of it, or just love the idea of endless road ahead, this one’s for you.

Watch: Riding Harley's Across America on Route 66

**Episode 2 and 3 will be released in early 2026.

Read: The Great American Road Trip

Our three-part series appears across three 2025 issues; May/June, July/August, and September/October. Each chapter traces a different era of the Mother Road’s legacy, from its rise and golden years to what remains today. Now, you can read the full series online with a RoadRUNNER web subscription, or order the back issues to hold the journey in your hands.