A Look Back at a Hundred Years of Route 66

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Route 66 Turns 100 in 2026 (©Morten Andeassen)

Route 66 at 100: The Road That Still Carries America’s Story

As Route 66 makes the home stretch to its 100th birthday on April 30, 2026, the historic highway stands as more than merely a stretch of pavement—it’s a living symbol of movement, memory, and the enduring spirit of American travel throughout the years. Known as the “Mother Road,” Route 66 has spent the last century connecting Chicago to Santa Monica, but its true significance lies in the stories, communities, and travelers it continues to inspire.

Cadillac Ranch Along Route 66 in Amarillo (©Heidi Kaden)
Cadillac Ranch Along Route 66 in Amarillo (©Heidi Kaden)

The Birthplace of the Mother Road

Route 66 begins in Chicago, where the journey first took shape in 1926. According to Choose Chicago, the city remains a powerful starting point for travelers retracing a path once traveled by families westward in search of opportunity. This year, that legacy was newly celebrated with the addition of a commemorative Route 66 sign at the iconic Navy Pier. This updated landmark honors the road’s origins while inviting a new generation of travelers to begin their journey.

Though Route 66 once served as a critical corridor for migration and commerce, it has since evolved into something more reflective, becoming an invitation to slow down and experience the journey itself, beginning at the edge of Lake Michigan.

A Road That Refused to Fade

Even after Route 66 was decommissioned in the 1980s, its legacy endured—largely because communities along the route refused to let it disappear. In Flagstaff, Arizona, that commitment is especially visible. As Ryan Rendazzo of Discover Flagstaff explains, “Flagstaff has always been a significant stop on the historic highway thanks to the nearby Grand Canyon National Park and three nearby national monuments.”

But what sets Flagstaff apart is what happened after the road was officially removed from the highway system. “Residents refused to let the memory of the famous highway fade into history,” Rendazzo says, noting that while “in many places between cities, Route 66 is simply gone… in Flagstaff, it remains the main road through town.”

Today, that preservation effort continues to shape the visitor experience. Businesses have worked to preserve historic signs and buildings, creating a sense of continuity between the past and the present. According to Discover Flagstaff, the global appeal of Route 66 is still felt daily, as travelers from across the world stop in to experience a piece of its history firsthand.

Route 66 Stops in Flagstaff (©Strange Happenings)
Route 66 Stops in Flagstaff (©Strange Happenings)

A Global Journey, One Mile at a Time

What makes Route 66 so remarkable is its ability to connect not just places, but people. Rendazzo notes that visitors from “Germany, Australia, England and other faraway places” regularly pass through Flagstaff, drawn by the mythology and authenticity of the road. That international interest has only grown stronger as the centennial approaches, with Route 66 becoming “more popular than ever,” according to Discover Flagstaff.

This renewed attention speaks to something deeper than nostalgia. Route 66 offers a tangible connection to a shared cultural past—one that continues to resonate across borders and generations.

The End of the Trail—and Its Lasting Impact

At the western end of Route 66, Santa Monica marks the official terminus, where the road meets the Pacific Ocean. According to Santa Monica Travel & Tourism, the city remains a proud steward of this legacy, welcoming travelers who have journeyed across the country to reach its shores.

“Route 66 holds a special place in Santa Monica’s past and its present,” says Misti Kerns, President and CEO of Santa Monica Travel & Tourism, emphasizing the city’s role as the final chapter in the Route 66 story. That sense of place is embodied in landmarks like the Santa Monica Pier, where visitors gather at the iconic “End of the Trail” sign to mark the completion of their journey.

Kerns notes that the city continues to celebrate this heritage through experiences that reflect the road’s golden era, from historic hotels to nostalgic dining destinations. These moments allow travelers to step into the past while still engaging with the vibrancy of present-day Santa Monica.

The End of Route 66 at Santa Monica Pier (©Steve Wrzeszczynski)
The End of Route 66 at Santa Monica Pier (©Steve Wrzeszczynski)

Why Route 66 Still Matters

As Route 66 turns 100, its relevance feels more meaningful than ever. In a world defined by speed and efficiency, the road offers something different—a chance to move with intention, to explore without urgency, and to rediscover the joy of the journey.

Tourism organizations that sit all along the route continue to emphasize the authenticity that draws visitors in: neon-lit diners, preserved motels, and communities that have embraced their role in keeping the road alive. It is not just about where Route 66 takes you, but how it invites you to experience the spaces in between.

A Centennial Worth Celebrating

The centennial anniversary of Route 66 is more than just a bump in the road. It’s a milestone not just for the road itself, but for the communities that have preserved it and the travelers who continue to seek it out. From the newly commemorated starting point at Chicago’s Navy Pier to Santa Monica’s shoreline, the road remains a powerful thread connecting past and present.

As more travelers set out to explore its path—whether in full or in fragments—they become part of a story that has been unfolding for a century. Route 66 endures because it represents something timeless: the freedom to explore, the resilience to preserve, and the belief that the journey itself is worth celebrating.

Flagstaff Visitor's Center on Route 66 (©Melanie Lee)
Flagstaff Visitor’s Center on Route 66 (©Melanie Lee)

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