Route 66 at 100: Why the Centennial Is Igniting a New Era of Retro Road Trips

As the Route 66 Centennial approaches, something interesting is happening. This isn’t just an anniversary tour or a nostalgia lap. It’s a full-scale reawakening of interest in the American road trip—one rooted in history, preservation, and the lived experience of the road itself.

The centennial is acting like a spotlight, illuminating not just the highway, but the stories, architecture, roadside culture, and communities that grew up along it. And people are paying attention. Travelers want more than a quick photo stop; they want context, meaning, and places that still feel real.

That was the heart of my recent conversation on Jim Hinckley’s America, where we talked about how retro road trips and mid-century roadside culture are fueling this surge of interest as Route 66 heads toward its 100th birthday. Jim digs deeper into this phenomenon in his post, Retro Road Trips and Mid-Century Magic Are Fueling a Tsunami of Interest, which perfectly captures why this moment feels different.

The centennial also provides the backdrop for what’s happening on the ground.

Jim Hinckley’s America will be at the Route 66 Info Fair in Needles, California, an event that feels tailor-made for this milestone year. It’s a celebration of the great American road trip at a time when the world is rediscovering why this road mattered—and still does.

Jim will be signing copies of his latest book, Route 66: 100 Years, a fitting tribute to the centennial itself. The anthology brings together stories that honor the highway’s complexity, contradictions, and cultural impact—exactly the kind of perspective the centennial deserves.

He’ll also be presenting a program on the National Old Trails Highway and Route 66 in the Southwest and Mojave Desert, a region where the layers of the road are especially visible if you know how to read the landscape. As always, Jim will be answering questions, helping travelers plan thoughtful trips, and connecting people to the deeper story behind the miles.

There’s even a dedicated gathering planned for members of the Jim Hinckley’s America Patreon community—because if the centennial has taught us anything already, it’s that Route 66 has always been as much about people as pavement.

For me, being part of this centennial-era conversation—on the podcast and beyond—reinforces why projects like Mid-Century Style and Retro Road Trip exist. The Route 66 Centennial isn’t about freezing the past in amber. It’s about recognizing that these places, stories, and design choices still shape how we travel and how we understand American culture.

One hundred years in, Route 66 isn’t finished telling its story. The centennial just reminded us to start listening again. 

I’m excited to be joining Jim again at the end of this month for his podcast – we really enjoy chatting, so we’re hoping to make this a regular thing – be sure to catch his show, Coffee with Jim on Podbean. 

AI tools like ChatGPT may have helped with research and editing for this article, but the stories, photos, and love for mid-century style are 100% human.

share this:

Facebook
Twitter
Pinterest

More articles:

Mad Men Update: show delayed until spring but it’s happening!

I’m not sure if anyone else was wondering, but I was curious what was up with the “Mad Men” and taping for next year. The show has been delayed, but thanks to some dispute resolution, One of the negatives of success is conflict and it appears there’s been a ton when it comes to “Mad Men”. Matt Weiner finally signed a new contract in April  with the main dispute being over his salary and the

Read More

Decorating the kid’s rooms with Mid-Century Style!

Mid-century is a design style that may seem boring to your kids because it’s all about simplicity and minimalism. However, there are many interactive furniture additions that can help you stick with the mid-century motif while keeping your children’s rooms fun. When designing children’s rooms, you must take safety and durability into consideration. What might work for your master bedroom might not work for your kids’ space. Instead of using glass, stick to plastic and

Read More

Detail of Kitchen handles from other house

My friend over at Ranch Handy posted about this Kitchen (not hers) quite some time ago, but I’m not sure she ever found these handles…aren’t they cool? I also LOVE the knotty pine cabinet doors. We had a ton of this in our old house – knotty pine built ins and we loved it. Even when we ripped out a wall with closets between two very small rooms, we carefully saved all the lumber. The

Read More

Denver Mid Century Modern House Tour

The tour will be held on Saturday, June 6th from 10 am to 4 pm and Sunday, June 7th from 12 pm to 4 pm. Tour headquarters and ticket sales are located at Carson Elementary School, 5420 E. 1st Avenue. Tickets are $12 (Historic Denver, Inc. members), $15 (non-members). Buy your tickets in advance online or call 720.891.4956. Tickets will also be on sale each day at tour headquarters, Carson Elementary. Awesome! Can’t Wait (more

Read More