Route 66: The Most Eye Catching Roadside Attractions

Close-up of Route 66 ornament hanging inside car with vintage steering wheel.
Photo by Athena Sandrini

The legendary Route 66 isn’t just a highway—it’s a journey through time filled with quirky roadside attractions that capture the spirit of old America. From giant sculptures to retro motels, these offbeat stops offer a glimpse into a bygone era of travel, where every mile brings a new surprise. Buckle up and get ready to explore seven must-see oddities along the Mother Road.


The Blue Whale of Catoosa – A Giant Smiling Surprise

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In the small town of Catoosa, Oklahoma, you’ll find a giant blue whale perched by a lake—a whimsical relic of mid-century design. Originally built as a public art installation, this playful sculpture has become a beloved photo op and an enduring symbol of Route 66’s quirky charm.


Cadillac Ranch – The Ultimate Drive-By Art Exhibit

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Located near Amarillo, Texas, Cadillac Ranch is an iconic public art installation featuring a row of half-buried, spray-painted Cadillacs. Visitors are encouraged to add their own touch to the colorful cars, turning this roadside attraction into a living canvas that celebrates creativity and the free spirit of the open road.


The Wigwam Motel – Sleep in a Teepee, Live the Retro Dream

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Step into retro Americana at the Wigwam Motel in Holbrook, Arizona. Each room is a teepee-inspired structure, offering a one-of-a-kind lodging experience that harks back to the golden age of air travel. With its nostalgic design and playful vibe, the Wigwam Motel is the perfect place to spend a night on Route 66.


The U-Drop Inn – A Neon-Lit Time Capsule

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An architectural gem in Shamrock, Texas, the U-Drop Inn stands as a testament to Art Deco elegance on the highway. This iconic building, with its striking neon sign and vintage charm, has been beautifully preserved and now serves as a reminder of the glamour and innovation that defined early road travel.


The Route 66 Museum – A Road Trip Through Time

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In Clinton, Oklahoma, the Route 66 Museum offers a treasure trove of memorabilia and exhibits that celebrate the history and culture of America’s Main Street. From classic cars and neon signs to personal stories of road warriors, this museum provides a nostalgic journey through the evolution of travel along Route 66.


Mr. D’z– Burgers, Shakes & Laughs

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No Route 66 journey is complete without a pit stop at a classic diner, and Kingman, Arizona, delivers with its retro soda fountain and vintage decor. Step inside to enjoy a milkshake and a burger while soaking in the nostalgic atmosphere—this quirky eatery perfectly encapsulates the carefree spirit of America’s Mother Road.

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