Category: Destinations

Ed Galloway’s Totem Pole Park: Giant Folk Art off Route 66

Just a few miles off old Route 66 near Chelsea and Foyil, Oklahoma, lies a whimsical world where concrete and steel meet Native-inspired imagery. It’s folk art on a massive scale, and there’s nothing else on the Mother Road quite like it. Where You’ll Find It Address: 21300 OK-28A, Chelsea (technically Foyil), Oklahoma Located just …

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The Old Chain of Rocks Bridge: Route 66’s Forgotten Gateway

Stretching across the mighty Mississippi River like a rusted relic from America’s road trip heyday, the Old Chain of Rocks Bridge is one of Route 66’s most unique—and strangest—landmarks. With its bizarre 22-degree bend in the middle and a history full of reinvention, decay, and rebirth, this bridge has way more personality than your average …

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Meramec Caverns: The Underground Wonderland of Route 66

Tucked beneath the hills of Missouri lies one of Route 66’s oldest and flashiest tourist traps—and that’s meant in the best way possible. Meramec Caverns isn’t just a cave tour. It’s a neon-lit, Jesse James-infused, kitsch-meets-nature spectacle that’s been pulling in curious road trippers since before most of us were born. If you’re the kind …

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Cadillac Ranch: The Graffiti-Soaked Shrine of the American Road

Out in the middle of a flat Texas field, ten Cadillacs stand nose-down in the dirt like something out of a dream—or a breakdown in reality. This is Cadillac Ranch, one of the weirdest, wildest, and most iconic roadside stops on Route 66. It’s a place where graffiti isn’t just allowed—it’s expected. Where Is It? …

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Sleep in a Teepee: The Strange Charm of Wigwam Village on Route 66

If you’re looking for a night you’ll never forget on your Route 66 road trip, skip the motel chains and check into a giant concrete teepee. That’s right—Wigwam Village is still standing, and it’s one of the last chances to experience mid-century kitsch the way it was meant to be: weird, nostalgic, and wildly photogenic. …

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The Big Blue Whale of Route 66: A Quirky Icon with a Whale of a Tale

If you’re cruising along Route 66 through Oklahoma and craving something offbeat, nostalgic, and downright charming, the Big Blue Whale in Catoosa is a must-see. It’s one of those roadside oddities that perfectly captures the spirit of old-school Americana—equal parts weird and wonderful, with just enough backstory to make it unforgettable. Where Is It? The …

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