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Stop 3 of 11

Old Pasadena

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Right in front of you, you’ll spot Old Pasadena by its rows of colorful historic buildings lining both sides of the busy street, bustling with orange buses, palm trees, and a patchwork of storefronts stretching out along Fair Oaks Avenue and Colorado Boulevard-just look for the grand old architecture and all the action at the crossroads.

Welcome to Old Pasadena, where every brick whispers a secret and every lamppost probably has a story or two! Don’t let the modern buzz fool you-if you close your eyes for a second, you can almost hear the clatter of horse carriages and the rustle of silk dresses from over a century ago. This intersection right here-Fair Oaks and Colorado-is where Pasadena’s tale truly began. Imagine dusty boots and hopeful settlers unloading crates at J.D. Hollingsworth’s general store, which was not only the go-to place for sugar and flour but also the post office where the whole town waited for letters from Los Angeles. Sorry, no Amazon Prime back then!

Back in its golden youth, Old Pasadena was a magnet for sharp minds and dreamers: scientists from Caltech and Jet Propulsion Laboratory brainstorming the future, while right next door, artists and rebels were stirring up magic-this was the place where Andy Warhol’s art shocked the West Coast for the first time and Marcel Duchamp declared that art could be anything, even something you accidentally tripped over. It was called the “Athens of the West,” and I’d say there were just as many philosophers-plus a couple of rocket scientists!

As you’re watching the traffic and people weave by, remember: Pasadena has never been just prim and proper. For a while, the city’s spirit grew a bit wild-by the 1940s it was packed with flophouses, smoky dive bars, and pawn shops where you could trade your watch, your coat, or maybe even your last bit of dignity for one more night out. Then came the “flower power” decades, and Old Town grooved along with the hippies, head shops, adult bookstores, and neon-lit massage parlors. But Pasadena isn’t a place that gives up easily-she dusted herself off in the 1980s, rolled up her sleeves, and traded in the bell-bottoms for smart urban renewal.

Look to your left and right: many of these sturdy brick buildings survived it all, stripped of their old, peeling paint to reveal their original red faces. Some facades hint at glory days-like the corner where the Dodsworth Hotel stands today, once echoing with parties hosted by the city’s first Masons, and later displaying a giant compass insignia in stone. Further along, the sweet aroma of innovation from Beckman Instruments and Aerojet-yes, rocket factories-once mingled with cigar smoke and jazz notes spilling from the Hotel Carver. Just imagine the lively sound of a jazz band playing underground, the clinking of glasses, applause and laughter.

There’s drama at every block here. The Green Hotel once hosted Eastern millionaires who arrived by train, trammed across bridges directly to their plush winter suites, and attended bustling balls in grand salons-now all that remains of one wing is a humble portico, holding up memories like an old family photo. And when a powerful earthquake hit in 1987, artists who’d made the Hotel Carver their bohemian home watched as murals tumbled, only to paint new dreams as the community rebuilt and retrofitted, refusing to let the art die.

But don’t just look at the past-this place is alive today. Old Pasadena is the heartbeat of city nightlife, packed with restaurants, clubs, comedy spots, and even an annual outdoor music festival that fills these streets with laughter and sound. The famous Tournament of Roses Parade rolls right along Colorado Boulevard each New Year’s Day, drawing crowds that camp overnight for the best view. And if you catch a Metro A Line train or bus here, you’re only steps away from the rest of greater Los Angeles-or the next chapter of Pasadena’s storied life.

So whether you’re here to shop, eat, or just soak in the atmosphere, remember-every corner hides some piece of history, from suffragists rallying for votes, to black-owned jazz clubs, to Nobel Prize winners blending in with the crowd. Take a breath and listen carefully-Old Pasadena has a story for anyone willing to listen, and now, you’re part of it too.

If you're keen on discovering more about the old pasadena today, transportation or the notable residents, head down to the chat section and engage with me.

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