Mr. Petty, who died on Monday at the age of 66 in Los Angeles, would become undoubtedly part of his adopted city’s fabric, with the help of hit songs like “Free Fallin’” and “Into the Great Wide Open,” which became anthems of the town. But it was a long road to stardom for Mr. Petty, literally.

It all started with the “greatest trip of my life,” as Mr. Petty described it to Mr. Zanes, referring to a cross-country road-trip from Gainesville to Los Angeles in 1974. With him was the bass player Danny Roberts of Mr. Petty’s band Mudcrutch, and their roadie, Keith McAllister. The band had gotten as big as it could back in Florida.

Soon after his arrival, he found himself in a telephone booth outside of Ben Frank’s diner at 8585 Sunset Boulevard — now the West Hollywood location of Mel’s Drive-In — sifting through a phone book looking for record companies. As luck would have it, he spotted a piece of paper on the ground with a list of 25 local record labels, with addresses and phone numbers, most likely left behind by another rock ‘n’ roll dreamer.

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Bill Frakes/Sports Illustrated, via Getty Images

“The thing about L.A. was that it was exactly what I hoped it would be,” Mr. Petty said. “We drove down the streets and everywhere you looked were signs for record companies. MGM, RCA, Capitol, A&M. It was obvious that we had come to the right place.”

Mudcrutch ended up signing with Shelter Records, whose Los Angeles offices were based in a large, one-story building at 5112 Hollywood Boulevard, which now houses apartments and a Lebanese restaurant. Mr. Petty and his crew spent countless hours there hanging out and listening to music.

Of the surviving landmark recording industry buildings of Mr. Petty’s early days, the Capitol Records Building is the most recognizable. It is a designated Historic-Cultural Monument — a short drive away from where Shelter Records once existed — at 1750 Vine Street. (While Mr. Petty was never on the Capitol Records label, EMI-Capitol did end up with the Shelter Records catalog in 1993, though Mr. Petty retained the rights to his music.)

From the Capitol Records Building, you’re a 10-minute walk from the Hollywood Walk of Fame, which is along Hollywood Boulevard and Vine Street. Tom Petty and the Heartbreakers were inducted in 1999 and fans have been flocking there to pay tribute since hearing of Mr. Petty’s passing.

After signing with Shelter Records, the label put Mr. Petty and the boys up at the Hollywood Premiere Motel, a less-than-glamorous accommodation still operating at 5333 Hollywood Boulevard. Mr. Petty described it as “really a hooker place” in the book “Conversations With Tom Petty.” It’s also where his wife, Jane, informed him that she was pregnant with their first child. If you want a hint of a struggling musician’s life, you can book a room there for $90 a night on Booking.com or simply save some money and snap a picture in front.

The band moved on to two rental homes in the San Fernando Valley. Each had a swimming pool but the group slept on mattresses on the floor and had no furniture other than the lawn furniture from the backyard.

After the release of the unsuccessful single “Depot Street,” the group continued recording at the mansion of musician Leon Russell, the hitmaker who was a founder of Shelter Records, and Mr. Petty would house-sit for him. He would later have his own Encino mansion, which was notoriously burned down by an arsonist in 1987.

But Mr. Petty was still a long way from being able to afford his own mansion. In fact, Shelter Records dropped Mudcrutch from its label while they were still working on music in Mr. Russell’s house.

Mr. Petty would stay on the Shelter payroll, but soon found himself back in a cramped hotel, this time at The Winona Motel (5131 Hollywood Boulevard), which is now the Hollywood Inn Express North (not to be mistaken for a Holiday Inn Express). It’s close to Mr. Petty’s star on the Hollywood Walk of Fame.

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Capitol Records Tower, a 13-story landmark just off Hollywood and Vine.

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Monica Almeida/The New York Times

“I’d gone from living in a rock star’s mansion to a motel room. Which, for some reason, didn’t bother me,” Mr. Petty said of that time. “I didn’t need much. Shelter was across the street, and my whole social world was there.”

At around this time, Mr. Petty’s daughter, Adria, was born in a hospital in Burbank in November 1974. Shortly after, Jane and Adria would move back to Florida to be closer to family while Mr. Petty tried to pick up the pieces of his music career.

“I’d put so much into Mudcrutch, and now it was just dust,” Mr. Petty said. “I had nothing, absolutely nothing to show for years of work.”

But things started to change as Mr. Petty continued to work with Mr. Russell, who took a liking to his work. Before he knew it, he was meeting Mr. Russell’s famous friends like Brian Wilson and working with George Harrison and Ringo Starr at Sound City Studios (15456 Cabrito Road.).