30 Vintage Hollywood Photos

Old school Hollywood is a place full of classic glamor and vintage style; an era and location that we can only wish we inhabited. To make it seem as though you are there (sort of), check out these stunning vintage Hollywood pictures.

A Streetcar Named Desire

Marlon Brando’s wardrobe test as Stanley in A Streetcar Named Desire and the beginning of something pretty special, starting in 1952. The man just oozes cool in a way we can only aspire to.


The Broadway, Hollywood

The department store for anyone who was anyone in show business, from the highest film producers to top class directors. Now, however, it has been transformed into loft apartments.


Making history

Hattie McDaniel was the first African-American Oscar winner for her role as Mammy in Gone With the Wind. She was awarded the Academy Award for Best Supporting Actress, in 1940.


Hollywood Land

Originally only intended to last the year, The Hollywood Land Sign was made of 50ft letters and 4 thousand bulbs. However, it was such a tourist attraction it was kept longer than anticipated.


Hollywood Canteen

Between 1942 and 1945, servicemen were able to get food, free of charge, often served to them by stars of the time. For example, Bette Davis was one of the most enthusiastic volunteer servers.


A Hollywood love story

Humphrey Bogart was 25 years older than 19-year-old Lauren Bacall when they became a couple. They were married within a month of dating and went on to make four movies together.


The Taft

Rising high above Hollywood is The Taft – Hollywood’s first ever high-rise building, and the setting of many Charlie Chaplin films over the years. It has recently had a $15million cash injection to preserve it as a landmark.


Rear Window

Starring James Stewart and Grace Kelly, Rear Window is said to be the best Hitchcock film ever made and is one of four films made by the pair together – all of which were celebrated.


The Hollywood Bowl

Before the Hollywood Bowl was entirely built, audiences would sit beneath a tarp on moveable chairs. In 1926 the hard shell was constructed and is still standing today, as home to the Los Angeles Philharmonic.


Audrey Hepburn

Hollywood beauty Audrey Hepburn can be seen here in a rare candid moment, smiling on set for Sabrina. At the time, it is said that she was having an offscreen affair with William Holdren.


Tragic ends

Peg Entwhistle was a young actress who became famous after she sadly jumped from the “H” in the Hollywood sign in 1932. It’s heartbreaking that this, rather than her talent, is what she is best known for.


Princess Grace Kelly

Talented, and beautiful actress Grace Kelly retired from acting at just 26 to marry Prince Rainier in 1956 and concentrate on being a princess.



Hollywood royalty, Marilyn Monroe meeting Queen Elizabeth in 1965. At the time, Marilyn was just 30-years-old, as was the Queen, who had only been on the throne for four years.


Paramount Studios

Paramount Studio is the only major studio from Hollywood that is still operating today and holds the record as the longest running, having been founded in 1912.


King McQueen

Steve McQueen was the coolest man in Hollywood, although very much a troublemaker on set. He is known for often fighting with directors, but as a talented man, he was never short of work.


Elvis on screen

Elvis is most well known for his music career; however, he also starred in many films and was just as talented on the screen as he was on stage.


The Hollywood Sign

One of the most recognizable tourist attractions, the Hollywood Sign initially read Hollywood Land and was built in 1923 to promote a real estate development.


The Warner Brothers

The four Warner brothers were originally from Ohio and before opening their incredibly successful movie studio in 1918, they were actually soap salesman!


Rock Hudson and Doris Day

Although they played a romantic couple on screen, they were best friends in real life for many years, until sadly, Hudson died in the 1980s.


Judy Garland

The beautiful Judy Garland got her big break in the Wizard of Oz, as the adorable Dorothy with a stunning voice. She won the Cecile B DeMille Lifetime Achievement award at just 39 years old – the youngest person ever!



To celebrate California state relaxing their Marijuana laws, the Hollywood sign was briefly changed for a short while on January 1st, 1976.


Woody and Diane

Diane Keaton and Woody Allen made four films together, which led to Keaton winning an Oscar. The pair shared a short romantic relationship but remained friends afterward.


The Chinese Theatre

Previously known as Grauman’s Chinese Theatre, before being renamed Mann’s Chinese Theatre, it is now a huge, 900 seat Imax theater.


Hollywood Walk of Fame

The first ever star on the Hollywood Walk of Fame, belonged to Joanne Woodward in 1960, after she starred in The Three Faces of Eve.


The Rat Pack

The original Rat Pack were the coolest men in town, drinking whiskey, playing smooth tunes and always showing up sharply dressed.


RIP James Dean

Promising star and Hollywood heart throb James Dean sadly died in a road traffic collision in the 1950s, while enjoying his new Porsche.


The Brown Derby

From Valentine’s Day 1929, The Brown Derby restaurant was the prime spot to see celebrities. Sadly, the building burned down in 1987 and hundreds of celebrity portraits went up with the restaurant.


Cocoanut Grove

Located within the Ambassador Hotel, the Cocoanut Grove was the place for the big band and swing music. Although it no longer exists, it’s legacy certainly does.


Elizabeth Taylor

Liz Taylor is still one of the most beautiful and successful actresses, although she started as a young child. Her torrid affair with Richard Burton and hot temper made her almost as famous as her actual talent did.


Original Studios

Previously called the Pickford-Fairbanks Studios, and then the Sam Goldwyn Studio, the lot was bought by the Warner Brothers in 1980 and is now known as the Warner Hollywood Studios.