10 Great Movies About Hollywood

Hollywood's best films about Hollywood.

hail, caesar! George clooney
Universal Pictures

Hollywood is synonymous with cinema and the celebrity. Since the modest beginnings of modern filmmaking, it has always been seen as the place where dreams come true, masterpieces are made and society thrives.

Over the years, this reputation has been somewhat deflated by the inconceivable acts of some its biggest and most powerful names, but the fact remains that Hollywood will always be a part of the movies and will forever be seen as the most influential aspect of modern pop culture.

The following list will take a look at the movies which tell stories about...well, the movies. From the historical dramas detailing a turbulent time in Hollywood, to the comedies or musicals about the making of a film, to the wacky dramedies about cinema's most enigmatic personalities, all of these movies tell the audience something new about Hollywood and the big world of film.

From the tragic, to the frank and honest, to the flicks showing what cinema should always be like, to the completely eye-opening, here are ten great movies all about Hollywood and the inner workings of the film industry.

10. Once Upon A Time In Hollywood (2019)

hail, caesar! George clooney
Sony Pictures

Quentin Tarantino's latest picture has already proven to be one of his most acclaimed, and it's easy to see why.

A love letter to 1960s Hollywood and a daring portrayal of real life people and events - namely Sharon Tate, Roman Polanski and the Manson Family - Once Upon A Time In Hollywood follows actor Rick Dalton (Leonardo DiCaprio) and his stunt double Cliff Booth (Brad Pitt) as they navigate the pitfalls of Hollywood and their fading careers.

Full of typically quick-witted dialogue from Tarantino and a career-best performance from Brad Pitt, who took home his first Oscar, Once Upon A Time is a long but pitch-perfect slice of cinema. Big, brave, and close to overflowing with brilliant pop culture references and a staggering ensemble rounded out by Margot Robbie, Al Pacino, Timothy Olyphant and Bruce Dern (to name but a few), it's a guaranteed future classic.

Underneath the nostalgia and the colourful set pieces, Once Upon A Time is one of the best films of 2019, and a risky but successful portrait of a time in Hollywood lesser directors would have found far too daunting to undertake.

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