25 Best Movie Musicals of the 20th Century, Ranked

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A custom image of West Side Story, The Sound of Music, and Cabaret

For decades, musical films have captivated audiences and been popularized by classics such as The Wizard of Oz, Mary Poppins, and West Side Story. From jukebox musicals to Broadway adaptations, the musical genre has very few limitations, and even with animated musicals like Disney's Beauty and the Beast and Tim Burton's The Nightmare Before Christmas, they have even evolved into capturing the hearts of film fanatics of all ages.

24 'South Park: Bigger, Longer and Uncut' Director: Trey Parker In the first animated feature of the popular series, Kyle, Kenny, Cartman, and Stan are excited about a new Terrence and Philip movie coming out, but when they learn that it's rated R, they still decide to sneak in. The movie introduces the boys to a whole new collection of foul language and words and soon all the kids in South Park are following their lead.

Guys and Dolls is a classic movie musical featuring choreography by the legendary Michael Kidd and also stars Vivian Blaine, Stubby Kaye, and Robert Keith. Despite the longtime controversy around Brando being cast in the film, Guys and Dolls still earned positive reviews, becoming the number-one film at the box office for several weeks. While Sinatra is an all-around spectacle, Brando brilliantly holds his own, proving his immense talent and range as a performer.

21 'On the Town' Directors: Gene Kelly and Stanley Donen When three Navy sailors, Gabey , Chip , and Ozzie get shore leave for 24 hours in New York City, they're determined to make the most of their time and each embarks on their own excursions through the Big Apple. Naturally, the sailors eventually cross paths with three very different women, including a smart-mouthed cab driver and a philanthropist, making their limited time difficult to watch fly by.

Fiddler on the Roof became the highest-grossing movie of the year and continues to reign as one of the greatest musical films of all time. The movie is an adaptation of the famous 1964 stage production of the same name and features music by Oscar-winning composer, John Williams. While the movie is heartwarming and humorous, it still involves historical events and religious tensions that add incredible depth to the story as well as the lovable characters.

Gentlemen Prefer Blondes is a sensational romantic comedy musical directed by genre-hopping filmmaker, Howard Hawks. The film is without a doubt one of Monroe's most recognized films, noted for her iconic musical number, "Diamonds are a Girl's Best Friend," and genuinely showcases the star's dramatic and comedic talent.

 

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