7 Must-Watch Musicals for Nostalgia Lovers

Musicals created in the past had a unique charm that you just don’t find today. There’s something about the songs, the storytelling, visuals, dance routines, and the sheer charm of older musicals that can lift your mood in an instant. They made you hum along, smile the widest, and sometimes even shed a tear. Revisiting some of these classics will take you back to your good ol’ days, allowing you to relive the memories and share the experience with your grandkids.

The Wizard of Oz (1939)

Among all the live-action adaptations of The Wonderful Wizard of Oz, the 1939 musical stands out as the most iconic and beloved version. Its memorable songs, including the timeless Over the Rainbow and We’re Off To See The Wizard, still resonate with the audience. Judy Garland’s heartfelt performance as Dorothy captures the innocence and bravery of a young girl on an extraordinary journey to find her way back home. Each character from the film left a powerful message. Moreover, the film’s groundbreaking use of vibrant colors (Technicolor) was revolutionary and ahead of its time, painting a larger-than-life picture of Oz that still continues to captivate the imaginations of generations.

Singin’ in the Rain (1952)

One of the best aspects of the Gene Kelly classic starrer is that it leaves you laughing and smiling every time you watch it. In fact, Singin’ in the Rain has a feel-good factor that not many movies can match. But that’s not the only reason this movie remains a timeless favorite. The songs have made such a lasting impression that whenever you hear the movie title, the melody of the title song starts playing in your mind. Moreover, the energetic dance moves, comic timings, standout performances, and other memorable tracks like Fit as a Fiddle and Make ‘Em Laugh, every frame of this musical screams classic. It’s a kind of entertainment that demands a spot on your rewatch list.

Guys and Dolls (1955)

It’s nearly impossible to think of a more stellar ensemble than Marlon Brando, Jean Simmons, Frank Sinatra, and Vivian Blaine. This is also one of the main reasons why Guys and Dolls continues to remain a memorable musical. In addition to the ensemble cast, the movie features an entertaining storyline, whimsical dance routines, and catchy songs that keep audiences coming back. Sit Down, You’re Rockin’ the Boat, Luck Be a Lady, and Adelaide’s Lament are a few songs that are obvious favorites. And you cannot forget Sinatra’s smooth charm and Blaine’s comic brilliance! Come to think of it, the movie has so much to offer that it remains just as entertaining today as it was when it was first released.

West Side Story (1961)

In 1957, Romeo and Juliet was adapted into a Broadway musical titled West Side Story. Four years later, this musical was remade into a film that was loved and adored by many. This romantic drama was one of those rare musicals that leaves you with a broken heart. Despite this emotional impact, it remains a beautiful experience—one that moves you every single time you watch it.
The plot involves the love story of two teenagers hailing from feuding families who run power-induced rival gangs. This movie is the perfect blend of drama, romance, and melodies- a recipe for a blockbuster. In addition to its compelling storyline, songs like Somewhere and Maria, as well as those perfectly synchronized dance battles, contribute to why this film is, and will always be, a timeless masterpiece.

Mary Poppins (1964)

There’s a good reason why Mary Poppins has captured the hearts of many people across generations. Julie Andrews, with her charm and magic, made the world fall in love with a nanny who flew in with an umbrella and transformed lives. It won’t be an exaggeration to say that the film and its songs, especially A Spoonful of Sugar and Supercalifragilisticexpialidocious, have defined the childhood of many.

The absolute warmth and whimsy of the movie make it a comforting watch even today. In fact, if you’re planning to host a movie night with your grandkids and want to give them a glimpse of your era, this would be an excellent choice.

The Sound of Music (1965)

This list would not be complete without the mention of The Sound of Music. There is something truly magical about the way Maria, played by the talented Julia Andrews, develops a connection with the von Trapp children that is just too heartwarming. At the same time, the film does not shy away from including the serious backdrop of the unsettling annexation of Austria, beautifully balancing those feel-good moments of the movie with deeper themes.

This combination, along with the direction and powerful performances, is the reason why The Sound of Music is considered one of the best films to date. Also, the songs like Do-Re-Mi, My Favorite Things, Edelweiss, and the unforgettable title track, each bring their unique essence to the film.

Chitty Chitty Bang Bang (1968)

An eccentric inventor with a rather whimsical name (Caractacus Potts), a magical flying car, and an adventure-filled journey—along with fun and entertaining songs—this musical has everything that even your grandkids would enjoy. The genre of Chitty Chitty Bang Bang is difficult to put into words – it is, in fact, no less than a modern-day fairy tale. Equally joyful are the songs, especially the title track, Truly Scrumptious, and Hushabye Mountain. And in case you didn’t know, this movie is based on a novel written by Ian Fleming. Yes, you read that right. The literary mind behind James Bond!