15 Best Classic Romance Movies of Hollywood’s Golden Age – Armessa Movie News

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Although Hollywood’s golden age (also known as the sound era, which took place between 1927 and the early 60s) was a particularly good time for film noir, musicals, and Western genres, it also counted on countless great romance films that stand the test of time today. Even in the silent era, when talkies weren’t a part of the picture, romantic dramas like Broken Blossoms were popular among audiences, managing to capture many viewers’ attention.

Now counting on diverse subgenres, the romance genre endures a very beloved one, with some of the latest memorable movies being Damien Chazelle‘s musical La La Land and Wong Kar-wai’s masterpiece In the Mood for Love. But which remarkable love stories reigned supreme during Hollywood’s golden age?

Updated on September 30, 2023, by Daniela Gama:

The unforgettable Roman Holiday completed 70 years on August 27 — to this day, it remains one of the most unforgettable romance classics of all time. To celebrate the timelessness of the best classic romance movies, we gather a few that assuredly stand out, from An Affair to Remember to the legendary Casablanca.

15 ‘An Affair to Remember’ (1957)

Image via 20th Century Studios

In An Affair to Remember, legendary movie star Cary Grant and Deborah Kerr‘s characters end up falling in love with each other after several days and promise to meet in six months at the Empire State Building. However, the two are in a relationship with other people by the time they fall head over heels for each other, and the real question is whether the day they get together will actually come.

RELATED: Cary Grant’s Best Movies, Ranked According to Rotten Tomatoes

Featuring a simple narrative, Leo McCarey‘s film may not be everyone’s cup of tea. Nevertheless, it is still well worth a watch, as it makes for an entertaining and sentimental romance movie that will sweep some viewers off their feet. On top of this, An Affair to Remember features amazing acting performances from both leads.

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14 ‘Breakfast at Tiffany’s’ (1961)

Audrey Hepburn lying down with a cat on her side in Breakfast at Tiffany's
Image via Paramount Pictures

One of Audrey Hepburn‘s most iconic movies, Breakfast at Tiffany‘s is a romantic comedy directed by Blake Edwards that tells the story of a New York socialite who ends up falling for a handsome struggling writer (George Peppard) who has moved into her apartment building.

In addition to the adorable four-legged fur friend that it features — one of the film’s most memorable aspects — Breakfast at Tiffany’s provides audiences with a thoroughly enjoyable romance storyline. It is entertaining and charming, with a great acting performance from Hepburn.

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13 ‘City Lights’ (1931)

Charlie Chaplin and Virginia Cherrill in City Lights
Image via United Artists

Many’s favorite Charlie Chaplin romance, the silent romantic comedy City Lights is both funny and heartwarming, with a plot that revolves around the misadventures of Chaplin’s Tramp as he falls for a blind girl (Virginia Cherril).

Featuring plenty of memorable scenes and a touching but lighthearted narrative, Chaplin’s movie is undoubtedly essential viewing in the classic romance movie genre. It was extremely successful back when it was released, appealing to audiences and critics alike.

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12 ‘Brief Encounter’ (1945)

Two people look at each other through a train window in 'Brief Encounter'
Image via Eagle-Lion Films

The iconic Brief Encounter centers on a chance meeting on a train platform between a married doctor, played by Trevor Howard, and a suburban housewife, brought to life by Celia Johnson, marking the beginning of a doomed love affair that will have viewers hooked throughout.

Extremely well-written and truly engaging (and, frankly, even a bit emotional at times), David Lean‘s British classic endures a must-watch today, and is undoubtedly a top-notch romantic achievement. Furthermore, it includes impressive acting performances from those involved, making for a highly believable and convincing love story.

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11 ‘The Apartment’ (1960)

The Apartment with Jack Lemmon and Shirley MacLaine having a conversation
Image via United Artists

In Billy Wilder‘s essential classic film The Apartment, which satirizes corporate behavior and sexism, a lowly Manhattan insurance clerk allows his higher-ups to use his apartment for their extramarital affairs. But when he falls for one of the women, things get a bit complicated.

RELATED: Romantic-Comedies For People Who Hate Romantic-Comedies

There is no doubt that the 1960 movie is worth adding to one’s watchlist if they haven’t seen it already. With an intriguing, atmospheric narrative and a strong message on our society, which hasn’t evolved that much in these aspects compared to the old days, The Apartment makes for a solid romance movie and social satire.

10 ‘Bringing Up Baby’ (1938)

Cary Grant and Katharine Hepburn in Bringing Up Baby
Image via RKO Pictures

Directed by Howard Hawks, Bringing Up Baby centers on a paleontologist (Cary Grant) who is tracked down by a tiresome heiress (Katherine Hepburn) and her pet leopard named Baby while attempting to collect a $1 million donation for his museum.

In addition to delivering a good dose of old-school romance with palpable chemistry between the two leads, the original 1938 film is nothing short of hilarious. The great screwball comedy classic is a timeless feature that helped shape the genre and counts on a cleverly written screenplay and provides audiences with a good time in front of the screen.

9 ‘Sabrina’ (1954)

Humphrey Bogart and Audrey Hepburn in Sabrina
Image via Paramount Pictures

Starring iconic movie stars Humphrey Bogart and Audrey Hepburn, this engaging 1954 feature is easily among the most popular (and unforgettable) from Hollywood’s golden age. The love triangle flick follows siblings David (William Holden) and Linus Larrabee (Bogart) and Sabrina Fairchild (Hepburn), the young daughter of the household chauffeur.

Billy Wilder‘s film remains a beloved piece of cinema today and one of the golden old Hollywood romantic movies. Holding up after 69 years, Sabrina is a highly praised romantic comedy that is equal parts charming and delightful as it is fun and humorous.

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8 ‘Notorious’ (1946)

Cary Grant and Ingrid Bergman in Notorious
Image via RKO Pictures

Considered, by some, Alfred Hitchcock‘s least “Hitchcockian” film, Notorious is a bewitching movie that revolves around the American daughter (Ingrid Bergman) of a Nazi spy who is recruited by a government agent (Cary Grant) to infiltrate an organization of Naris who escaped to Brazil after the Second World War.

In addition to its acting performances, Notorious provides audienceswith a timeless love story that goes down as one of cinema’s best and most memorable, especially when combined with the spy film noir genres. No doubt, this 1946 movie is an undeniable classic romantic noir must-see, ranking among the best old romance movies.

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7 ‘Gone with the Wind’ (1939)

Clark Gable and Vivien Leigh in Gone with the Wind
Image via Loews Cineplex Entertainment

An epic romance film through and through, Gone with the Wind stars Vivien Leigh as Southern belle Scarlett O’Hara, who manages to survive the tragic events that occurred in the South during the Civil War and Reconstruction. The film also depicts her complicated relationship with Ashley Wilkes (Leslie Howard) and Rhett Butler (Clark Gable).

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While Gone with the Wind didn’t age as well given the way it handles sensitive topics (coming off as ignorant at times) it is still considered a classic of the romance genre by many thanks to its intriguing melodrama and good performances.

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6 ‘The Philadelphia Story’ (1940)

Cary Grant and Katharine Hepburn in The Philadelphia Story
Image via Loews Inc.

This great romantic comedy titled The Philadelphia Story reunites Cary Grant and Katherine Hepburn once again, introducing audiences to Grant’s C. K. Dexter Haven, a tabloid-type reporter, and his wealthy ex-wife Tracy Lord, played by Hepburn. When the former turns up to the latter’s remarriage, she reevaluates her choices and embarks on a journey of self-discovery.

What’s so great about George Cukor’s film besides the obvious — Hepburn and Grant doing a romantic comedy again and absolutely nailing it (especially Hepburn, who arguably gives the performance of her career) — is how timeless the film is. The Philadelphia Story is witty and engaging, featuring a great pace, excellent direction, and a perfect 100% Rotten Tomatoes score.

5 ‘Roman Holiday’ (1953)

Gregory Peck and Audrey Hepburn looking at each other in Roman Holiday
Image via Paramount Pictures

During her small escapade, a bored European princess (played by Hepburn) manages to get away from her guardians and takes off for a night out while in Rome. In the meantime, Ann falls for an American newsman (Gregory Peck), who takes her back to his apartment after she falls asleep on a park bench.

William Wyler‘s iconic and stylish rom-com counts on a charming premise that will likely sweep viewers off their feet. Roman Holiday also showcases Hepburn’s talent as a comic actress while highlighting her undying charisma and charm. All in all, a genuinely classic feature.

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4 ‘To Have and Have Not’ (1944)

Lauren Bacall and Humphrey Bogart as Slim and Steve in To Have and Have Not
Image via Warner Bros. Entertainment

Also featuring Bogart (a few years before the previously mentioned film), To Have and Have Not is a film noir set during World War II. The plot centers on American expatriate Harry Morgan (Bogart), who romances a sensual lounge singer (the talented Lauren Bacall) while assisting in the transportation of a French Resistance leader and his wife to Martinique.

Howard Hawks‘ iconic movie is nothing short of unforgettable. In addition to an impressive screenplay, the 1944 film features great acting and impeccable chemistry between the two stars, which is arguably everything one wants out of a romance film. What’s more, the film marked the beginning of one of Hollywood’s most iconic relationships, as the two leads got married shortly after meeting while filming.

3 ‘It Happened One Night’ (1934)

Peter and Ellie sitting next to each other on the side of the road in It Happened One Night
Image via Columbia Pictures

Perhaps the blueprint of romantic comedies, It Happened One Night is a remarkable 1934 film directed by Frank Capra. With Claudette Colbert and Clarke Gable as the leads, this acclaimed movie follows heiress Ellie Andrews (Colbert), who impulsively marries King Westley. When her businessman father (Walter Connolly) whisks her away on his yacht, she ultimately falls for a newspaper reporter (Gable) who helps her reunite with her husband in exchange for an exclusive story.

RELATED: The First Film to Sweep the Oscars Is Also One of Hollywood’s Greatest Rom-Coms

A bubbly movie that will keep viewers entertained, It Happened One Night marked a new high in the film industry back when it was released. With an influential premise, the charming rom-com and screwball comedy also includes undeniable magnetic chemistry between the characters and endures a very treasured film of the genre.

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2 ‘Singin’ in the Rain’ (1952)

Singin in the Rain
Image via Loews Cineplex Entertainment

Easily one of the most popular and best musicals ever made, Singin’ in the Rain is about a silent film star (Gene Kelly) who, along with his co-star (Donald O’Connor), struggles to make the challenging transition to talkies in 1920s Hollywood. However, the real surprise is his falling for a chorus girl (Debbie Reynolds).

No wonder this comical masterpiece musical endures a must-watch after all these years. On top of an astounding script, it counts on excellent choreography, catchy songs, and impeccable dance sequences. It’s impossible to remain indifferent to Stanley Donen‘s movie, which beams with light and positivism still.

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1 ‘Casablanca’ (1942)

Humphrey Bogart and Ingrid Bergman in 'Casablanca'
Image via Warner Bros. 

Also starring Bogart as an American expatriate, Casablanca is a bewitching romance drama that follows a café owner who must choose whether to lend a helping hand to his ex-girlfriend and her wanted husband in order for them to escape the Nazis in French Morocco.

Michael Curtiz‘s spellbinding black and white movie is a classic that manages to catch the attention and appeal to different types of movie enthusiasts, being the perfect romance movie for people who hate love stories. Most certainly among the most influential pieces of cinema and the one film that immediately comes to mind when the subject is “old romance movies,” Casablanca delivers iconic lines that are still referenced after all these years and captivates global audiences with its unforgettable romance.

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