Movies Like High Society

If you liked High Society (1956), a music and comedy movie directed by Charles Walters, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Palm Beach Story (1942)
★ 7/10Also comedy and romance
A New York inventor, Tom Jeffers, needs cash to develop his big idea, so his adoring wife, Gerry, decides to raise it by divorcing him and marrying an eccentric Florida millionaire, J. D. Hackensacker III.
2
Bluebeard's Eighth Wife (1938)
★ 7/10Also comedy and romance
American multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy…
3
Music and Lyrics (2007)
★ 6.5/10Also comedy and music
A washed-up '80s pop star gets a chance at a comeback when reigning pop diva Cora Corman invites him to write & record a duet with her, but there's a problem--Alex hasn't written a song in years; he's never written…
4
Cousins (1989)
★ 6/10Also comedy and romance
When Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.
5
Everyone Says I Love You (1996)
★ 6.4/10Also comedy and romance
A New York girl sets her father up with a beautiful woman in a shaky marriage while her half sister gets engaged.
6
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
7
She's Funny That Way (2015)
★ 5.9/10Also comedy and romance
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
8
Marry Me (2022)
★ 6.6/10Also romance and comedy
After finding out about her fiancé's cheating ways, a pop superstar impulsively marries a total stranger. They must soon decide if two people from such different worlds can find true love.
9
Keeping the Faith (2000)
★ 6.1/10Also comedy and romance
Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now…
10
That Uncertain Feeling (1941)
★ 6.6/10Also comedy and romance
A happily married woman sees a psychoanalyst and develops doubts about her husband.
11
Nick and Norah's Infinite Playlist (2008)
★ 6.4/10Also comedy and music
Nick cannot stop obsessing over his ex-girlfriend, Tris, until Tris' friend Norah suddenly shows interest in him at a club. Thus begins an odd night filled with ups and downs as the two keep running into Tris and her…
12
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
13
Runaway Bride (1999)
★ 6.1/10Also comedy and romance
Having already left three grooms at the altar, Maggie Carpenter is branded "the runaway bride" by jaded New York journalist Ike Graham. But, after his facts are called into question, Ike races to Maggie's hometown to…
14
The Grass Is Greener (1960)
★ 6.4/10Also comedy and romance
Victor and Hillary are down on their luck to the point that they allow tourists to take guided tours of their castle. But Charles Delacro, a millionaire oil tycoon, visits, and takes a liking to more than the house…
15
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
16
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
17
How to Marry a Millionaire (1953)
★ 6.8/10Also comedy and romance
Three women set out to find eligible millionaires to marry, but find true love in the process.
18
My Best Friend's Wedding (1997)
★ 6.6/10Also comedy and romance
When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the…
19
Resort to Love (2021)
★ 7.1/10Also romance and comedy
Aspiring pop star Erica ends up as the entertainment at her ex-fiancé’s wedding after reluctantly taking a gig at a luxurious island resort while in the wake of a music career meltdown.
20
Laws of Attraction (2004)
★ 5.8/10Also comedy and romance
Amidst a sea of litigation, two New York City divorce lawyers find love.