Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Rosaline

If you loved Rosaline, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Rosaline.

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#1
Which Brings Me to You

Which Brings Me to You

2023★ 6.2

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours t...

#2
Sidewalks of New York

Sidewalks of New York

2001★ 6.0

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with sc...

#3
Madame

Madame

2017★ 5.9

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinne...

#4
The Elder Son

The Elder Son

2006★ 5.9

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

A thief on the run convinces a single father that he is his long-lost son. Complications ensue when he falls in love with his newfound "sister"....

#5
Chéri

Chéri

2009★ 6.1

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love....

#6
(Untitled)

(Untitled)

2009★ 6.4

Why watch this? A perfect follow-up to Rosaline for fans of Romance & Drama & Comedy. It captures a similar light-hearted atmosphere.

A fashionable contemporary art gallerist in Chelsea, New York falls for a brooding new music composer in this comic satire of the state of contemporary art....

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