Dynamic Watchlist Hub: Jan 20, 2026

10 Best Movies Like Gypsy

If you loved Gypsy, 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 Gypsy.

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#1
An Average Little Man

An Average Little Man

1977★ 8.0

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

A middle-aged government accountant is determined to secure a stable job for his son before retiring, willing to go to great lengths to achieve his goal....

#2
Brainstorm

Brainstorm

1983★ 6.2

Why watch this? A perfect follow-up to Gypsy for fans of Sci-Fi. It captures a similar compelling atmosphere.

Two brilliant research scientists have invented a device capable of recording and playing back sensory experiences only to have devastating results when one of them records their o...

#3
This Property Is Condemned

This Property Is Condemned

1966★ 6.4

Why watch this? A perfect follow-up to Gypsy for fans of Drama. It captures a similar emotionally gripping atmosphere.

Owen Legate, a railroad official, comes to Dodson, Mississippi to shut down the local railway - the town's main income. But Owen unexpectedly finds love with Dodson's flirt and ma...

#4
The Black Dahlia

The Black Dahlia

2006★ 5.6

Why watch this? A perfect follow-up to Gypsy for fans of Drama. It captures a similar emotionally gripping atmosphere.

In 1940s Los Angeles, two former boxers-turned-cops must grapple with corruption, narcissism, stag films and family madness as they pursue the killer of an aspiring young actress....

#5
Gypsy

Gypsy

1993★ 6.2

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

Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee....

#6
George Michael: Live in London

George Michael: Live in London

2009★ 7.9

Why watch this? A perfect follow-up to Gypsy for fans of Music. It captures a similar compelling atmosphere.

Live in London is a live concert recording of George Michael's final two concerts in London's Earl's Court arena on 24th and 25th August 2008 as part of his 25 Live tour. It featur...