Dynamic Watchlist Hub: Apr 12, 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
Gypsy

Gypsy

1962★ 6.3

Why watch this? A perfect follow-up to Gypsy for fans of Comedy & Drama. 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....

#2
The Sound of Music Live!

The Sound of Music Live!

2013★ 6.3

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

The Sound of Music Live! is a television special that was originally broadcast by NBC on December 5, 2013. Produced by Craig Zadan and Neil Meron, the special was an adaptation of ...

#3
Mrs. Henderson Presents

Mrs. Henderson Presents

2005★ 6.6

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

Recently widowed well-to-do Laura Henderson purchases the Windmill Theatre in London as a post-widowhood hobby. After starting an innovative continuous variety review, which is cop...

#4
Kiss Me Kate

Kiss Me Kate

1953★ 6.5

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

A pair of divorced actors are brought together to participate in a musical version of The Taming of the Shrew. Of course, the couple seem to act a great deal like the characters th...

#5
Come from Away

Come from Away

2021★ 7.6

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

Filmed live on Broadway, the Tony Award-winning musical tells the remarkable true story of 38 flights grounded in a small Canadian town on September 11, 2001. As the locals host th...

#6
Newsies

Newsies

2017★ 8.0

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

A week in the life of the exploited, child newspaper sellers in turn-of-the-century New York. When their publisher, Joseph Pulitzer, tries to squeeze a little more profit out of th...

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