Dynamic Watchlist Hub: May 19, 2026

10 Best Movies Like If We Took a Holiday

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

🏆

Expert Review & Ratings

See our full critical analysis and audience score for If We Took a Holiday.

View Review →
Advertisement
#1
A Song Is Born

A Song Is Born

1948★ 6.4

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

The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Hon...

#2
Kinky Boots: The Musical

Kinky Boots: The Musical

2019★ 7.8

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

Charlie is a factory owner struggling to save his family business, and Lola is a fabulous entertainer with a wildly exciting idea. With a little compassion and a lot of understandi...

#3
A Day at the Races

A Day at the Races

1937★ 7.1

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

Doctor Hugo Hackenbush, Tony, and Stuffy try and save Judy's sanitarium by winning a big race with a finicky horse owned by Judy's boyfriend Gil. There are a few problems. Hackenbu...

#4
The Big Store

The Big Store

1941★ 6.3

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

A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager....

#5
Footlight Parade

Footlight Parade

1933★ 6.8

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

A fledgling producer finds himself at odds with his workers, financiers and his greedy ex-wife when he tries to produce live musicals for movie-going audiences....

#6
Sneakerella

Sneakerella

2022★ 5.9

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

When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the...

Advertisement