Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like The Winslow Boy

If you loved The Winslow Boy, 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 The Winslow Boy.

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#1
American Son

American Son

2019★ 6.1

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

Time passes and tension mounts in a Florida police station as an estranged interracial couple awaits news of their missing teenage son....

#2
Oslo

Oslo

2021★ 6.5

Why watch this? A perfect follow-up to The Winslow Boy for fans of Drama & History. It captures a similar emotionally gripping atmosphere.

The true story of negotiations between implacable enemies — the secret back-channel talks, unlikely friendships and quiet heroics of a small but committed group of Israelis, Palest...

#3
Mayerling

Mayerling

1968★ 6.2

Why watch this? A perfect follow-up to The Winslow Boy for fans of Drama & History. It captures a similar emotionally gripping atmosphere.

Crown Prince Rudolf of Austria clashes with his father, Emperor Franz Joseph I of Austria, over implementing progressive policies for their country. Rudolf soon feels he is a man b...

#4
The Duke

The Duke

2021★ 7.0

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

In 1961, a 60-year-old taxi driver stole Goya’s portrait of the Duke of Wellington from the National Gallery in London. It was the first (and remains the only) theft in the Galler...

#5
Jersey Boys

Jersey Boys

2014★ 6.8

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

A musical biopic of the Four Seasons—the rise, the tough times and personal clashes, and the ultimate triumph of a group of friends whose music became symbolic of a generation. Far...

#6
Star!

Star!

1968★ 6.9

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

Gertrude Lawrence rises to stage stardom at the cost of happiness....

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