Dynamic Watchlist Hub: Apr 15, 2026

10 Best Movies Like Winning London

If you loved Winning London, 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 Winning London.

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#1
Paddington 2

Paddington 2

2017★ 7.5

Why watch this? A perfect follow-up to Winning London for fans of Comedy & Family & Adventure. It captures a similar light-hearted atmosphere.

Paddington, now happily settled with the Browns, picks up a series of odd jobs to buy the perfect present for his Aunt Lucy, but it is stolen....

#2
The Challenge

The Challenge

2003★ 6.1

Why watch this? A perfect follow-up to Winning London for fans of Comedy & Family & Adventure. It captures a similar light-hearted atmosphere.

Estranged twins Lizzie and Shane are chosen for a Survivor-like popular game show with college scholarships as the prize....

#3
The Wedding Date

The Wedding Date

2005★ 6.8

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

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, ...

#4
Paddington

Paddington

2014★ 7.1

Why watch this? A perfect follow-up to Winning London for fans of Comedy & Family & Adventure. It captures a similar light-hearted atmosphere.

A young Peruvian bear travels to London in search of a home. Finding himself lost and alone at Paddington Station, he meets the kindly Brown family, who offer him a temporary haven...

#5
3 Men and a Little Lady

3 Men and a Little Lady

1990★ 5.9

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

Sylvia's work increasingly takes her away from the three men who help bring up Mary, her daughter. When she decides to move to England and take Mary with her, the three men are hea...

#6
Geek Charming

Geek Charming

2011★ 6.7

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

Film geek Josh is looking for the subject of his new documentary when a chance meeting puts the perfect star in his sights—Dylan, his school's most popular junior. But Dylan's hope...

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