Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Rip Van Winkle

If you loved Rip Van Winkle, 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 Rip Van Winkle.

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#1
Pinocchio

Pinocchio

2009★ 6.0

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar emotionally gripping atmosphere.

The enchanted story of Pinocchio....

#2
The Willoughbys

The Willoughbys

2020★ 7.0

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar light-hearted atmosphere.

When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create somet...

#3
Brigadoon

Brigadoon

1954★ 6.5

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar heartwarming atmosphere.

Americans Jeff and Tommy, hunting in Scotland, stumble upon a village - Brigadoon. They soon learn that the town appears once every 100 years in order to preserve its peace and spe...

#4
Good Fortune

Good Fortune

2025★ 6.9

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar light-hearted atmosphere.

A well-meaning but rather inept angel named Gabriel meddles in the lives of a struggling gig worker and a wealthy capitalist....

#5
Split

Split

2016★ 5.9

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar emotionally gripping atmosphere.

The story of a young woman who takes an epic journey to claim her own darkness and sexuality so she can stop putting it into the hands of her abusive lover. When Inanna, a young a...

#6
Dave Made a Maze

Dave Made a Maze

2017★ 6.4

Why watch this? A perfect follow-up to Rip Van Winkle for fans of Fantasy. It captures a similar spine-chilling atmosphere.

Dave, an artist who has yet to complete anything significant in his career, builds a fort in his living room out of pure frustration, only to wind up trapped by the fantastical pit...

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