Dynamic Watchlist Hub: Jan 13, 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
Barbie: A Fashion Fairytale

Barbie: A Fashion Fairytale

2010★ 7.3

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

Barbie, a popular actress on a sabbatical, learns that her fashion designer aunt Millicent has sold her business to a rival. With the help of a few magical beings, Barbie steps in ...

#2
Barbie Mariposa

Barbie Mariposa

2008★ 6.8

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

Elina, heroine of the Fairytopia films tells her friend Bibble the story of Flutterfield, a faraway kingdom populated by fairies with butterfly wings. Henna, the evil butterfly fai...

#3
Spy Kids: All the Time in the World

Spy Kids: All the Time in the World

2011★ 4.7

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

Eight years after the third film, the OSS has become the world's top spy agency, while the Spy Kids department has since become defunct. Retired spy Marissa is called back into act...

#4
The Blue Umbrella

The Blue Umbrella

2013★ 7.5

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

It is just another evening commute until the rain starts to fall, and the city comes alive to the sound of dripping rain pipes, whistling awnings and gurgling gutters....

#5
Re-Births

Re-Births

2017★ 7.4

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

A documentary film depicting five intimate portraits of migrants who fled their country of origin to seek refuge in France and find a space of freedom where they can fully experien...

#6
Stuart Little 2

Stuart Little 2

2002★ 5.8

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

Stuart, an adorable white mouse, still lives happily with his adoptive family, the Littles, on the east side of Manhattan's Central Park. More crazy mouse adventures are in store a...