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
Gilbert

Gilbert

2017★ 6.7

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

The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried....

#2
Zach Galifianakis: Live at the Purple Onion

Zach Galifianakis: Live at the Purple Onion

2007★ 7.1

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

From an inauspicious beginning performing comedy routines in the back of a burger joint in New York, unorthodox stand-up star Zach Galifianakis has made a splash on the scene with ...

#3
The Cutting Edge: Going for the Gold

The Cutting Edge: Going for the Gold

2006★ 6.5

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

Two ice skaters develop a love-hate relationship while dreaming of Olympic glory....

#4
Encanto at the Hollywood Bowl

Encanto at the Hollywood Bowl

2022★ 7.0

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

Step into Casa Madrigal for a special concert spectacular as the original voice cast of Disney Animation's Oscar®-winning "Encanto," Stephanie Beatriz, Adassa, Carolina Gaitán, Jes...

#5
Wedding in Paris

Wedding in Paris

2011★ 4.6

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

A businessman in Italy, who doesn't pay any taxes, and a financier always on the hunt for tax evaders come into contact because their sons share an apartment in Paris....

#6
Phosphor

Phosphor

2023★ 7.1

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

Returning wounded from the war Maksym was overcome by self-doubt, in his physiological state. He is undergoing rehabilitation. He loses contact with his wife. He is tormented by dr...