Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Harold and Maude

If you loved Harold and Maude, 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 Harold and Maude.

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#1
The Private Lives of Pippa Lee

The Private Lives of Pippa Lee

2009★ 5.9

Why watch this? A perfect follow-up to Harold and Maude for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdow...

#2
Something's Gotta Give

Something's Gotta Give

2003★ 6.6

Why watch this? A perfect follow-up to Harold and Maude for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

When perpetually single, aging music industry exec Harry Sanborn, and his latest trophy girlfriend, Marin, arrive at her mother's beach house in the Hamptons, they find that her mo...

#3
The Leisure Seeker

The Leisure Seeker

2018★ 7.1

Why watch this? A perfect follow-up to Harold and Maude for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

A runaway couple go on an unforgettable journey from Boston to Key West, recapturing their passion for life and their love for each other on a road trip that provides revelation an...

#4
The Kid

The Kid

2000★ 6.8

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

Powerful businessman Russ Duritz is self-absorbed and immersed in his work. But by the magic of the moon, he meets Rusty, a chubby, charming 8-year-old version of himself who can't...

#5
The Apartment

The Apartment

1960★ 8.2

Why watch this? A perfect follow-up to Harold and Maude for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a pl...

#6
Liberal Arts

Liberal Arts

2012★ 6.5

Why watch this? A perfect follow-up to Harold and Maude for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Newly single, 35, and uninspired by his job, Jesse Fisher worries that his best days are behind him. But no matter how much he buries his head in a book, life keeps pulling Jesse b...

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