Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Timothy's Quest

If you loved Timothy's Quest, 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 Timothy's Quest.

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#1
Our Idiot Brother

Our Idiot Brother

2011★ 6.1

Why watch this? A perfect follow-up to Timothy's Quest for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Everybody has one—the sibling who is always just a little bit behind the curve when it comes to getting his life together. For sisters Liz, Miranda and Natalie, that person is thei...

#2
Anne of Green Gables

Anne of Green Gables

1985★ 8.1

Why watch this? A perfect follow-up to Timothy's Quest for fans of Drama. It captures a similar emotionally gripping atmosphere.

At the turn of the century on Prince Edward Island, Matthew Cuthbert and his sister Marilla decide to take on an orphan boy as help for their farm. But they get an unexpected jolt ...

#3
The Boy with Green Hair

The Boy with Green Hair

1948★ 6.2

Why watch this? A perfect follow-up to Timothy's Quest for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Peter, an orphaned boy, is adopted by Gramp Frye after his parents are killed in Europe while doing war relief work. The boy feels safe with his new caretaker, but when he is taunt...

#4
The Great Gilly Hopkins

The Great Gilly Hopkins

2015★ 6.6

Why watch this? A perfect follow-up to Timothy's Quest for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Young and feisty Gilly Hopkins devises a scheme to escape from her new foster home and reunite with her birth mother....

#5
Chestnut: Hero of Central Park

Chestnut: Hero of Central Park

2004★ 7.2

Why watch this? A perfect follow-up to Timothy's Quest for fans of Comedy. It captures a similar light-hearted atmosphere.

Ray and Sal, two orphaned sisters, adopt and hide a Great Dane puppy from their two adopted parents living in a luxury downtown New York apartment that expressely forbids dogs....

#6
Secondhand Lions

Secondhand Lions

2003★ 7.2

Why watch this? A perfect follow-up to Timothy's Quest for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

The comedic adventures of an introverted boy left on the doorstep of a pair of reluctant, eccentric great-uncles, whose exotic remembrances stir the boy's spirit and re-ignite the ...

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