Now Reading
Five Movies to Watch if You Enjoyed “The Holdovers”

Five Movies to Watch if You Enjoyed “The Holdovers”

The Holdovers, Alexander Payne’s latest film, has not only racked up awards this season for Paul Giamatti’s curmudgeon-yet-somehow-lovable character, but it also has connected with audiences who love a classic coming-of-age tale that tells a simple yet heartwarming story with witty writing.

If you’re in the mood to watch another Holdovers-esque film, check out these five films that resonate with similar themes of self-discovery, unconventional relationships and the complexities of the human spirit. Plus, they’re just good movies.

1. Dead Poets Society

This timeless classic, starring the incomparable Robin Williams, captures the spirit of inspiration and the impact of an extraordinary teacher on his students. Set in a conservative boarding school, it echoes The Holdovers in its exploration of authority, rebellion and the pursuit of passion. Dead Poets Society is a film that will compel you to stand on your desk and look at life from a new perspective.

2. Good Will Hunting

This list wouldn’t be complete without Good Will Hunting. Another masterpiece starring Robin Williams, joined this time by a young Matt Damon, the film delves into the life of a young genius grappling with his past and future. Its blend of raw emotion, brilliant dialogue and the exploration of mentorship and friendship aligns perfectly with the themes found in The Holdovers.

3. The Edge of Seventeen

A more modern take on the coming-of-age genre, this film offers a raw and often humorous look at the trials and tribulations of teenage life. Its protagonist, played by an excellent Hailee Steinfeld, navigates the complexities of high school, friendship and family, bringing to mind the relatable and heartfelt characters of The Holdovers. The Edge of Seventeen is a poignant reminder of the turbulence of growing up.

4. Rushmore

Truthfully, there’s a lot of Wes Anderson flicks that could fill this spot, but there’s something about his first success that makes it the perfect pick. Rushmore is a quirky and endearing film about an eccentric teenager, his love for his school, and his unique friendships. The film’s distinct style, combined with its exploration of ambition and unconventional relationships, shares a kinship with The Holdovers in its celebration of individuality and the bonds we form.

5. The Perks of Being a Wallflower

The adaptation of Stephen Chbosky’s novel is a beautifully crafted tale of adolescence, friendship and the journey to find one’s place in the world. Its honest portrayal of the highs and lows of teenage life, coupled with the importance of meaningful connections, resonates deeply with the themes presented in The Holdovers. Even if you’ve seen it before, it’s well-past time for a rewatch.

© 2023 RELEVANT Media Group, Inc. All Rights Reserved.

Scroll To Top

You’re reading our ad-supported experience

For our premium ad-free experience, including exclusive podcasts, issues and more, subscribe to

Plans start as low as $2.50/mo