Here are Cinephile Corner’s 10 recommendations for movies like Sideways:
A Real Pain
The announcement of Jesse Eisenberg’s sophomore film, A Real Pain, immediately intrigued me—especially with Eisenberg and Kieran Culkin cast as feuding cousins. Eisenberg brings his signature unsure, self-deprecating energy, while Culkin channels the same twitchy, sharp delivery that made him unforgettable in his Emmy-winning Succession role. The two are a seamless pairing, and their dynamic powers the film, creating an engaging and effective core that drives A Real Pain to standout results.
Sacramento
Sacramento is a good-not-great entry into the buddy road trip genre. It won’t blow you away, but if you’re a fan of its cast—Michael Cera, Michael Angarano, and Kristen Stewart included—there’s enough charm here to make it worth the ride.
Everybody Wants Some!!
I can probably count on one hand the movies I’ve rewatched more often than Everybody Wants Some!!, and that’s because Richard Linklater’s secret masterpiece is one of the most endlessly watchable films of the 2010s. Its 117 minutes fly by with the kind of effortless charm that makes you want to live inside it, following a team of college baseball players during the final weekend before classes begin at a mid-sized Texas university in 1980. Freshmen move into the house, parties blur together, baseball practice tests egos, and friendships form so naturally you wish you were dropped right into the middle of it.
Nebraska
In classic Alexander Payne fashion, the setup for Nebraska is equal parts funny, sad, and deeply personal. And the payoff is well worth the wait due to remarkably nuanced and layered performances from Bruce Dern and Will Forte as a complicated father-son duo.
Friendship
Friendship is one of the more unique comedies of 2025—a weird, squirm-inducing, unexpectedly affecting film that feels true to its title in all the worst (and best) ways. It’s another feather in A24’s cap for championing daring, off-kilter voices in comedy. If you’re in tune with Tim Robinson’s specific wavelength, it’s a must-watch.
The Holdovers
The Holdovers is a gem that sits among the best films of 2023. The movie‘s engaging narrative, stellar performances, and melancholic tone makes it a standout addition to the holiday film canon. Three central performances by Paul Giamatti, Dominic Sessa, and Da’Vine Joy Randolph pull the film together.
Blue Moon
Richard Linklater and Ethan Hawke reunite for Blue Moon (2025), a compact character study that plays in similar fashion to their collaboration nearly 25 years ago Tape. Set almost entirely inside Sardi’s Bar in 1943, the film follows a single night in the life of lyricist Lorenz Hart (Ethan Hawke) on the evening that his ex-creative partner Richard Rodgers’ Oklahoma! premieres to rapturous success nearby. Hawke’s Hart drinks, riffs and ricochets through memories and resentments, bending conversations to his own restless monologue whether the audience is Eddie the bartender (Bobby Cannavale), the much younger Elizabeth (Margaret Qualley), or Rodgers himself (Andrew Scott).
The Daytrippers
Even if The Daytrippers struggles to evolve due to sluggish pacing and typical genre tropes, it’s still worth your time to see early Greg Mottola work his magic. Excellent direction, and a starry cast, manages to keep the movie afloat.
About Schmidt
About Schmidt is a good film, one that sits comfortably in Alexander Payne’s filmography but doesn’t quite reach the heights of his later classics. For fans of Payne’s more nuanced works, it’s an important piece, but it doesn’t carry the same emotional punch or cultural impact as his more well-known projects.
Will & Harper
Will & Harper feels wholesome and welcoming about a topic that usually becomes all too political and nasty in our current climate. Transgender people often get objectified as a way to rile up an ideology one way or another, and we rarely get to see such an insightful look at the way we process change, especially change that is as big as transitioning from one gender or another.
READ MORE: Sideways (2004)
