CINEHUNCH / YOUR NEXT CHAPTER

A FRESH ALLOWANCE AT MIDNIGHT · ISTANBUL TIME

Back to the finderTHE FILM / 2004
Sideways posterA FILM WORTH A CLOSER LOOK

THE FEATURE PRESENTATION

MOVIE2004 2h 7m USA

IF THIS ONE STAYED WITH YOU

Movies like
Sideways

ComedyDrama
▶ Watch trailer

CINEHUNCH / COMING ATTRACTIONS

Sideways — the trailer.

This trailer is available on its original video page.

IMDbView on IMDb
CINEHUNCH / THE NEXT FRAME

Keep the feeling.

SIMILAR PICKS / A PERSONAL CONNECTION

If you loved Sideways, try these.

The Descendants poster 01

Movie / 2011 / Comedy / Drama

The Descendants

Why this pick

Like Sideways, it finds rueful humor and genuine tenderness in an emotionally stalled man facing inconvenient change, with a sunlit setting that gently contrasts the characters’ private disappointments.

Enough Said poster 02

Movie / 2013 / Comedy / Drama

Enough Said

Why this pick

A warmly observed, adult relationship comedy with Sideways’ gift for awkward honesty, bruised self-image, and small conversational moments that become unexpectedly revealing.

The Taste of Things poster 03

Movie / 2023 / Drama / History / Romance

The Taste of Things

Why this pick

For the sensual pleasure of Sideways’ wine-world details, this patient, elegant romance turns food and drink into an intimate language while retaining a mature, quietly melancholy emotional register.

The Trip poster 04

Movie / 2010 / Comedy / Drama

The Trip

Why this pick

Two witty, competitive friends eating their way through the English countryside give this a similarly loose road-trip shape, with comic banter gradually exposing loneliness and professional insecurity.

A Perfect Day poster 05

Movie / 2015 / Comedy / Drama

A Perfect Day

Why this pick

Its mismatched companions, dry humor, and episodic journey recall Sideways’ pleasure in watching personalities grate against each other, though the setting gives the comedy a more urgent edge.

CURATING YOUR NEXT FRAME

Finding the atmosphere, tension and little details that made this one stay with you.

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01 / THE STORY

A little about the film.

Miles Raymond, a divorced and sadly, unsuccessful writer, schedules a wine-tasting road trip to salute his best friend Jack's final days of bachelorhood. However, the trip goes woefully sideways as both men suffer mid-life crises on the trip and are inevitably forced to collide with their respective realities.

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02 / FACES IN THE FRAME

The people who bring it to life.

Thomas Haden Church

Thomas Haden Church

Jack

Stephanie Faracy

Stephanie Faracy

Stephanie's Mother

Robert Covarrubias

Miles's Building Manager

Paul Giamatti

Paul Giamatti

Miles

Virginia Madsen

Virginia Madsen

Maya

Jessica Hecht

Jessica Hecht

Victoria

Shaun Duke

Mike Erganian

Patrick Gallagher

Patrick Gallagher

Gary the Bartender