

Movies like Sideways
If Sideways's mix of california, golf and wine stayed with you, start here. Each film below was picked from what Sideways's fans love most, with the reason it belongs on this list.
- 1

Fear and Loathing in Las Vegas
1998 · Directed by Terry Gilliam · 118 min7.2
Why you'll like itShares: road trip, buddy · Also drama and comedy
Raoul Duke and his attorney Dr. Gonzo drive a red convertible across the Mojave desert to Las Vegas with a suitcase full of drugs to cover a motorcycle race.
- 2

Inherent Vice
2014 · Directed by Paul Thomas Anderson · 149 min6.5
Why you'll like itShares: california, marijuana · Also drama and comedy
In Los Angeles at the turn of the 1970s, drug-fueled detective Larry "Doc" Sportello investigates the disappearance of an ex-girlfriend.
- 3

The Sure Thing
1985 · Directed by Rob Reiner · 95 min6.5
Why you'll like itShares: california, road trip · Also comedy and drama
Gib, a beer-guzzling slob, and Alison, an uptight Ivy-Leaguer, are an unlikely duo stuck together on a cross-country trip during Christmas break.
- 4

The Hangover
2009 · Directed by Todd Phillips · 100 min7.3
Why you'll like itShares: stag night, amused, cheerful · From the same decade (2000s)
When three friends finally come to after a raucous night of bachelor-party revelry, they find a baby in the closet and a tiger in the bathroom.
- 5

Smoke
1995 · Directed by Wayne Wang · 112 min7.2
Why you'll like itShares: writer · Also comedy and drama
Writer Paul Benjamin is nearly hit by a bus when he leaves Auggie Wren's smoke shop. Stranger Rashid Cole saves his life, and soon middle-aged Paul tells homeless Rashid that he wouldn't mind a short-term housemate.
- 6

The Big Lebowski
1998 · Directed by Joel Coen · 117 min7.8
Why you'll like itShares: marijuana, amused
Jeffrey 'The Dude' Lebowski, a Los Angeles slacker who only wants to bowl and drink White Russians, is mistaken for another Jeffrey Lebowski, a wheelchair-bound millionaire, and finds himself dragged into a strange…
- 7

Zombieland
2009 · Directed by Ruben Fleischer · 88 min7.3
Why you'll like itShares: road trip, amused · From the same decade (2000s)
Columbus has made a habit of running from what scares him. Tallahassee doesn't have fears. If he did, he'd kick their ever-living ass. In a world overrun by zombies, these two are perfectly evolved survivors.
- 8

Cars
2006 · Directed by John Lasseter · 117 min7.1
Why you'll like itShares: road trip, cheerful · From the same decade (2000s)
Lightning McQueen, a hotshot rookie race car driven to succeed, discovers that life is about the journey, not the finish line, when he finds himself unexpectedly detoured in the sleepy Route 66 town of Radiator…