Movies Like
Sideways (2004)
Comedy, Drama, Romance
If you loved Sideways, you'll love these similar films. Handpicked based on shared themes, genre, and feel.
Playing It Cool
A young man meets and instantly falls in love with an engaged woman.
Looking: The Movie
Patrick returns to San Francisco for the first time in almost a year to celebrate a momentous event with his old friends. In the process, he must face the unresolved relationships he left behind and make difficult choices about what’s important to him.
The Sisters Brothers
Oregon, 1851. Hermann Kermit Warm, a chemist and aspiring gold prospector, keeps a profitable secret that the Commodore wants to know, so he sends the Sisters brothers, two notorious assassins, to capture him on his way to California.
Tom Jones
Tom loves Sophie and Sophie loves Tom. But Tom and Sophie are of differering classes. Can they find a way through the mayhem to be true to love?
Sacramento
When free-spirited Rickey suddenly reappears in father-to-be Glenn’s life, the two former best friends embark on a spontaneous road trip from LA to Sacramento.
Factotum
This drama centers on Hank Chinaski, the fictional alter-ego of "Factotum" author Charles Bukowski, who wanders around Los Angeles, CA trying to live off jobs which don't interfere with his primary interest, which is writing. Along the way, he fends off the distractions offered by women, drinking and gambling.
Murphy's Romance
Emma, a divorced single mother seeking to start her life over, moves to a small town in Arizona. She befriends Murphy, the older local pharmacist, but things turn complicated when her ex-husband shows up.
Mansfield Park
Fanny Price is sent to live with her wealthy relatives, the Bertrams, where she is treated poorly by most except her cousin Edmund. Her life is complicated by the arrival of the worldly Mary and Henry Crawford.
Beautiful Boy
After he and his first wife separate, journalist David Sheff struggles to help their teenage son, who goes from experimenting with drugs to becoming devastatingly addicted to methamphetamine.
Broken English
Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children, while she's in her thirties, alone with job she's outgrown and a mother who constantly reminds her of it all. Not to mention her best friend Audrey's "perfect marriage". But after a series of disastrous dates, Nora unexpectedly meets Julien, a quirky Frenchman who opens her eyes to a lot more than love.
Enemies, a Love Story
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
The Sure Thing
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. At first they get on each other's nerves but, as time passes, they find their divergent natures complement each other. Now they need to realize what they've already found before it's too late.
Best Sellers
A cranky, retired author reluctantly embarks on a final book tour to help out a young publisher.
Less Than Zero
A college freshman returns to Los Angeles for Christmas at his ex-girlfriend's request, but discovers that his former best friend has an out-of-control drug habit.
Inherent Vice
In Los Angeles at the turn of the 1970s, drug-fueled detective Larry "Doc" Sportello investigates the disappearance of an ex-girlfriend.
Youth in Revolt
As a fan of Albert Camus and Jean-Luc Godard, teenage Nick Twisp is definitely out of his element when his mother and her boyfriend move the family to a trailer park. When a pretty neighbor named Sheeni plays records by French crooners, it's love at first sight for frustrated and inexperienced Nick. Learning that she is dating someone, Nick launches a hilarious quest to find his way into Sheeni's heart -- and bed.
Valley of the Dolls
Lured by their dreams of fame and fortune, three ambitious young women enter the world of show business and discover how easy it is to sink into a celebrity nightmare of ego, alcohol and pills — the beloved "dolls."
All About Nina
Nina Geld's passion and talent have made her a rising star in the comedy scene, but she's an emotional mess offstage. When a new professional opportunity coincides with a romantic one, she is forced to confront her own deeply troubled past.
The Clique
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.
A Nice Girl Like You
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.
Want AI-powered personalized recommendations?
Find Something to Watch