Movies Like Sideways (2004) On Criterionchannel

Staff & contributors

Chasing the feel of watching Sideways ? Here are the movies we recommend you watch right after.

Best friends Miles and Jack are off to wine country to celebrate Jack's last week of freedom before he gets married. They drop white lies about themselves, with Miles pretending to be a successful writer and Jack not mentioning his impending wedding, and soon meet two beautiful women whom they spend the rest of their stay with. What sounds like a dreamy bachelor's celebration, however, soon unravels into a messy tangle of tall tales. Miles and Jack contemplate their situation in smart, sad, and silly turns, delivering excellent performances and an overall hard-hitting road movie. 

Contemplative English literature professor Vivian leaves New York for Reno, Nevada, to facilitate her divorce from a lifeless marriage. There she meets Cay, a sculptor and free spirit living relatively uncloseted for the time. What starts as an inspiring friendship soon turns to attraction. It is partly the story of Vivian's sexual awakening, partly a transformative love story persuasively depicted through earnest, unadorned dialogue and love scenes, and vulnerable performances. A heartfelt and tender romance, the scenes are delightfully set to a soundtrack of Patsy Cline and Johnny Cash singles and filmed over the expansive horizons of the Nevada desert.

Genre: Drama, Romance

Actor: Alex McArthur, Andra Akers, Antony Ponzini, Audra Lindley, Dean Butler, Denise Crosby, Donna Deitch, Gwen Welles, Helen Shaver, James Staley, Jeffrey Tambor, Katie La Bourdette, Patricia Charbonneau, Tyler Tyhurst

Director: Donna Deitch