In the comedy-drama film Sideways, Sandra Oh plays the role of Stephanie, a wine pourer and love interest of the main character, Miles. The movie follows Miles and his friend Jack on a week-long road trip through California wine country, where they encounter various misadventures and personal revelations. Sandra Oh's performance in Sideways was praised by critics, and the film itself received critical acclaim, winning numerous awards including the Academy Award for Best Adapted Screenplay.