1. The Descendants
#719 most popular movie yesterdayDirected by Alexander Payne, the same filmmaker behind Sideways, The Descendants shares a similar blend of humor and heartache. George Clooney stars as a land baron trying to reconnect with his daughters after his wife is injured in a boating accident, leading to a journey of self-discovery.
8 movies like The Descendants...2. Lost in Translation
#738 most popular movie yesterdayThis Sofia Coppola-directed film shares Sideways' sense of humor, languor, and melancholy. It captures the unlikely friendship and emotional connection between two Americans feeling out of place in Tokyo.
7 movies like Lost in Translation...3. Little Miss Sunshine
#1,396 most popular movie yesterdayFeaturing a dysfunctional family on a road trip, Little Miss Sunshine is a bittersweet comedy-drama with heart. Its ensemble cast and offbeat humor make it a film that fans of Sideways would appreciate.
8 movies like Little Miss Sunshine...4. A Good Year
#1,922 most popular movie yesterdayStarring Russell Crowe as a London-based investment broker who inherits a vineyard in France, A Good Year delves into themes of lifestyle change and self-discovery amidst a scenic backdrop, reminiscent of the wine-tasting journey in Sideways.
7 movies like A Good Year...5. Chef
#2,045 most popular movie yesterdayChef tells the story of a professional chef who starts a food truck journey to reclaim his creative promise, much like the characters in Sideways who seek to redefine their lives. It's a feel-good tale of passion and culinary delight, with a touch of humor.
4 movies like Chef...6. About Schmidt
#3,383 most popular movie yesterdayAnother poignant film from Alexander Payne, About Schmidt follows a retired insurance actuary who embarks on a road trip to stop his daughter's upcoming marriage. Along the way, he faces profound personal questions, much like the characters in Sideways.
7 movies like About Schmidt...7. Nebraska
#3,578 most popular movie yesterdayFiltered through Alexander Payne's characteristic humanism, Nebraska combines humor with the bittersweet. An aging father and his estranged son travel to claim a million-dollar sweepstakes prize, revealing complexities of family and ambition.
7 movies like Nebraska...
Movies like Sideways
If you're looking for another movie like Sideways, this is our collection of other related films, sorted by online popularity.
Popularity data updated on October 31, 2024
Movies like Sideways (2004)
If you're looking for some great movies that are a lot like Sideways, here is our list of similar films: