Movies like Sideways

If you like "Sideways" you are looking for talky, humorous and semi serious movies about / with writers, friendship, golf, midlife crisis, vacation, on the road and wine themes of Comedy, Drama and Romance genre shot in USA or Hungary.
Find your next favorite and similar movies in two steps: 1. Identify all themes of interest from this film (block below). 2. Look for them in the presented list.
Sideways (2004)
 7.5
 178K
Sideways (2004)
Genre: Comedy, Drama, Romance
Country: USA, Hungary
Duration: 127 min.
Story: Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.
Style: talky, humorous, semi serious, sentimental, road movie, melancholic, witty, realistic, emotional, clever ...
Plot: writers, friendship, golf, midlife crisis, vacation, on the road, wine, depression, fall in love, best friends, love and romance, road trip, couples, lifestyle, nothing goes right, actor, deception, divorced divorcee, marijuana, winery, wine tasting, unlikely friendships, character study, life philosophy, bittersweet ...
Time: contemporary, 21st century
Place: california, usa, los angeles, san diego california

Movie in categories

Most similar movies to Sideways

The list contains related movies ordered by similarity. Recommendation engine sorted out realistic, semi serious, melancholic and talky films with plots about unlikely friendships, mentor, dialogue, storytelling, life philosophy, runaway and catastrophe mostly in Comedy, Drama and Romance genres. Some movies like Sideways: Friends with Money (2006), Smart People (2008), Celeste & Jesse Forever (2012), Friends with Kids (2011), Husbands and Wives (1992). The matching attributes are highlighted in bold.
Friends with Money (2006)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 88 min.
Story: After she quits her lucrative job, Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends.
Style: witty, semi serious, sentimental, humorous, melancholic ...
Audience: girls' night
Plot: friendship, midlife crisis, money, marriage, maid, love and romance, crumbling marriage, unfulfillment, master and servant, power relations, looking for love, couples ...
Time: contemporary, 2000s
Place: los angeles, california, usa, santa monica california, new jersey
⇓ similarity ⇓
100%
 6.1
 22K
Smart People (2008)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story: Professor Lawrence Wetherhold (Dennis Quaid) might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.
Style: humorous, realistic, contemplative, sentimental, touching ...
Plot: self discovery, family relations, parents and children, introspection, couple relations, family life, couples, romance, hopes, love and romance, siblings relations, alienation ...
Time: 21st century, contemporary
Place: usa, pittsburgh, pennsylvania, new york, new jersey
⇓ similarity ⇓
40%
Celeste & Jesse Forever (2012)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 92 min.
Story: Celeste and Jesse met in high school and got married young. They laugh at the same jokes and finish each other’s sentences. They are forever linked in their friends’ minds as the perfect couple – she, a high-powered businesswoman and budding ...
Style: humorous, semi serious, sentimental, melancholic, romantic ...
Audience: date night, chick flick, girls' night
Plot: friendship, divorce, best friends, romance, couple relations, lifestyle, love and romance, starting over, couples, thirtysomething life, looking for love, hopes ...
Time: 21st century, contemporary
Place: los angeles, usa, new jersey, san francisco, california
⇓ similarity ⇓
37%
Friends with Kids (2011)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 107 min.
Story: In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of ...
Style: touching, realistic, humorous, sentimental, semi serious ...
Audience: date night, kids, chick flick, teens, girls' night
Plot: friendship, relationship problems, platonic, best friend, romance, couple relations, best friends, best friends in love, lifestyle, thirtysomething life, childbirth, character study ...
Time: contemporary, 21st century
Place: new york, usa, vermont, california, new jersey
⇓ similarity ⇓
33%
Movie in collections
Husbands and Wives (1992)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 108 min.
Story: When Jack and Sally announce that they're splitting up, this comes as a shock to their best friends Gabe and Judy. Maybe mostly because they also are drifting apart and are now being made aware of it. So while Jack and Sally try to go on and ...
Style: talky, realistic, sincere, semi serious, melancholic ...
Plot: infidelity, marriage, breakup, crumbling marriage, friendship, dishonesty, family problems, teacher student relationship, romance, friends, age difference, fall in love ...
Time: 20th century, 90s, 70s
Place: new york, usa, manhattan new york city
⇓ similarity ⇓
32%
 7.0
 21K
The Trip (2010)
Genre: Comedy, Drama
Country: UK
Duration: 112 min.
Story: When Steve Coogan is asked by The Observer to tour the country's finest restaurants, he envisions it as the perfect getaway with his beautiful girlfriend. But, when she backs out on him, he has no one to accompany him but his best friend and ...
Style: humorous, semi serious, melancholic, atmospheric, talky ...
Plot: on the road, restaurant, friendship, lifestyle, artists and showbiz, countryside, loneliness, midlife crisis, eccentricity, existentialism, sarcasm, beautiful scenery ...
Time: contemporary, 21st century
Place: england, northern england, london
⇓ similarity ⇓
31%
Dinner with Friends (2001)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 94 min.
Story: A husband and wife reevaluate their marriage after their closest friends, another couple decide to split up after twelve years.
Style: talky, sincere, realistic, witty, entertaining ...
Audience: girls' night
Plot: friendship, family problems, introspection, relationships, infidelity, crumbling marriage, love and romance, midlife crisis, dinner, starting over, honest, dialogue ...
Time: 21st century, contemporary, 80s
Place: new york, usa, connecticut, new jersey, california ...
⇓ similarity ⇓
31%
 7.1
 122K
About Schmidt (2002)
Genre: Comedy, Drama
Country: USA
Duration: 125 min.
Story: 66-year-old Warren Schmidt is a retired insurance salesman and has no particular plans other than to drive around in the motor home his wife insisted they buy. He's not altogether bitter, but not happy either, as everything his wife does annoys ...
Style: contemplative, humorous, semi serious, road movie, melancholic ...
Plot: life changing, family life, on the road, wedding, letter, salesman, fish out of water, parents and children, golden years, introspection, elderly, disorder ...
Time: 21st century, contemporary
Place: nebraska, colorado, denver colorado, kansas, california
⇓ similarity ⇓
30%
Movie in collections
 4.8
 186
Sam the Man (2001)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 87 min.
Story: Before he broke out with the J.D. Salinger-esque Tadpole in 2002, producer-turned-director Gary Winick filmed this little-seen relationship drama. Fisher Stevens stars as the title character, a writer with one novel under his belt who can't ...
Style: semi serious, realistic, suspense, sincere, sentimental ...
Audience: date night
Plot: infidelity, looking for love, love and romance, couples, breakup, estrangement, womanizer, lifestyle, dishonesty, romance, profanity, unfulfillment ...
Time: 21st century, contemporary
Place: new york, usa
⇓ similarity ⇓
28%
Friends & Lovers (1999)
Genre: Drama, Romance, Comedy
Country: USA
Duration: 103 min.
Story: Friends for ten years, a group of twenty-somethings head for the ski slopes as guests of Ian's father. (Ian and dad are estranged because dad worked too many hours when Ian was a lad.) Dad has something to say, but Ian won't listen. ...
Style: sexy, humorous, realistic, melancholic, sentimental ...
Audience: girls' night, date night, teens
Plot: friendship, thirtysomething life, midlife crisis, infidelity, romance, lifestyle, sex, pregnancy, skiing, existentialism, relationships, honest ...
Time: 90s
Place: new jersey
⇓ similarity ⇓
28%
 7.4
 315K
Up in the Air (2009)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 109 min.
Story: George Clooney plays the dry cynical character of Ryan Bingham, an executive who specializes in "downsizing". Ryan lives out of his suitcase, traveling the country for the sole purpose terminating unwanted employees day after day. Just as ...
Style: touching, thought provoking, cynical, humorous, sexy ...
Audience: date night
Plot: on the road, loneliness, love affair, love and romance, couples, business, relationship vs career, introspection, unfulfillment, top executive, power relations, lifestyle ...
Time: 21st century, contemporary
Place: las vegas, usa, chicago illinois, milwaukee wisconsin, san diego california ...
⇓ similarity ⇓
27%
The Anniversary Party (2001)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 115 min.
Story: While celebrating their reconciliation and six years of marriage, the American actress Sally Nash (Jennifer Jason Leigh) and the British novelist Joe Therrian (Alan Cumming) receive their close friends, some colleagues and their next door neighbors ...
Style: cynical, humorous, melancholic, satirical, talky ...
Plot: infidelity, party, love and romance, lifestyle, family problems, couple relations, couples, crumbling marriage, dishonesty, anniversary, marital crisis, dysfunctional relationship ...
Time: contemporary
Place: california, usa, los angeles
⇓ similarity ⇓
26%
The Puffy Chair (2005)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 85 min.
Story: Josh's life is pretty much in the toilet. He's a failed NYC indie rocker, and a failing booking agent. But he finds the potential of a small victory in a really bad idea. He decides to purchase a 1985 Lazy Boy on eBay, just like the one ...
Style: road movie, mumblecore, humorous, melancholic, talky ...
Audience: date night
Plot: on the road, family relations, wedding, couple relations, road trip, parents and children, introspection, hopes, self discovery, love and romance, brother brother relationship, gift ...
Time: 21st century, contemporary
Place: new york, usa, atlanta georgia
⇓ similarity ⇓
26%
Melvin Goes to Dinner (2003)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 83 min.
Story: Marital infidelity, religion, a guy in heaven wearing a Wizards jersey, anal fetishes, cigarettes and schizophrenia, ghosts, and how it's going to get worse before it gets better.
Style: humorous, intellectual, witty, melancholic, talky ...
Plot: friendship, infidelity, introspection, self discovery, buddies, couple relations, husband wife relationship, schizophrenic, adultery, stewardess, masturbation, ghost ...
Time: contemporary
Place: new jersey
⇓ similarity ⇓
26%
 6.1
 36K
Greenberg (2010)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 107 min.
Story: A New Yorker moves to Los Angeles in order to figure out his life while he housesits for his brother, and he soon sparks with his brother's assistant.
Style: semi serious, psychological, sincere, satirical, talky ...
Plot: old love, friendship, personal assistant, starting over, misfit, fall in love, reunion, self fulfillment, mentally unstable, love and romance, buddies, escape from reality ...
Time: 21st century, contemporary
Place: los angeles, california, usa, new york, australia ...
⇓ similarity ⇓
25%
Waking Up in Reno (2002)
Genre: Comedy, Romance
Country: USA
Duration: 91 min.
Story: Candy and Lonnie Earl are just crazy about each other. The problem: she's married to Roy and he's married to Darlene. So far it's been a secret affair. But that's about to change, because this foursome is driving cross-country ...
Style: humorous, semi serious, witty, funny, talky ...
Audience: date night
Plot: infidelity, romance, love and romance, unfulfillment, partners, nothing goes right, buddies, dishonesty, crumbling marriage, on the road, couple relations, road trip ...
Time: contemporary
Place: nevada, arkansas, usa
⇓ similarity ⇓
25%
 7.9
 130K
Manhattan (1979)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 96 min.
Story: The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
Style: intellectual, humorous, sincere, realistic, semi serious ...
Audience: date night
Plot: adultery, mistress, love triangle, age difference, divorce, crumbling relationship, city life, dating, romance, friendship, love affair, looking for love ...
Time: 20th century, 70s
Place: manhattan new york city, new york, usa, manhattan, new york city
⇓ similarity ⇓
24%
Sex and the City (2008)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 145 min.
Story: A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
Style: witty, light, romantic, emotional, erotic ...
Audience: chick flick, girls' night, date night, teens
Plot: fashion, city life, lifestyle, love and romance, friendship, sexual relations, couple relations, family relations, urban, couples, best friends, marriage ...
Time: contemporary, 21st century, 2000s
Place: new york, usa, malibu california, los angeles, mexico ...
⇓ similarity ⇓
24%
Movie in collections
 7.4
 12K
Ten Inch Hero (2007)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 102 min.
Story: Four friends search for love and happiness while working at a California sandwich shop.
Style: touching, witty, feel good, sentimental, humorous ...
Audience: date night, girls' night, chick flick, teens
Plot: looking for love, friends, love and romance, fall in love, friendship, restaurant, young people, shyness, love story, lifestyle, happy ending, twentysomething life ...
Time: 21st century, contemporary
Place: california, usa
⇓ similarity ⇓
24%
Drinking Buddies (2013)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 90 min.
Story: Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than friends” really ...
Style: semi serious, humorous, mumblecore, melancholic, enigmatic ...
Plot: love triangle, profanity, relationships, romance, couple relations, couples, love and romance, lifestyle, weekend, unfulfillment, boyfriend girlfriend relationship, group of friends ...
Time: 21st century, contemporary, 70s
Place: usa, chicago illinois, illinois, new jersey
⇓ similarity ⇓
24%
 7.0
 13K
Chinese Puzzle (2013)
Genre: Comedy, Drama, Romance
Country: France, USA, Belgium
Duration: 117 min.
Story: Xavier is a 40-year-old father of two who still finds life very complicated. When the mother of his children moves to New York, he can't bear them growing up far away from him and so he decides to move there as well.
Style: feel good, humorous, touching, witty, intense ...
Audience: date night
Plot: friendship, midlife crisis, immigrants, starting over, longing, old love, fall in love, parents and children, couples, family problems, separated parents, fake marriage ...
Time: contemporary, 21st century, 2010s
Place: new york, usa, paris france, france, new jersey
⇓ similarity ⇓
23%
 6.4
 41K
The Last Kiss (2006)
Genre: Comedy, Drama, Romance
Country: USA, Canada
Duration: 115 min.
Story: Revolves around a young couple and their friends struggling with adulthood and issues of relationships and commitment. Based on the 2001 Italian film L'ultimo bacio, directed by Gabriele Muccino.
Style: sentimental, touching, humorous, emotional, intense ...
Audience: date night, chick flick, girls' night
Plot: battle of the sexes, pregnancy, casual sex, romance, wedding, infidelity, introspection, human nature, power of love, free spirited, youth, couples ...
Time: 21st century, contemporary
Place: usa, africa, australia, cape town south africa, copenhagen denmark ...
⇓ similarity ⇓
23%
California Suite (1978)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 103 min.
Story: Misadventures of four groups of guests at the Beverly Hills Hotel.
Style: talky, witty, clever, humorous, captivating ...
Plot: hotel, multiple storylines, friendship, custody, tennis, womanizer, hollywood, fall in love, couple relations, love affair, lifestyle, dishonesty ...
Time: 70s, 20th century, 1930s
Place: california, usa, beverly hills, los angeles, new york ...
⇓ similarity ⇓
23%
Movie in collections
Your Friends & Neighbors (1998)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 100 min.
Story: This adult comedy follows six characters, three men and three women from a cross-section of social groups, as they play sexual power games. When an affair fires up between 2 of the married characters, it sparks a chain of consequences for all of ...
Style: sexy, sexual, dark humor, humorous, semi serious ...
Audience: girls' night
Plot: infidelity, extramarital affair, unhappiness, male friendship, friendship between men, betrayal, couple relations, love affair, thirtysomething life, battle of the sexes, looking for love, sexual relations ...
Time: 90s
⇓ similarity ⇓
23%
 7.0
 8K
The Wood (1999)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 106 min.
Story: In the panicky, uncertain hours before his wedding, a groom with prenuptial jitters and his two best friends reminisce about growing up together in the middle-class African-American neighborhood of Inglewood, California. Flashing back to the ...
Style: feel good, humorous, realistic, touching, semi serious ...
Audience: teens, date night, girls' night
Plot: friendship, coming of age, high school, homecoming, best friends, family relations, adolescence vs adulthood, siblings relations, twentysomething life, lifestyle, love and romance, wedding ...
Time: 80s
Place: california, usa, new jersey, texas
⇓ similarity ⇓
22%
Pursuit of Happiness (2001)
Genre: Comedy, Romance
Country: USA
Duration: 93 min.
Story: An advertising executive fails to realize that the woman of his dreams is his best friend since first grade, now married to his cheating co-worker.
Style: sentimental, realistic, humorous, semi serious, feel good ...
Audience: date night, girls' night, chick flick
Plot: advertising executive, friendship, romance, looking for love, midlife crisis, infidelity, obsessive quest, battle of the sexes, opposites attract, best friends, unlikely friendships, relationships ...
Time: 21st century, contemporary
Place: washington d.c., seattle, new jersey
⇓ similarity ⇓
22%
The Story of Us (1999)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story: Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.
Style: sentimental, realistic, semi serious, romantic, sweet ...
Audience: date night, chick flick, girls' night
Plot: relationships, romance, couple relations, happy ending, love, women, infidelity, family drama, divorce, bittersweet, couples, introspection ...
Time: 80s, 90s, 20th century
Place: venice
⇓ similarity ⇓
22%
You Will Meet a Tall Dark Stranger (2010)
Genre: Comedy, Drama, Romance
Country: USA, Spain
Duration: 98 min.
Story: Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to ...
Style: talky, witty, cynical, semi serious, humorous ...
Audience: date night
Plot: midlife crisis, romance, marital infidelity, crumbling relationship, couples, human nature, artists and showbiz, lifestyle, marital problem, unrequited love, seance, coma ...
Time: contemporary, 21st century
Place: england, london, europe
⇓ similarity ⇓
22%
Barney's Version (2010)
Genre: Comedy, Drama
Country: Italy, Canada
Duration: 134 min.
Story: The picaresque and touching story of the politically incorrect, fully lived life of the impulsive, irascible and fearlessly blunt Barney Panofsky.
Style: emotional, semi serious, witty, sincere, twists and turns ...
Plot: suicide, marriage, friendship, lifestyle, everyday life, marital problem, human nature, aging, love and romance, divorce, jewish, actress ...
Time: 70s, 20th century, 90s, 80s, year 1970 ...
Place: canada, rome italy, montreal quebec, new york, italy ...
⇓ similarity ⇓
22%
Kicking and Screaming (1995)
Genre: Comedy, Drama, Romance
Country: USA
Duration: 96 min.
Story: After college graduation, Grover's girlfriend Jane tells him she's moving to Prague to study writing. Grover declines to accompany her, deciding instead to move in with several friends, all of whom can't quite work up the inertia to ...
Style: talky, humorous, realistic, semi serious, melancholic ...
Plot: friendship, college, coming of age, graduation, lifestyle, buddies, twentysomething life, drinking, student, father son relationship, roommate, husband wife relationship ...
Time: 20th century, 90s, 1990s
Place: usa, new york, manhattan new york city, milwaukee wisconsin, greenwich village manhattan new york city ...
⇓ similarity ⇓
22%