20 Movies Like Sideways

If you like the movie Sideways, you may also like these:

Lost in Translation

Lost in Translation
Lost in Translation
Internet Movie Database: 7.7/10
Rotten Tomatoes: 95%
Metacritic: 91/100
Information
Runtime: 102 min
Genre: Comedy, Drama
Awards: Won 1 Oscar. 97 wins & 133 nominations total
Writer: Sofia Coppola
Actors: Bill Murray, Scarlett Johansson, Giovanni Ribisi
Language: English, Japanese, German, French
Country: United States, Japan
Data provided by OMDB API

Lost in Translation is a film about the unexpected connection between two strangers, a middle-aged actor and a young woman, as they navigate their loneliness and cultural disorientation in Tokyo. Through their brief encounter, they find solace and a sense of understanding in each other’s company.

The Descendants

The Descendants
The Descendants
Internet Movie Database: 7.3/10
Rotten Tomatoes: 87%
Metacritic: 84/100
Information
Runtime: 115 min
Genre: Comedy, Drama
Awards: Won 1 Oscar. 65 wins & 148 nominations total
Writer: Alexander Payne, Nat Faxon, Jim Rash
Actors: George Clooney, Shailene Woodley, Amara Miller
Language: English
Country: United States
Data provided by OMDB API

“The Descendants” is a film about a Hawaiian landowner, played by George Clooney, who navigates the challenges of his personal and family life after his wife falls into a coma. As he grapples with his wife’s condition, he also learns a shocking secret about her that forces him to reassess his priorities and confront his own flaws.

Little Miss Sunshine

Little Miss Sunshine
Little Miss Sunshine
Internet Movie Database: 7.8/10
Rotten Tomatoes: 91%
Metacritic: 80/100
Information
Runtime: 101 min
Genre: Comedy, Drama
Awards: Won 2 Oscars. 72 wins & 112 nominations total
Writer: Michael Arndt
Actors: Steve Carell, Toni Collette, Greg Kinnear
Language: English
Country: United States
Data provided by OMDB API

“Little Miss Sunshine” is a dark comedy about a dysfunctional family who embarks on a cross-country road trip to support their young daughter’s dream of competing in a beauty pageant. Along the way, they confront their own personal struggles and learn the importance of love, acceptance, and resilience.

Juno

Juno
Juno
Internet Movie Database: 7.4/10
Rotten Tomatoes: 94%
Metacritic: 81/100
Information
Runtime: 96 min
Genre: Comedy, Drama
Awards: Won 1 Oscar. 90 wins & 101 nominations total
Writer: Diablo Cody
Actors: Elliot Page, Michael Cera, Jennifer Garner
Language: English, Spanish
Country: United States
Data provided by OMDB API

The Juno movie is about a teenage girl named Juno who becomes pregnant and decides to give the baby up for adoption. It follows her journey as she navigates the complexities of love, friendship, and growing up.

Garden State

Garden State
Garden State
Internet Movie Database: 7.4/10
Rotten Tomatoes: 86%
Metacritic: 67/100
Information
Runtime: 102 min
Genre: Comedy, Drama, Romance
Awards: 13 wins & 39 nominations
Writer: Zach Braff
Actors: Zach Braff, Peter Sarsgaard, Natalie Portman
Language: English, Klingon
Country: United States
Data provided by OMDB API

The Garden State movie follows Andrew Largeman, a struggling actor, who returns to his hometown in New Jersey for his mother’s funeral. During his visit, he reconnects with old friends and embarks on a journey of self-discovery and emotional healing.

The Squid and the Whale

The Squid and the Whale
The Squid and the Whale
Internet Movie Database: 7.3/10
Rotten Tomatoes: 92%
Metacritic: 82/100
Information
Runtime: 81 min
Genre: Comedy, Drama
Awards: Nominated for 1 Oscar. 23 wins & 49 nominations total
Writer: Noah Baumbach
Actors: Owen Kline, Jeff Daniels, Laura Linney
Language: English
Country: United States
Data provided by OMDB API

“The Squid and the Whale” is a drama-comedy film that follows the disintegration of a family in 1980s Brooklyn. The story revolves around the impact of the parents’ divorce on their two sons, as they navigate their own personal struggles and conflicting loyalties.

The Kids Are All Right

The Kids Are All Right
The Kids Are All Right
Internet Movie Database: 7.0/10
Rotten Tomatoes: 92%
Metacritic: 86/100
Information
Runtime: 106 min
Genre: Comedy, Drama, Romance
Awards: Nominated for 4 Oscars. 29 wins & 133 nominations total
Writer: Lisa Cholodenko, Stuart Blumberg
Actors: Annette Bening, Julianne Moore, Mark Ruffalo
Language: English
Country: United States, France
Data provided by OMDB API

“The Kids Are All Right” is a comedy-drama film that revolves around a lesbian couple and their two teenage children who seek out their sperm donor father. As they navigate the complexities of their unconventional family dynamic, the film explores themes of love, identity, and the challenges of modern relationships.

Nebraska

Nebraska
Nebraska
Internet Movie Database: 7.7/10
Rotten Tomatoes: 91%
Metacritic: 86/100
Information
Runtime: 115 min
Genre: Drama
Awards: Nominated for 6 Oscars. 29 wins & 169 nominations total
Writer: Bob Nelson
Actors: Bruce Dern, Will Forte, June Squibb
Language: English, Spanish
Country: United States
Data provided by OMDB API

“Nebraska” is a black and white comedy-drama film that follows an elderly man named Woody Grant who believes he has won a million-dollar sweepstakes prize and embarks on a road trip with his son to claim it. Along the way, they encounter various quirky characters and confront their strained relationship, exploring themes of family, aging, and the pursuit of dreams.

The Way Way Back

The Way Way Back
The Way Way Back
Internet Movie Database: 7.4/10
Rotten Tomatoes: 84%
Metacritic: 68/100
Information
Runtime: 103 min
Genre: Comedy, Drama
Awards: 5 wins & 31 nominations
Writer: Nat Faxon, Jim Rash
Actors: Steve Carell, Toni Collette, Allison Janney
Language: English
Country: United States
Data provided by OMDB API

“The Way Way Back” is a coming-of-age film about a shy 14-year-old boy named Duncan who finds solace and confidence while working at a water park during a summer vacation with his mother’s boyfriend and his dysfunctional family. Through his experiences at the water park, Duncan learns to navigate relationships, discover his self-worth, and find his place in the world.

About Schmidt

About Schmidt
About Schmidt
Internet Movie Database: 7.2/10
Rotten Tomatoes: 85%
Metacritic: 85/100
Information
Runtime: 125 min
Genre: Drama
Awards: Nominated for 2 Oscars. 25 wins & 71 nominations total
Writer: Louis Begley, Alexander Payne, Jim Taylor
Actors: Jack Nicholson, Hope Davis, Dermot Mulroney
Language: English
Country: United States
Data provided by OMDB API

“About Schmidt” is a 2002 comedy-drama film that follows Warren Schmidt, a recently retired insurance salesman, who embarks on a journey of self-discovery and reflection after the death of his wife. Through letters he writes to a Tanzanian orphan he sponsors, Schmidt confronts his own regrets, loneliness, and existential crisis while attempting to find meaning and purpose in his life.

The Fundamentals of Caring

The Fundamentals of Caring
The Fundamentals of Caring
Internet Movie Database: 7.3/10
Rotten Tomatoes: 77%
Metacritic: 55/100
Information
Runtime: 97 min
Genre: Comedy, Drama
Awards: 4 nominations
Writer: Rob Burnett, Jonathan Evison
Actors: Craig Roberts, Paul Rudd, Selena Gomez
Language: English
Country: United States
Data provided by OMDB API

“The Fundamentals of Caring” is a heartwarming comedy-drama about a teenage boy with muscular dystrophy and his caregiver who embark on a road trip, discovering the true meaning of friendship and the power of human connection along the way. Through their adventures, they both learn to confront their fears and find strength in each other.

The Spectacular Now

The Spectacular Now
The Spectacular Now
Internet Movie Database: 7.0/10
Rotten Tomatoes: 91%
Metacritic: 82/100
Information
Runtime: 95 min
Genre: Drama, Romance
Awards: 9 wins & 32 nominations
Writer: Scott Neustadter, Michael H. Weber, Tim Tharp
Actors: Miles Teller, Shailene Woodley, Kyle Chandler
Language: English
Country: United States
Data provided by OMDB API

“The Spectacular Now” is a coming-of-age drama that follows the story of a charismatic and popular high school senior, Sutter Keely, who forms an unlikely bond with a shy and introverted girl named Aimee Finecky, as they navigate the complexities of love, self-discovery, and the uncertainty of the future.

Adventureland

Adventureland
Adventureland
Internet Movie Database: 6.8/10
Rotten Tomatoes: 88%
Metacritic: 76/100
Information
Runtime: 107 min
Genre: Comedy, Drama, Romance
Awards: 1 win & 4 nominations
Writer: Greg Mottola
Actors: Jesse Eisenberg, Kristen Stewart, Ryan Reynolds
Language: English
Country: United States
Data provided by OMDB API

“Adventureland” is a coming-of-age comedy-drama film set in the 1980s, following a recent college graduate who takes a summer job at an amusement park, where he navigates love, friendship, and the challenges of adulthood.

The Perks of Being a Wallflower

The Perks of Being a Wallflower
The Perks of Being a Wallflower
Internet Movie Database: 7.9/10
Rotten Tomatoes: 85%
Metacritic: 67/100
Information
Runtime: 103 min
Genre: Drama
Awards: 19 wins & 51 nominations
Writer: Stephen Chbosky
Actors: Logan Lerman, Emma Watson, Ezra Miller
Language: English
Country: United States
Data provided by OMDB API

“The Perks of Being a Wallflower” is a coming-of-age drama about a socially awkward teenager named Charlie who navigates high school while dealing with personal struggles and forming deep connections with his friends Sam and Patrick. Through a series of letters, Charlie explores themes of love, friendship, mental health, and finding one’s place in the world.

Crazy Heart

Crazy Heart
Crazy Heart
Internet Movie Database: 7.2/10
Rotten Tomatoes: 90%
Metacritic: 83/100
Information
Runtime: 112 min
Genre: Drama, Music, Romance
Awards: Won 2 Oscars. 40 wins & 33 nominations total
Writer: Scott Cooper, Thomas Cobb
Actors: Jeff Bridges, Maggie Gyllenhaal, Colin Farrell
Language: English, Spanish
Country: United States
Data provided by OMDB API

“Crazy Heart” is a film about a washed-up country music singer, Bad Blake, who struggles with addiction and personal demons as he tries to revive his career. Through a relationship with a young journalist, he finds redemption and a chance at a new beginning.

Beginners

Beginners
Beginners
Internet Movie Database: 7.2/10
Rotten Tomatoes: 86%
Metacritic: 81/100
Information
Runtime: 105 min
Genre: Comedy, Drama, Romance
Awards: Won 1 Oscar. 36 wins & 30 nominations total
Writer: Mike Mills
Actors: Ewan McGregor, Christopher Plummer, Mélanie Laurent
Language: English, French
Country: United States
Data provided by OMDB API

“Beginners” is a film about a young man named Oliver who navigates love and loss while reflecting on his father’s revelation of being gay and his subsequent battle with terminal cancer.”

The Station Agent

The Station Agent
The Station Agent
Internet Movie Database: 7.6/10
Rotten Tomatoes: 94%
Metacritic: 81/100
Information
Runtime: 89 min
Genre: Comedy, Drama
Awards: Won 1 BAFTA Award29 wins & 31 nominations total
Writer: Tom McCarthy
Actors: Peter Dinklage, Patricia Clarkson, Bobby Cannavale
Language: English, Spanish
Country: United States
Data provided by OMDB API

“The Station Agent” is a film about a socially isolated and introverted man who inherits an abandoned train station in rural New Jersey, where he forms unexpected connections and friendships with the locals. Through these newfound relationships, he learns to embrace human connection and find a sense of belonging in a community that initially sees him as an outsider.

The Brothers Bloom

The Brothers Bloom
The Brothers Bloom
Internet Movie Database: 6.7/10
Rotten Tomatoes: 68%
Metacritic: 55/100
Information
Runtime: 114 min
Genre: Action, Adventure, Comedy
Awards: 3 nominations
Writer: Rian Johnson
Actors: Rachel Weisz, Adrien Brody, Mark Ruffalo
Language: English, French, Czech, Japanese
Country: United States
Data provided by OMDB API

“The Brothers Bloom” is a comedy-drama film about two con artist brothers who plan one last elaborate scheme involving a wealthy heiress, but their plans are complicated by unexpected romantic entanglements and personal revelations.

The Art of Getting By

The Art of Getting By
The Art of Getting By
Internet Movie Database: 6.5/10
Rotten Tomatoes: 20%
Metacritic: 36/100
Information
Runtime: 83 min
Genre: Drama, Romance
Awards: 1 win & 2 nominations
Writer: Gavin Wiesen
Actors: Freddie Highmore, Emma Roberts, Michael Angarano
Language: English
Country: United States
Data provided by OMDB API

“The Art of Getting By” is a coming-of-age drama that follows a high school student named George, who is struggling with the meaning of life and his own existential crisis. Through his friendship with a girl named Sally, he learns to embrace his individuality and find purpose in his art.

The Edge of Seventeen

The Edge of Seventeen
The Edge of Seventeen
Internet Movie Database: 7.3/10
Rotten Tomatoes: 94%
Metacritic: 77/100
Information
Runtime: 104 min
Genre: Comedy, Drama
Awards: 8 wins & 29 nominations
Writer: Kelly Fremon Craig
Actors: Hailee Steinfeld, Haley Lu Richardson, Blake Jenner
Language: English
Country: United States, China
Data provided by OMDB API

“The Edge of Seventeen is a coming-of-age comedy-drama film that follows the turbulent life of high school student Nadine as she navigates the complexities of friendships, love, and self-discovery. Struggling with the challenges of adolescence, Nadine finds solace and support from an unexpected friendship with her history teacher.”

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