Movies like 14 That Night (2016)
The best movies like 14 That Night (2016) are Peace, Love & Misunderstanding (2011), A California Christmas (2020) and You Will Meet a Tall Dark Stranger (2010). If 14 That Night hooked you with its comedy and drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Life List (2025)6.9/10 from 660 votes
- NewestThe Baltimorons (2025)Released 2025
Peace, Love & Misunderstanding (2011)
A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisA California Christmas (2020)
With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisYou Will Meet a Tall Dark Stranger (2010)
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 follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChéri (2009)
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisL.A. Without a Map (1999)
An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.
Why it matches: Recommended by TMDB viewers · both drama & comedy
SnoozefestMovies like thisPaper Heart (2009)
Paper Heart follows Nick and Charlyne on a cross-country journey to document what exactly "love" is. Interviewing ministers, happily married couples, chemists, romance novelists, divorce lawyers, a group of children and more, the determined young girl attempts to find definition and perhaps even experience the mysterious emotion.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Happiest Millionaire (1967)
A happy and unbelievably lucky young Irish immigrant, John Lawless, lands a job as the butler of an unconventional millionaire, Biddle. His daughter, Cordelia Drexel Biddle, tires of the unusual antics of her father--especially since the nice young men around town all fear him. Wouldn't you fear a father-in-law that keeps alligators for pets and teaches boxing at his daily Bible classes?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove in Taipei (2023)
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSix Pack (1982)
Stopping briefly in a small Texas town, an itinerant race car driver finds that his stock car, on a trailer behind his motor home, has just been quickly and expertly stripped. He chases down the miscreants, who turn out to be six orphan children. He has no recourse to the law, for the corrupt local sheriff takes most of the proceeds of their thievery in exchange for not putting them in an orphanage. They are charming rogues who are in turn charmed by him. Disliking their arrangement with the sheriff, they stow away with him, and he finds himself becoming a reluctant stepfather. Thanks to their enthusiasm and incredible mechanical know-how, he begins to make a name for himself on the racing circuit. But the sheriff doesn't take kindly to losing his extra income...
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisOther People's Money (1991)
When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider soon becomes infatuated with her, and enjoys the legal manoeuvring as he tries to win her heart.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHappiness for Beginners (2023)
At a crossroads after her divorce, a schoolteacher ventures toward a fresh start in life — and love — when she signs up for a grueling group hiking trip.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Life List (2025)
When her mother sends her on a quest to complete a teenage bucket list, a young woman uncovers family secrets, finds romance — and rediscovers herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOnce Around (1991)
A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSmart People (2008)
Professor Lawrence Wetherhold 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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisNot Easily Broken (2009)
A car accident and shifting affections test the bond between a married couple.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like 14 That Night?
The closest matches to 14 That Night are Peace, Love & Misunderstanding (2011), A California Christmas (2020) and You Will Meet a Tall Dark Stranger (2010). Below are 17 more, each with the reason it matches.
What should I watch after 14 That Night?
Start with Peace, Love & Misunderstanding (2011), the closest match to 14 That Night.
What is the highest-rated movie like 14 That Night?
The Life List (2025), rated 6.9/10 by 660 TMDB users.
What is the newest movie like 14 That Night?
The Baltimorons (2025) is the most recent release on this list.
Are there Japanese movies like 14 That Night?
The closest matches are in other languages.
How are movies similar to 14 That Night chosen?
First come films that Trakt’s viewers watch alongside 14 That Night, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.