Movies like Sleepless in New York (2014)
The best movies like Sleepless in New York (2014) are Van Gogh: Painted with Words (2010), A Complete History of My Sexual Failures (2008) and Ten Minutes Older: The Trumpet (2002). If Sleepless in New York hooked you with its documentary and drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedIndie Game: The Movie (2012)7.5/10 from 512 votes
- NewestAfter Death (2023)Released 2023
Van Gogh: Painted with Words (2010)
A drama-documentary presented by Alan Yentob, with Benedict Cumberbatch in the lead role. Every word spoken by the actors in this film is sourced from the letters that Van Gogh sent to his younger brother Theo, and of those around him. What emerges is a complex portrait of a sophisticated, civilised and yet tormented man.
Why it matches: Recommended by TMDB viewers · both drama & documentary
Worth the HypeMovies like thisA Complete History of My Sexual Failures (2008)
The egocentric documentary-maker Chris Waitt traces his romantic ineptitude and sexual impotence through awkward interviews with irate ex-girlfriends and stunts involving S&M parlours, Harley Street doctors and Viagra overdoses. The results are often hilarious, sometimes moving and speak directly to the hapless paramour in all of us.
Why it matches: Recommended by TMDB viewers · both documentary & romance
Popcorn FlickMovies like thisTen Minutes Older: The Trumpet (2002)
Ten Minutes Older is a 2002 film project consisting of two compilation feature films entitled The Trumpet and The Cello. The project was conceived by the producer Nicolas McClintock as a reflection on the theme of time at the turn of the Millennium. Fifteen celebrated film-makers were invited to create their own vision of what time means in ten minutes of film.
Why it matches: Recommended by TMDB viewers · both drama & documentary
Popcorn FlickMovies like thisAll That Breathes (2022)
Against the darkening backdrop of New Delhi's apocalyptic air and escalating violence, two brothers devote their lives to protecting one casualty of the turbulent times: the bird known as the black kite.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisAfter Death (2023)
Based on real near-death experiences, the afterlife is explored with the guidance of New York Times bestselling authors, medical experts, scientists and survivors who shed a light on what awaits us.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like thisGringo: The Dangerous Life of John McAfee (2016)
The strange story of John McAfee, who went from millionaire software mogul to yogi, Kurtz-like jungle recluse to potential murderer, and most recently a prospective presidential candidate for the American Libertarian Party.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisIndie Game: The Movie (2012)
Follows the dramatic journeys of video game developers as they create and release their games to the world. It's about making video games, but at its core, it's about the creative process, and exposing yourself through your work.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like thisLife in a Day (2011)
A documentary shot by filmmakers all over the world that serves as a time capsule to show future generations what it was like to be alive on the 24th of July, 2010.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like this20,000 Days on Earth (2014)
A semi-fictionalized documentary about a day in the life of Australian musician Nick Cave's persona.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like thisThe Arbor (2010)
The lives of the late Bradford playwright Andrea Dunbar and Lorraine, one of her daughters, and the community of Bradford, in the 30 years since the 18-year-old Andrea penned a play about growing up in the community titled "The Arbor".
Why it matches: Recommended by TMDB viewers · both drama & documentary
Worth the HypeMovies like thisDeep Water (2006)
DEEP WATER is the stunning true story of the fateful voyage of Donald Crowhurst, an amateur yachtsman who enters the most daring nautical challenge ever – the very first solo, non-stop, round-the-world boat race.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like thisCrazy Love (2007)
Filmmaker Dan Klores examines the strange love affair of Burt Pugach and Linda Riss. Pugach is a successful attorney in 1950s New York when he meets much-younger Riss. The pair date, but Riss breaks off contact with Pugach upon learning his claims of divorce are false. Discovering that Riss was engaged to another man, Pugach hires some men to throw lye in her face, and he serves 14 years in prison for the crime.
Why it matches: Recommended by TMDB viewers · both documentary & romance
Popcorn FlickMovies like this#AnneFrank. Parallel Stories (2019)
One single Anne Frank moves us more than the countless others who suffered just as she did but whose faces have remained in the shadows-Primo Levi. The Oscar®-winning Helen Mirren will introduce audiences to Anne Frank's story through the words in her diary. The set will be her room in the secret refuge in Amsterdam, reconstructed in every detail by set designers from the Piccolo Theatre in Milan. Anne Frank this year would have been 90 years old. Anne's story is intertwined with that of five Holocaust survivors, teenage girls just like her, with the same ideals, the same desire to live: Arianna Szörenyi, Sarah Lichtsztejn-Montard, Helga Weiss and sisters Andra and Tatiana Bucci. Their testimonies alternate with those of their children and grandchildren.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisThe God Who Wasn't There (2005)
Did Jesus exist? This film starts with that question, then goes on to examine Christianity as a whole.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisBeyond the Edge (2013)
A 3D feature film about Sir Edmund Hillary's monumental and historical ascent of Mt. Everest in 1953 - an event that stunned the world and defined a nation.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisTyson (2008)
Director James Toback takes an unflinching, uncompromising look at the life of Mike Tyson--almost solely from the perspective of the man himself. TYSON alternates between the controversial boxer addressing the camera and shots of the champion's fights to create an arresting picture of the man.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisAntarctica: A Year on Ice (2013)
Filling the giant screen with stunning time-lapse vistas of Antarctica, and detailing year-round life at McMurdo and Scott Base, Anthony Powell’s documentary is a potent hymn to the icy continent and the heavens above.
Why it matches: Recommended by TMDB viewers · both drama & documentary
Worth the HypeMovies like thisLead Me Home (2021)
Poignant stories of homelessness on the West Coast of the US frame this cinematic portrait of a surging humanitarian crisis.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Popcorn FlickMovies like thisBridegroom (2013)
A documentary that tells the emotional journey of Shane and Tom, two young men in a loving and committed relationship — a relationship that was cut tragically short by a misstep off the side of a roof.
Why it matches: Recommended by TMDB viewers · both documentary & drama
Worth the HypeMovies like thisDerek DelGaudio's In & of Itself (2020)
Storyteller and Conceptual Magician Derek DelGaudio attempts to understand the illusory nature of identity and answer the deceptively simple question 'Who am I?'
Why it matches: Recommended by TMDB viewers · both drama & documentary
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Sleepless in New York?
The closest matches to Sleepless in New York are Van Gogh: Painted with Words (2010), A Complete History of My Sexual Failures (2008) and Ten Minutes Older: The Trumpet (2002). Below are 17 more, each with the reason it matches.
What should I watch after Sleepless in New York?
Start with Van Gogh: Painted with Words (2010), the closest match to Sleepless in New York.
What is the highest-rated movie like Sleepless in New York?
Indie Game: The Movie (2012), rated 7.5/10 by 512 TMDB users.
What is the newest movie like Sleepless in New York?
After Death (2023) is the most recent release on this list.
Are there English movies like Sleepless in New York?
Yes: Van Gogh: Painted with Words (2010), A Complete History of My Sexual Failures (2008) and Ten Minutes Older: The Trumpet (2002).
How are movies similar to Sleepless in New York chosen?
First come films that Trakt’s viewers watch alongside Sleepless in New York, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.