Movies like The Winslow Boy (1999)
The best movies like The Winslow Boy (1999) are Won't Back Down (2012), What Maisie Knew (2013) and Hamlet (2009). If The Winslow Boy hooked you with its drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedDead Poets Society (1989)8.3/10 from 13,166 votes
- NewestHamilton (2025)Released 2025
Won't Back Down (2012)
Jamie Fitzpatrick and Nona Alberts are two women from opposites sides of the social and economic track, but they have one thing in common: a mission to fix their community's broken school and ensure a bright future for their children. The two women refuse to let any obstacles stand in their way as they battle a bureaucracy that's hopelessly mired in traditional thinking, and they seek to re-energize a faculty that has lost its passion for teaching.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisWhat Maisie Knew (2013)
In New York City, six-year-old Maisie is caught in the middle of a bitter custody battle between her self-absorbed parents—an aging rock singer mother and a distracted art dealer father. As both quickly marry new partners to strengthen their legal standing, Maisie is shuttled back and forth in an endless game of emotional point-scoring. Yet amid the chaos and upheaval, Maisie begins to find true comfort and affection in her new step-parents.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisHamlet (2009)
David Tennant stars in a film of the Royal Shakespeare Company's award-winning production of Shakespeare's great play. Director Gregory Doran's modern-dress production was hailed by the critics as thrilling, fast-moving and, in parts, very funny.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisThe Rainmaker (1997)
Fresh out of law school and desperate for work, idealistic rookie Rudy Baylor takes on a powerful insurance company accused of denying a dying boy’s claim. Teaming up with a scrappy, unlicensed paralegal, he finds himself in a David-versus-Goliath courtroom battle that tests his ethics, courage, and belief in justice.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisHamilton (2025)
Presenting the tale of American founding father Alexander Hamilton, this filmed version of the original Broadway smash hit is the story of America then, told by America now.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisNight and the City (1950)
Londoner Harry Fabian is a second-rate con man looking for an angle. After years of putting up with Harry's schemes, his girlfriend, Mary, becomes fed up when he taps her for yet another loan.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisPeterloo (2018)
An epic portrayal of the events surrounding the infamous 1819 Peterloo Massacre, where a peaceful pro-democracy rally at St Peter’s Field in Manchester turned into one of the bloodiest and most notorious episodes in British history. The massacre saw British government forces charge into a crowd of over 60,000 that had gathered to demand political reforms and protest against rising levels of poverty.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisVictim (1961)
In early 1960s London, barrister Melville Farr is on the path to success. With his practice winning cases and a loving marriage to his wife, Laura, Farr's professional and personal life are nearly idyllic. However, when blackmailers link Farr to a young gay man, everything Farr's worked for is threatened.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisCromwell (1970)
Disgusted with the policies of King Charles I, Oliver Cromwell plans to take his family to the New World. But on the eve of their departure, Cromwell is drawn into the tangled web of religion and politics that will result in the English Civil War.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisLiving (2022)
London, 1953. Mr. Williams, a veteran civil servant, is an important cog within the city's bureaucracy as it struggles to rebuild in the aftermath of World War II. Buried under paperwork at the office and lonely at home, his life has long felt empty and meaningless. Then a devastating medical diagnosis forces him to take stock, and to try and grasp some fulfilment before it passes permanently beyond reach.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisOn the Basis of Sex (2018)
Young lawyer Ruth Bader Ginsburg teams with her husband Marty to bring a groundbreaking case before the U.S. Court of Appeals and overturn a century of sex discrimination.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisSkin (2009)
Based on the true story of a black girl who was born to two white Afrikaner parents in South Africa during the apartheid era.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisGigi & Nate (2022)
A young man with a bright future suffers a near-fatal accident and recreates his new life with the help of an unlikely animal friend.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisOliver! (1968)
Musical adaptation of Charles Dickens' Oliver Twist, a classic tale of an orphan who runs away from the workhouse and joins up with a group of boys headed by the Artful Dodger and trained to be pickpockets by master thief Fagin.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisVanya on 42nd Street (1994)
An uninterrupted rehearsal of Chekhov's 'Uncle Vanya' plays out by a company of actors. The setting: their run-down theater with an unusable stage and crumbling ceiling. The play is shown act by act with the briefest of breaks to move props or for refreshments. The lack of costumes, real props and scenery is soon forgotten.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisCoach Carter (2005)
Based on a true story, in which Richmond High School head basketball coach Ken Carter made headlines in 1999 for benching his undefeated team due to poor academic results.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisA Man for All Seasons (1966)
A depiction of the conflict between King Henry VIII of England and his Lord Chancellor, Sir Thomas More, who refuses to swear the Oath of Supremacy declaring Henry Supreme Head of the Church in England.
Why it matches: Recommended by TMDB viewers · both drama
Worth the HypeMovies like thisBlue Chips (1994)
Pete Bell, a college basketball coach is under a lot of pressure. His team isn't winning and he cannot attract new players. The stars of the future are secretly being paid by boosters. This practice is forbidden in the college game, but Pete is desperate and has pressures from all around.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisDead Poets Society (1989)
At an elite, old-fashioned boarding school in New England, a passionate English teacher inspires his students to rebel against convention and seize the potential of every day, courting the disdain of the stern headmaster.
Why it matches: Recommended by TMDB viewers · both drama
Absolute CinemaMovies like thisGod's Not Dead 2 (2016)
When a high school teacher is asked a question in class about Jesus, her reasoned response lands her in deep trouble and could expel God from the public square once and for all.
Why it matches: Recommended by TMDB viewers · both drama
Popcorn FlickMovies like thisDr. Jekyll and Mr. Hyde (1931)
Dr. Henry Jekyll believes that there are two distinct sides to men: one that is good and one that is evil. He believes that by separating the two, man can become liberated. He succeeds in his experiments with chemicals to accomplish this and transforms into Hyde to commit horrendous crimes. When he discontinues use of the drug, it is already too late.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisThe Changeling (1974)
Sexual passion breeds violence in the Thomas Middleton and William Rowley written tale of a beautiful woman who falls in love with a sea-captain. Filmed with lush production values and at a leisurely, very British pace, Helen Mirren is riveting as Beatrice-Joanna, a young lass already torn by love and commitment.Beatrice-Joanna (Helen Mirren) is betrothed to Lord Alonzo de Piraquo (Malcolm Reynolds) but is in love with Alsemero (Brian Cox). She hires her father's manservant, De Flores (Stanley Baker), to kill Alonzo but after he has done so, she realises De Flores wants her as a reward.The Changeling was an instalment of the BBC's Play of the Month series and is a production for television of a 1622 Jacobean tragedy of the same name, written by Thomas Middleton and William Rowley.
Why it matches: Similar story and style · both drama
Moon Over the River (1953)
A look back at old classmates at a high school reunion, discovering how life has fruitlessly slipped through their fingers. And they don't even have a chance to break free from the small-town grip.
Why it matches: Similar story and style · both drama
Emma (1996)
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma is clueless about her own feelings, and her relationship with gentle Mr. Knightley.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisSeance on a Wet Afternoon (1964)
Working-class British housewife Myra Savage reinvents herself as a medium, holding seances in the sitting room of her home with the hidden assistance of her under-employed, asthmatic husband, Billy. In an attempt to enhance her credibility as a psychic, Myra hatches an elaborate, ill-conceived plot to kidnap a wealthy couple's young daughter so that she can then help the police "find" the missing girl.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisThe Riot Club (2014)
Two first-year students at Oxford University join a secret society and learn that their reputations can be made or destroyed over the course of one evening.
Why it matches: Similar story and style · both drama
SnoozefestMovies like thisMiss Marie Lloyd: Queen of the Music Hall (2007)
Witness the life and loves of Marie Lloyd, the music hall legend known for her bawdy songs and outrageous lifestyle, which included three marriages and an illegitimate child.
Why it matches: Similar story and style · both drama
Dirty Pretty Things (2002)
An undocumented immigrant finds a human heart in one of the toilets of the west London hotel where he works with other undocumented immigrants.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisCompany (1996)
Set in modern upper-crust Manhattan, an exploration of love and commitment as seen through the eyes of a charming perpetual bachelor questioning his single state and his enthusiastically married, slightly envious friends.
Why it matches: Similar story and style · both drama
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Frequently asked questions
What are the best movies like The Winslow Boy?
The closest matches to The Winslow Boy are Won't Back Down (2012), What Maisie Knew (2013) and Hamlet (2009). Below are 27 more, each with the reason it matches.
What should I watch after The Winslow Boy?
Start with Won't Back Down (2012), the closest match to The Winslow Boy.
What is the highest-rated movie like The Winslow Boy?
Dead Poets Society (1989), rated 8.3/10 by 13,166 TMDB users.
What is the newest movie like The Winslow Boy?
Hamilton (2025) is the most recent release on this list.
Are there English movies like The Winslow Boy?
Yes: Won't Back Down (2012), What Maisie Knew (2013) and Hamlet (2009).
How are movies similar to The Winslow Boy chosen?
First come films that Trakt’s viewers watch alongside The Winslow Boy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.