Musicals & Theatre Trivia

200+ Best Musicals & Theatre Trivia Questions & Answers

Mike Oberman

Updated: April 21st, 2025

Unleash your inner theatre geek with over 200 mind-boggling questions about musicals, Shakespeare, and everything in between! From Broadway hits to iconic soliloquies, this trivia collection will have you singing show tunes and reciting monologues in no time.

Easy Musicals & Theatre Trivia

Question: Which musical features the cheeky tune 'With a Little Bit of Luck'?

Answer: My Fair Lady

Question: Who's the sneakiest backstabber in all of Shakespeare's Othello?

Answer: Iago

Question: In A Caseira e a Catarina, who did the woman dial up for a deadly deal?

Answer: Devil

Question: Who famously wondered aloud, "O Romeo, Romeo, wherefore art thou Romeo?" while basically inventing dramatic texting?

Answer: Juliet

Question: Time to rewind: Which of these musicals hit the stage first?

Answer: Oliver!

Question: Which wandering noble carries the royal title 'Prince of Tyre'?

Answer: Pericles

Question: Whose sword sent Macbeth to his final monologue?

Answer: Macduff

Question: In which Shakespearean party does Sir Toby Belch drink, prank, and stir chaos?

Answer: Twelfth Night

Question: Which punk rock band brought American Idiot to the big stage?

Answer: Green Day

Question: Who dropped the literary mic with The Importance of Being Earnest in 1895?

Answer: Oscar Wilde

Question: Big hair, bigger dreams—Tracy Turnblad dances her way into which musical?

Answer: Hairspray

Question: Who put chalk to board and wrote The History Boys?

Answer: Alan Bennett

Question: Which Arthur Miller play shouted “Witch!” way before social media did?

Answer: The Crucible

Question: Joao Silverio Trevisan founded Brazil’s first what? (Hint: It was fierce and fabulous.)

Answer: Gay rights organization

Question: Where does the Shakespearean clown named Touchstone drop his one-liners?

Answer: As You Like It

Question: In what year did the legendary Ariano Suassuna take his final curtain call?

Answer: 2014

Question: Which feline-filled musical sings the haunting ballad Memory?

Answer: Cats

Question: In Bunraku, what are the wigs (yes, they’re a big deal) called?

Answer: Kazura

Question: In Shakespeare's fairyland showdown, who reigns as Queen of the Fairies?

Answer: Titania

Question: Which post-war year saw the curtain rise on An Inspector Calls?

Answer: 1945

Question: Why did the Chief of Hell slap the cuffs on the colonel in O Rico Avarento?

Answer: Because of his sins

Question: At what tender age did Martins Pena lose his father?

Answer: One

Question: Which screenplay did Arthur Miller write for his bombshell bride Marilyn Monroe?

Answer: The Misfits

Question: Which rock opera, starting in 2009, proves Green Day was Broadway-worthy?

Answer: Green Day

Question: How many sonnets did Shakespeare pen before Instagram captions were a thing?

Answer: 154

Question: Who’s the puppet partner of Mr. Punch in the marionette world?

Answer: Judy

Question: Which toe-tappin' musical grew out of Green Grow The Lilacs?

Answer: Oklahoma!

Question: In what year did The Importance of Being Earnest debut with a bang?

Answer: 1895

Question: Who takes center stage in Goncalves Dias’ classic Patkull?

Answer: Patkull

Question: At New Jerusalem theatre, which powerful story gets the outdoor spotlight?

Answer: Death and Resurrection of Jesus

Question: How many plays did Shakespeare stack up in his legendary portfolio?

Answer: 38

Question: Which ancient tongue did Aristophanes use to pen those hilarious classics?

Answer: Greek

Question: Which of Shakespeare’s plays is so short it could fit in a tweet (almost)?

Answer: The Comedy of Errors

Question: In which blood-soaked Shakespearean play do you find a recipe calling for “nose of Turk and Tartar’s lips”?

Answer: Macbeth

Question: Who starred in the 2002 movie version of The Importance of Being Earnest?

Answer: Colin Firth

Question: In which musical does Sally Bowles light up Berlin’s nightlife?

Answer: Cabaret

Question: Which musical was crowned the 2012 Tony Award winner for Best Musical?

Answer: Once

Question: Which WWI musical hit was more popular than ration coupons?

Answer: Chu Chin Chow

Question: What’s the fancy Japanese term for the main stage in Bunraku theatre?

Answer: Honbutai

Question: Which play features Shylock, one of Shakespeare’s most famous moneylenders?

Answer: The Merchant of Venice

Question: How many plays did the Bard of Avon actually write (for real this time)?

Answer: 38

Question: At what age did Olayr Coan pass away in a tragic car crash?

Answer: 48

Question: Who gave us the existential waiting game in Waiting for Godot?

Answer: Samuel Beckett

Question: Which musical features the hilariously painful song “Schadenfreude”?

Answer: Avenue Q

Question: Which musical lets you rock out with Frankie Valli and the Four Seasons?

Answer: Jersey Boys

Question: Who penned the emotional battleground that is Who's Afraid of Virginia Woolf?

Answer: Edward Albee

Question: When do fans all over the world toast to Shakespeare’s birthday?

Answer: 23rd April

Question: Which Shakespeare play brews up a storm with three wicked witches?

Answer: Macbeth

Question: Which musical adaptation got its sass from a 1988 John Waters film?

Answer: Hairspray

Question: When did Oduvaldo Vianna Filho finish his iconic Rasga coracao?

Answer: Few days before his death

Question: Which king from the highlands did Shakespeare immortalise with drama and daggers?

Answer: Macbeth

Question: When did the satirical musical The Book of Mormon make its holy debut?

Answer: 2011

Question: How many times did Brazilian playwright Nelson Rodrigues say “I do”?

Answer: 3

Question: Augusto Boal passed at 78 battling which illness?

Answer: Leukemia

Question: Who wrote the epic family drama Long Day's Journey into Night?

Answer: Eugene O'Neill

Question: Which unlucky Shakespearean character got a donkey makeover thanks to magic?

Answer: Bottom

Question: Which suave actor almost starred in Aspects of Love, but had to bow out?

Answer: Roger Moore

Question: Which stunning Brazilian theatre is considered the crown jewel of Rio?

Answer: Rio de Janeiro

Question: Who brought the Mermaid Theatre to life in London?

Answer: Bernard Miles

Question: In what year did prolific playwright Plinio Marcos pass away?

Answer: 1999

Question: Which tragic opera gave birth to the musical Miss Saigon?

Answer: Madame Butterfly

Question: Which Shakespeare classic features the timeless dilemma “To be or not to be”?

Answer: Hamlet

Question: Which blade-happy barber sang and sliced his way through Fleet Street?

Answer: Sweeny Todd

Question: Which dramatic dad raised Goneril, Regan, and Cordelia?

Answer: King Lear

Question: Who created The Book of Mormon with their trademark satire and sass?

Answer: South Park

Question: Who died in the historic Catete Palace, home of the Republic Museum and Theatre?

Answer: Getulio Vargas

Question: In which Shakespeare play does a skull named Yorick steal a scene?

Answer: Hamlet

Question: Who crafted the moody Russian masterpiece Uncle Vanya?

Answer: Anton Chekhov

Question: According to critics, what’s considered Ariano Suassuna’s silver medal play?

Answer: His second best play

Question: What’s the hero of Ya-no-Ne sharpening when the curtain rises?

Answer: A giant arrow

Medium Musicals & Theatre Trivia

Question: Which footballer did Arthur Smith dedicate an entire evening to on stage? (Spoiler: It wasn’t Messi.)

Answer: Gary Lineker

Question: Which ancient Greek thinker had zero interest in curtain calls or drama queens?

Answer: Homer

Question: When a conductor yells ralentando, what does your musical momentum do? (Hint: it's chill time.)

Answer: Getting slower

Question: Which year did snooker find its forever home at the Crucible Theatre in Sheffield?

Answer: 1977

Question: Which ballet has a floral waltz so magical it could make you believe in fairies?

Answer: The Nutcracker

Question: Composer Malcolm Arnold cranked out classics with a stiff upper lip. What was his nationality?

Answer: British

Question: Where did the dramatic and elegant dance chaconne first hit the floor?

Answer: Spain

Question: Who turned Hitchcock’s suspense into laugh-out-loud theatre in The 39 Steps?

Answer: Patrick Barlow

Question: Which revolutionary musical stormed the stage in 1980 and hasn’t stopped making us cry?

Answer: Les Miserables

Question: Which singing voice sits right under tenor like the chill middle child of male vocals?

Answer: Baritone

Question: Which playwright gave us a conqueror named Tamburlaine before Shakespeare was even cool?

Answer: Christopher Marlowe

Question: Which music genre crowned Billie Holiday queen of heartbreak and soul?

Answer: Jazz

Question: If someone calls you a “thespian,” are they throwing shade or giving props?

Answer: Actor

Question: Jimi Hendrix didn’t just play this instrument—he made it scream fire. What was it?

Answer: Electric Guitar

Question: Who dared to write a musical called Urinetown and actually made it work?

Answer: Greg Kotis

Question: In what year did a bunch of costumed cats start dancing on the West End and never leave?

Answer: 1981

Question: Before it became a ballet about airy spirits, what was Les Sylphides originally named?

Answer: Chopiniana

Question: Who added Parisian sass to the stage with a script version of Gigi?

Answer: Anita Loos

Question: Which playwright had both horses and Mozart on his resume? That’s range.

Answer: Peter Shaffer

Question: When did The Phantom of the Opera first drop that chandelier in London?

Answer: 1986

Question: In a typical two-hour play, how many acts are served before the curtain falls?

Answer: 3

Question: Which villain from Dickens got a surprise second life in the musical Oliver!?

Answer: Fagin

Question: Which year did Broadway need umbrellas for the splashy debut of Singin’ in the Rain?

Answer: 1983

Question: Love Never Dies picks up where which dramatic musical left your heart in shambles?

Answer: The Phantom of the Opera

Question: Schubert’s Unfinished might be incomplete, but what type of masterpiece was it supposed to be?

Answer: Symphony

Question: Which legendary drama teacher got a São Paulo theatre named after him?

Answer: Alfredo Mesquita

Question: How many Tony Awards did The Book of Mormon snatch like a Broadway bandit?

Answer: Nine

Question: In which play does someone dramatically shout “A handbag?” and change theatre forever?

Answer: The Importance of Being Earnest

Question: Which 80s musical had a big name but not a big run on Broadway?

Answer: Big River

Question: Which caped crusader did Emma Orczy create way before Batman was brooding?

Answer: Scarlet Pimpernel

Question: Which musical features tunes like 'You Are For Loving' and ‘Over the Bannister’? (Swoon alert!)

Answer: Meet Me in St. Louis

Question: In what year did Chicago bring jazz hands, murder, and media scandals to Broadway?

Answer: 1996

Question: Which 1967 musical turned nudity into an act of rebellion onstage?

Answer: Hair

Question: Which actress starred alongside Colin Firth in the 2002 film version of The Importance of Being Earnest?

Answer: Reese Witherspoon

Question: Which Kit Kat Klub girl in Cabaret shares her name with a common German name?

Answer: Helga

Question: What color flag waved above the Globe Theatre when Shakespeare was feeling funny?

Answer: White

Question: Who wrote The Caretaker, the play that made awkward silences an art form?

Answer: Harold Pinter

Question: Which musical clawed its way into our hearts with the song “Memory”?

Answer: Cats

Question: Who used the name Jean Baptiste Poquelin before becoming the Beyoncé of French theatre?

Answer: Moliere

Question: Which British comedian made her Shakespearean debut as a fairy queen in 2001?

Answer: Dawn French

Question: Which powerful genre turned Maria Callas into the Beyoncé of opera?

Answer: Opera

Question: Willy Loman chased the American Dream—and spiraled—in which Arthur Miller play?

Answer: Death of a Salesman

Question: Which musical features the world’s worst orphanage manager, Miss Hannigan?

Answer: Annie

Question: Which country gave Hedda Gabler her first taste of scandal and stage lights?

Answer: Germany

Question: Shakespeare's A Comedy of Errors was inspired by which ancient Roman doppelgänger tale?

Answer: Menaechmi

Question: In what year did Oh! Calcutta! debut and totally scandalize the theatre world?

Answer: 1969

Question: Which legendary composer rocked the name Ludwig before it was cool?

Answer: Ludwig

Question: Which play stirred up Catholic school drama before it was a meme?

Answer: Doubt

Question: Which historical figure got the theatrical treatment in A Man for All Seasons?

Answer: A Man for All Seasons

Question: Which city got the first laugh in the stage adaptation of The 39 Steps?

Answer: Leeds

Question: For which wild role did Daniel Radcliffe trade his wand for something way more intense?

Answer: Equus

Question: Which musical is basically the comic strip Annie brought to tear-jerking life?

Answer: Annie

Question: What musical famously gave us the power ballad “Memory”? (Again. It’s that iconic.)

Answer: Cats

Question: Where was the King from in The King and I? (Hint: It's not just a menu item.)

Answer: Siam

Question: Which year did Billy Joel make his UK debut and piano-rock history at Drury Lane?

Answer: 1978

Question: Which musical briefly held the crown for longest-running before being upstaged?

Answer: Jesus Christ Superstar

Question: Which year did the sun come out for Annie on Broadway for the very first time?

Answer: 1977

Question: In which city did the classical genius Joseph Haydn take his final bow?

Answer: Vienna

Question: Which modern play puts suspicion, faith, and a nun under one roof in the 1960s?

Answer: Doubt

Question: In what year did gamblers and showgirls waltz onto Broadway in Guys and Dolls?

Answer: 1950

Question: What year did The 39 Steps get a laugh-filled reboot on stage?

Answer: 2005

Question: When did theatre audiences first get weird with Urinetown?

Answer: 2001

Question: “If I Were a Rich Man” is the toe-tapping dream from which iconic musical?

Answer: Fiddler on the Roof

Question: Which of these plays was penned by Henrik Ibsen, the original king of drama?

Answer: A Doll's House

Question: Who composed the Hallelujah Chorus, aka the soundtrack to every epic church moment ever?

Answer: George Frideric Handel

Question: How many performances did Miss Saigon run at Drury Lane before dropping the mic?

Answer: 4264

Question: Which Greek tragedy features a mother who makes even Cersei Lannister look tame?

Answer: Medea

Question: In what year did The Mousetrap first lock London into its murder mystery spell?

Answer: 1952

Question: Which musical saw Meat Loaf rocking out on stage before Bat Out of Hell?

Answer: Hair

Question: Which cheeky feline is the rebellious heartthrob of the musical Cats?

Answer: Rum Tum Tugger

Question: Which musical is set in the gritty streets of NYC’s East Side with artists struggling to pay rent?

Answer: Rent

Question: Who wrote the high-speed, roller-skating lyrics for Starlight Express?

Answer: Richard Stilgoe

Question: Which daring show opened in 1970 and told audiences to “brace themselves” for skin?

Answer: Oh! Calcutta

Question: Which Shakespeare play stars Shylock, a character you definitely don’t want to owe money to?

Answer: The Merchant of Venice

Question: Who wrote Three Sisters and The Cherry Orchard, two plays that basically defined Russian drama?

Answer: Anton Chekhov

Question: In Oliver!, who’s Bill Sykes’ dangerously devoted mistress?

Answer: Nancy

Question: Where did Prince Charles first publicly step out with Camilla Parker-Bowles?

Answer: Ritz

Question: Who penned the twisty mystery thriller Sleuth?

Answer: Anthony Shaffer

Hard Musicals & Theatre Trivia

Question: Which musical features Nessarose — the not-so-wicked sister with a lot of drama?

Answer: Wicked

Question: Which 2009 play took home an Obie and broke our hearts in the process?

Answer: Ruined

Question: Where do dancing queens drink ouzo and sing ABBA tunes under the sun?

Answer: Greece

Question: Which movie didn’t get the Tomandandy soundtrack treatment? (One of these is the odd one out!)

Answer: Legion

Question: If things go bump, scream, and involve chainsaws, how would you label Texas Chainsaw Massacre?

Answer: Horror

Question: From which classic musical does the deep, soulful “Old Man River” flow?

Answer: Showboat

Question: Which musical features a dreamy clambake with names like Aunt Nettie and Enoch Snow?

Answer: Carousel

Question: In A Chorus Line, Cassie says she doesn’t need what? (Hint: It’s not talent!)

Answer: The Steps

Question: Roller skates on stage, but what were they actually skating as in Starlight Express?

Answer: Trains

Question: Which play’s name makes theatre folks knock on wood and spin around when spoken aloud?

Answer: Macbeth

Question: Sophie’s on a mission to find her dad in which musical romp with a Greek twist?

Answer: Mama Mia

Question: Where in Britain can you find more stars on stage than in the sky?

Answer: West End

Question: Which U.S. state is home to Andy Williams’ Moon River Theatre? (Think Show Me State!)

Answer: Missouri

Question: What’s the name of the fierce tomboy from West Side Story who’s ready to throw down?

Answer: Anybodys

Question: What type of dance do you catch if you're watching Billy Elliot leap across the stage?

Answer: Ballet

Question: What’s the dramatic name for the part of a play that happens before it actually begins?

Answer: Prologue

Question: Where is La Cage aux Folles set? (Hint: Bonjour, drag club realness!)

Answer: France

Question: What do you call the closing scene after the final curtain call of a play?

Answer: Epilogue

Question: Which DreamWorks movie about a green ogre and a donkey became a smash Broadway musical?

Answer: Shrek

Question: Will Hay was cracking up audiences in the 30s and 40s in what type of film genre?

Answer: Comedy

Question: Which Japanese city sets the scene for Madame Butterfly’s tragic tale?

Answer: Nagasaki

Question: Which U.S. city is also the title of a musical filled with jazz, crime, and razzle-dazzle?

Answer: Chicago

Question: Which of Shakespeare’s plays has witches chanting, “Double, double toil and trouble”?

Answer: Macbeth

Question: Romeo, the ultimate heartthrob, belonged to which Shakespearean family?

Answer: Montague

Question: Which classic musical features a character named Herbie who’s just trying to keep up?

Answer: Gypsy

Question: In music tech land, what does the 'M' in MIDI stand for?

Answer: Musical

Question: Which musical takes place in pre-WWII Berlin and is as scandalous as it is iconic?

Answer: Cabaret

Question: Which jungle-swinging Disney movie scored by Phil Collins got the Broadway treatment?

Answer: Tarzan

Question: Which musical features the line, “Mama thinks I’m living in a convent…”? (Hint: She’s not.)

Answer: Cabaret

Question: Which musical pulled off the biggest upset at the 2004 Tony Awards and made puppets proud?

Answer: Avenue Q

Question: Which high school musical is all greased up with poodle skirts and pompadours?

Answer: Grease

Question: What’s the fancy word for a daytime performance of a play or musical?

Answer: Matinee

Question: Which musical genius is Amadeus all about (and no, not the one from Amadeus the song)?

Answer: Mozart

Question: Catherine Johnson wrote which mega-hit musical that gave us ABBA on stage?

Answer: Mamma Mia

Question: What’s Audrey’s boyfriend’s creepy profession in Little Shop of Horrors?

Answer: Dentist

Question: Which musical has kids literally singing “I’d do anything” for a little affection and food?

Answer: Oliver

Question: Which train station is closest to the iconic Old Vic Theatre in London?

Answer: Waterloo

Question: Which musical gave Liverpool FC fans their anthem “You’ll Never Walk Alone”?

Answer: Carousel

Question: Where does the Ulster Bank Theatre Festival bring drama and delight every year?

Answer: Dublin

Question: Conor McPherson’s spooky play The Seafarer takes place in which Irish seaside town?

Answer: Baldoyle

Question: Which mischievous feline is known as the “Napoleon of Crime” in CATS?

Answer: Macavity

Question: Which steamy play written by Patrick Marber turned into a film with Julia Roberts and Jude Law?

Answer: Closer

Question: Which controversial David Mamet play dives into murky waters between teacher and student?

Answer: Oleanna

Question: Cyrano de Bergerac was known for what bold facial feature? (Hint: You couldn’t miss it.)

Answer: Big nose

Question: Which song from Footloose didn’t make the leap from screen to stage?

Answer: Never

Question: Where might you spot a cerge? (No, it’s not a pasta dish.)

Answer: Church

Question: Which English king gets a front-row seat to royal family drama in The Lion in Winter?

Answer: Henry II

Question: In Tennessee Williams’ world, who said, “We occupy the same cage, that’s all”?

Answer: Maggie

Question: “Don’t cry for me Argentina…” comes from which emotional musical rollercoaster?

Answer: Evita

Question: Which play by George Bernard Shaw got a Broadway glow-up as My Fair Lady?

Answer: Pygmalion

Question: Where do Romeo and Juliet’s tragic lovebirds swirl around in Shakespeare’s famous play?

Answer: Verona

Question: Which musical did John Kander help make famous with jazz hands and criminal flair?

Answer: Chicago