Hamilton
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184 free Hamilton trivia questions with answers — entertainment quiz, new questions added Oct 2026.
50 free Hamilton trivia questions with answers. Hamilton musical trivia works because the show rewards obsession: fans know how many Tonys it won, who originated each role, which book on a beach holiday started it all and how much of the plot Lin-Manuel Miranda changed from the history. This quiz covers the musical from Miranda's first White House performance and the Off-Broadway run at the Public Theater to the Disney+ film, plus the actual Founding Father whose life it dramatises. The questions start easy (who wrote the book, music and lyrics) and climb to deep cuts about the original Broadway cast, the Hamildrops, the record Tony nomination count and the real Reynolds Pamphlet, Federalist Papers and Whiskey Rebellion the songs are built on. Every answer has been checked against a documented source and the citation is shown under each explanation, so a table argument can be settled on the spot. Use it solo, as a theatre-night round, or as a quick way to find out who at the table has actually listened to the cast album more than a hundred times.
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Q 01Which royal sang the first words of his ancestor's song from Hamilton at a 2018 London charity gala?
Prince Harry
Prince Harry, a sixth-great-grandson of the show's king, sang two words and stopped, joking 'that's definitely not going to happen'; the gala raised £300,000 for his HIV charity.
Q 02In which Act 1 anthem does Hamilton win over three fellow revolutionaries he has just met?
My Shot
My Shot is his vow to seize his chance; the phrase returns with a darker, literal meaning at the final duel.
Q 03In Hamilton, who plays the dual role of Marquis de Lafayette and Thomas Jefferson?
Daveed Diggs
Daveed Diggs played both on Broadway, so Hamilton's fast-talking Act 1 ally returns after the interval as his chief opponent in the cabinet; the double role won him a 2016 Tony.
Q 04Which show's record 12 Tony wins did Hamilton miss by one?
The Producers
The Producers won 12 Tonys in 2001; Hamilton's 16 nominations could yield at most 13 wins, because its actors were competing against each other in two categories, and it finished with 11.
Q 05Which streaming platform released the filmed version of Hamilton in 2020?
Disney+
Disney+ streamed the filmed Broadway production in 2020, scrapping the cinema release Disney had originally planned for 2021 and releasing it to subscribers instead.
Q 06Who originated the role of the narrator, Hamilton's rival and eventual killer, on Broadway?
Leslie Odom Jr.
Leslie Odom Jr. originated Aaron Burr on Broadway and then beat Lin-Manuel Miranda, the show's own Hamilton, to the 2016 Tony Award for Best Actor in a Musical.
Q 07Which Shakespeare tragedy does Hamilton quote to Angelica in a letter in 'Take a Break'?
Macbeth
Macbeth supplies the 'tomorrow and tomorrow' speech; Miranda's first draft used a far more obscure line from the play, until a Shakespeare festival director said even he didn't get it.
Q 08Which Schuyler sister does Hamilton marry in the musical?
Eliza
Hamilton marries Eliza, the middle Schuyler sister, in Act 1; Angelica's 'Satisfied' then rewinds the wedding toast to reveal her own suppressed feelings.
Q 09Whose 2004 biography of Hamilton did Miranda read on a 2008 holiday, sparking the musical?
Ron Chernow
Ron Chernow's book came along on a holiday in Mexico; a few chapters in, Miranda was already imagining Hamilton's life as a musical, and Chernow later became the show's historical consultant.
Q 10Mobb Deep's 2018 Hamildrop 'Boom Goes the Cannon...' samples which song from Hamilton?
Right Hand Man
Right Hand Man supplies the 'boom goes the cannon' line; the show had itself borrowed from Mobb Deep's 'Shook Ones', and the track was among the last Prodigy recorded before his death in 2017.
Q 11What is the final song in Act 1 of Hamilton?
Non-Stop
Non-Stop ends the act with his wife begging him to slow down while he works through a law practice, the Constitutional Convention and a place in Washington's cabinet.
Q 12In the musical, which character sings "Wait for It"?
Aaron Burr
The narrator's philosophy of patience is set against Hamilton's rush, and against his own affair with Theodosia, a British officer's wife.
Q 13Who was King George III in Hamilton's original Broadway cast?
Jonathan Groff
Jonathan Groff took over King George from Brian d'Arcy James partway through the Off-Broadway run, when James left to star in another musical, and carried the role to Broadway and a Tony nomination.
Q 21Where did Miranda first perform Hamilton material in public, in May 2009?
A White House poetry evening
At a White House poetry evening in May 2009, Miranda was invited to sing from his current show but instead tried an early version of the opening number.
Q 22Which Hamilton song has Burr envying a secret dinner-table deal made without him?
The Room Where It Happens
'The Room Where It Happens' is Burr's number, sung after Hamilton, Jefferson and Madison strike a private dinner deal trading the capital's location for Hamilton's debt plan.
Q 23Which Pulitzer Prize did Hamilton win in 2016?
Pulitzer for Drama
Q 14Which girl group was the model when Hamilton's music director reworked the Schuyler sisters' Act 1 number?
Destiny's Child
Destiny's Child was the model: after seeing the three actresses harmonise on the group's songs in online videos, he went back to 'Bootylicious' and let them add their own riffs.
Q 15Which character sings "You'll Be Back" in Hamilton?
King George III
King George III sings "You'll Be Back", a Beatles-style breakup letter to the rebelling colonies that Miranda wrote on his honeymoon, without a piano to hand.
Q 16Where did Hamilton open Off-Broadway before transferring to Broadway?
The Public Theater
The Public Theater staged the first run from January 2015; it sold out and was extended to May 3 before the move to Broadway that summer.
Q 17Which song dramatizes the start of Hamilton's extramarital affair and the blackmail that follows?
Say No to This
"Say No to This" dramatizes the start of his 1791 affair with a married woman whose husband then blackmailed him; it became one of America's first political sex scandals.
Q 18Which original Broadway cast member of Hamilton played both Hercules Mulligan and James Madison?
Okieriete Onaodowan
Okieriete "Oak" Onaodowan doubled as the spy Hercules Mulligan and the frail James Madison; he had turned to theatre in high school only after an injury ended his football.
Q 19What award did Hamilton win at the 2016 Grammy Awards?
Best Musical Theater Album
Best Musical Theater Album went to the cast recording in February 2016, on a night when the cast performed the opening number for the Grammys live from their own Broadway stage.
Q 20In the musical, what is the name of Hamilton's eldest son, who dies in a duel?
Philip
Philip Hamilton, the couple's eldest son, dies at 19 after an 1801 duel dramatized in 'Blow Us All Away', a loss that devastates both parents in 'It's Quiet Uptown'.
Pulitzer for Drama: Hamilton won it in 2016, seven years after Miranda's first musical had been a finalist for the same prize and lost to Lynn Nottage's Ruined.
Q 24What was Lin-Manuel Miranda's first Broadway musical?
In the Heights
In the Heights began as a draft Miranda wrote while still in college; it reached Broadway in 2008 with him in the lead and won four Tonys, including Best Musical.
Q 25On which Caribbean island was Alexander Hamilton born?
Nevis
Nevis was Hamilton's birthplace, on January 11 of 1755 or 1757: he used the later year himself, and historians accepted it until a 1768 probate paper listing him as 13 came to light.
Q 26What position did Alexander Hamilton hold in George Washington's first cabinet?
Secretary of the Treasury
Hamilton was the first Secretary of the Treasury, serving from 1789 to 1795 and building the new nation's credit and revenue system from scratch.
Q 27Which character raps 'Guns and Ships' in Act 1 of Hamilton?
Lafayette
Lafayette raps 'Guns and Ships' on his return with French aid, then persuades Washington to recall Hamilton and give him the field command he has been asking for.
Q 28Which collection of essays did Alexander Hamilton co-author to promote ratifying the Constitution?
The Federalist Papers
Hamilton organized The Federalist Papers and wrote most of them, recruiting John Jay and James Madison as co-authors; Gouverneur Morris turned the invitation down.
Q 29During the Revolutionary War, which post did Alexander Hamilton hold on George Washington's staff?
Aide-de-camp
Hamilton served as Washington's aide-de-camp from 1777 to 1781, handling his correspondence, before finally receiving a field command for the 1781 campaign.
Q 30Which bank, proposed by Hamilton, received its federal charter in February 1791?
First Bank of the United States
The First Bank of the United States received a twenty-year charter in February 1791, over Jefferson's objection that the Constitution granted no such power.