26 Breathtaking Musical Theatre Trivia Questions and Answers

Reviewed by Stefanie Zaldarriaga, Author·Updated Apr 2025·3 min read

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1What is considered the longest-running Broadway show?
2Which musical won the first-ever Tony Award for Best Musical in 1949?
3What musical introduced the song "Memory," famously performed by Elaine Paige?
4Which musical by Lin-Manuel Miranda tells the story of American Founding Father Alexander Hamilton?
5What is the name of the lead female character in Wicked?
6Which musical's title character is based on a French convict, played famously by Hugh Jackman?
7Who played the original lead role in Dear Evan Hansen on Broadway?
8Which musical tells the tragic story of an Argentine political figure, Eva Perón?
9Which musical has a record-breaking 12 Tony Awards, the most of any show?
10Who composed the music for West Side Story, based on Shakespeare's Romeo and Juliet?
11Which iconic British musical, featuring characters like Mungojerrie and Rumpleteazer, was based on T.S. Eliot's poetry?
12Which composer is famous for creating The Phantom of the Opera and Jesus Christ Superstar?
13Who played the original lead role of Alexander Hamilton in Hamilton?
14Which actress originated the role of Eliza Doolittle in My Fair Lady on Broadway?
15What Tony-winning actress originated the role of Glinda in Wicked?
16Which actor is known for originating the role of the Phantom in The Phantom of the Opera?
17Which musical holds the record for the longest-running show in London's West End?
18Which musical by Stephen Sondheim features the song "Send in the Clowns"?
19Which musical, centered around the life of a drag queen, won the 2013 Tony Award for Best Musical?
20What was the first Broadway musical to win a Pulitzer Prize for Drama?
21What musical features a group of high school students auditioning for a production of A Chorus Line?
22Which jukebox musical tells the story of Frankie Valli and The Four Seasons?
23Which musical, about an aspiring dancer, became an 80s cultural touchstone and was later adapted into a film?
24What hip-hop-influenced musical debuted in 2008 and focuses on life in the Washington Heights neighborhood of NYC?
25Which musical, adapted from Roald Dahl's novel, features a telekinetic young girl?
26Which jukebox musical, featuring ABBA's greatest hits, was adapted into a hit movie in 2008?