Into the Woods Trivia
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50 free Into the Woods trivia questions with answers — entertainment quiz, new questions added Aug 2026.
40 free Into the Woods trivia questions with answers. Into the Woods braids Cinderella, Jack, Little Red and Rapunzel into one forest and then spends its second act showing what 'happily ever after' costs. This Into the Woods trivia quiz covers the whole show: the four items the Witch demands, the songs from 'Agony' to 'Children Will Listen', the Old Globe try-out, the 1987 Broadway cast led by Bernadette Peters and Joanna Gleason, the Tony Awards, the 2002 and 2022 revivals, the London productions, and the 2014 Disney film with Meryl Streep and what it changed. The 50 questions range from easy for anyone who has seen a school production to hard for people who own the original cast album, so theatre kids and casual film fans can play together. Every answer is checked against the published script, cast records and production history.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Who wrote the music and lyrics for Into the Woods?
Stephen Sondheim
Stephen Sondheim wrote both, to a book by James Lapine, and his score won the Tony Award on a night when the show itself lost Best Musical.
Q 02In Into the Woods, the Witch demands a cape as red as blood and hair as yellow as what?
Corn
Corn, and the wording saves them: the hair they bring is Rapunzel's, which the Witch has touched and so cannot use, and silk from an ear of corn does the job instead.
Q 03In Into the Woods, why did the Witch curse the Baker?
His father stole vegetables from her garden
His father stole vegetables from her garden to satisfy his pregnant wife's craving for greens, and made matters worse by pocketing her magic beans as well.
Q 04In Into the Woods, what is the name of Jack's cow?
Milky White
Milky White drops dead at the second midnight, so the Baker passes off another cow dusted with flour; the Witch sees through it and brings the real one back to life.
Q 05In Into the Woods, how is the girl in the tower related to the Baker?
She is his sister
She is his sister: the Witch carried her off as a baby and raised her in the tower as her own, and the Baker grew up never knowing she existed.
Q 06In Into the Woods, who does the Mysterious Man wandering the forest turn out to be?
The Baker's father
The Baker's father drops dead the moment the spell is broken, then comes back as a spirit in 'No More' to stop his son from walking out on his own child.
Q 07Which duet in Into the Woods do the two Princes sing about the maidens they cannot reach?
Agony
'Agony' has the two princes one-upping each other over their unreachable maidens; in the Act II reprise they have moved on to Snow White and Sleeping Beauty.
Q 08In Into the Woods, how are the two Princes related?
They are brothers
They are brothers, and alike in more than blood: each wins his bride in Act I, and by Act II both are already pining for someone new.
Q 09Which two roles are traditionally played by the same actor in Into the Woods?
The Wolf and Cinderella's Prince
The Wolf and Cinderella's Prince have usually shared an actor since Robert Westenberg played both on Broadway in 1987; the 2014 film broke the habit and cast two different stars.
Q 10After the Baker frees Little Red in Into the Woods, what new garment does she wear?
A cape of wolf skin
A cape of wolf skin replaces the red one, which she gave the Baker in thanks: it is one of the four things the Witch had sent him to find.
Q 11In Into the Woods, why does Cinderella leave a shoe behind on the palace steps?
To let the Prince decide
To let the Prince decide: torn between running and staying, she chooses not to choose, leaves one shoe for him to find, and trades the other to the Baker's Wife.
Q 12In Into the Woods, what happens to the Witch when the curse is broken?
She becomes young and beautiful again
She becomes young and beautiful again, at a price she had not foreseen: her magic is gone, as she finds when she tries to force Rapunzel back to her.
Q 13What is growing unnoticed as Act I of Into the Woods ends in celebration?
Q 21Who played the Witch in the original 1987 Broadway production of Into the Woods?
Bernadette Peters
Bernadette Peters left the role after about five months, then came back for three performances in May 1989 so that the original cast could be filmed for television.
Q 22Which actress won the 1988 Tony for Best Actress in a Musical as the Baker's Wife in Into the Woods?
Joanna Gleason
Joanna Gleason won as a leading actress at the Tonys, while the Drama Desk Awards honoured the very same performance in their featured category.
Q 23Which musical beat Into the Woods to Best Musical at the 1988 Tony Awards?
The Phantom of the Opera
Another beanstalk
Another beanstalk rises behind the celebrating cast, and in Act II it brings down the Giantess, come to find the boy who killed her husband.
Q 14In Into the Woods, which character is offered to the Giantess in Jack's place and killed?
The Narrator
The Narrator is pushed forward in Jack's place; the Giantess sees he is the wrong man and kills him, leaving the characters to finish the story with no one to tell it.
Q 15Who kills Jack's Mother in Act II of Into the Woods?
The Steward
The Steward strikes her on the head to silence her while she is shouting at the Giantess, meaning only to protect the others, and the blow kills her.
Q 16How does the Baker's Wife die in the stage version of Into the Woods?
She is trampled by the Giantess
She is trampled by the Giantess moments after resolving to go home to her husband.
Q 17Who seduces the Baker's Wife in Act II of Into the Woods?
Cinderella's Prince
Cinderella's Prince forgets his new wife within a song, 'Any Moment'; when the birds tell Cinderella what he has done, she sends him away.
Q 18Which song, led by the Witch, is the finale of Into the Woods?
Children Will Listen
Children Will Listen brings the Witch back after she has vanished from the story, to warn that children take in whatever adults say and do, before one last 'Into the Woods'.
Q 19Instead of a fairy godmother, from whom does Cinderella get her gown in Into the Woods?
From her mother's spirit
From her mother's spirit, speaking out of the tree at her grave, come the gown and golden slippers: the show follows the Grimms' version of the tale, not Perrault's.
Q 20Where did Into the Woods have its pre-Broadway try-out in December 1986?
The Old Globe Theatre, San Diego
The Old Globe Theatre, San Diego, got an unfinished show: songs were rewritten or dropped during the 50-performance run, and 'No One Is Alone' only went in partway through.
The Phantom of the Opera won seven Tonys that night, Best Musical among them, yet both writing awards, for score and for book, went to Into the Woods.
Q 24How do Cinderella's stepsisters try to make the slipper fit in Into the Woods?
They cut pieces off their feet
They cut pieces off their feet, on their mother's orders, as in the Grimms' telling; the trick is found out, and only then is Cinderella allowed to try the shoe.
Q 25Which talk-show host took over the storytelling role during the original Broadway run of Into the Woods?
Dick Cavett
Dick Cavett held it for about two months in the summer of 1988, after which Tom Aldredge, who had created the part, came back to it.
Q 26Which singer and actress played the Witch in the 2002 Broadway revival of Into the Woods?
Vanessa Williams
Vanessa Williams played the Witch in a staging that won the Tony for Best Revival and put an actor in an elaborate costume to play Jack's cow.
Q 27Which song, written for the 1990 London production of Into the Woods, was added to the 2002 Broadway revival?
Our Little World
Our Little World, a tower duet for the Witch and Rapunzel, was not in the original Broadway score; added in London, it is now part of the version theatres license.
Q 28Which Oscar-nominated actress played the Baker's Wife in Into the Woods at Shakespeare in the Park in 2012?
Amy Adams
Amy Adams, who had not acted on stage for 13 years, took the part as a challenge she thought insurmountable, with only four weeks to rehearse.
Q 29Which pop singer-songwriter played the Baker's Wife in the 2022 Encores! and Broadway revival of Into the Woods?
Sara Bareilles
Sara Bareilles went with the two-week Encores! staging to Broadway for what was billed as eight weeks; the run was extended again and again and lasted into January 2023.
Q 30Who played the Witch when the 2022 revival of Into the Woods transferred to Broadway's St. James Theatre?
Patina Miller
Patina Miller, who had already sung the Witch at the Hollywood Bowl in 2019, replaced the Encores! Witch, Heather Headley, when the staging moved to Broadway.