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
James Lapine wrote the book; it was their second collaboration after Sunday in the Park with George.
Q 02Which four items must the Baker and his Wife bring the Witch to lift the curse?
A cow, a cape, hair and a slipper
They have three days, and each item belongs to another fairy tale's hero.
Q 03Why did the Witch curse the Baker's family?
His father stole vegetables from her garden
She also took the couple's other child, Rapunzel, and raised her in a tower.
Q 04What is the name of Jack's cow?
Milky White
She dies at the second midnight and is resurrected by the Witch, only to give no milk until corn silk is added to the potion.
Q 05How is the girl in the tower related to the Baker?
She is his sister
The Witch took her as payment for the stolen vegetables, which is where the Grimms' Rapunzel actually begins.
Q 06Who turns out to be the Mysterious Man who wanders the woods?
The Baker's father
He falls dead the moment the curse is broken and returns as a spirit to sing 'No More'.
Q 07In which duet do the two Princes compare their romantic suffering?
Agony
In the Act II reprise they have moved on to Snow White and Sleeping Beauty.
Q 08How are the two Princes related?
They are brothers
Both are played opposite the same actor doubling roles in many productions, with Cinderella's Prince also playing the Wolf.
Q 09Which two roles are traditionally played by the same actor in Into the Woods?
The Wolf and Cinderella's Prince
Robert Westenberg doubled them on Broadway in 1987; the Narrator and Mysterious Man are also usually doubled.
Q 10After the Baker rescues Little Red from the belly of the beast, what new garment does she start wearing?
A cape of wolf skin
She sings 'I Know Things Now' about the experience and later goads Jack into robbing the giants again.
Q 11What does Cinderella deliberately leave on the palace steps as a clue for her Prince?
A slipper
She sings 'On the Steps of the Palace' about the choice, then swaps shoes with the Baker's Wife.
Q 12What happens to the Witch when the curse is broken?
She becomes young and beautiful again
Her transformation is the show's Act I climax; the loss of magic becomes clear only when Rapunzel refuses to come home.
Q 13What is growing, unnoticed, as the cast celebrates 'happily ever after' at the end of Act I?
Another beanstalk
Q 21Who played the Witch in the original 1987 Broadway production?
Bernadette Peters
She left after almost five months; replacements included Phylicia Rashad and Ellen Foley.
Q 22Which actress won the Tony for Best Actress in a Musical for playing the Baker's Wife in 1988?
Joanna Gleason
The show also took Best Score and Best Book in a year otherwise dominated by The Phantom of the Opera.
Q 23Which musical swept the major 1988 Tony Awards, limiting Into the Woods to three wins?
The Phantom of the Opera
Into the Woods still won Best Score for Sondheim and Best Book for Lapine.
It brings the Giantess down in Act II, hunting for Jack, who killed her husband.
Q 14In Into the Woods, which character does the Witch hand to the Giantess, who drops and kills him?
The Narrator
With no one left to tell the story, the characters have to finish it themselves.
Q 15Who kills Jack's Mother in Act II?
The Steward
He strikes her in a panic while she is defending her son to the Giantess.
Q 16How does the Baker's Wife die in the stage musical?
She is trampled by the Giantess
In the Old Globe try-out she ate a poisoned apple, Snow White-style; the trampling came later.
Q 17Who seduces the Baker's Wife in the woods in Act II?
Cinderella's Prince
'Any Moment' leads into 'Moments in the Woods', her reckoning with the affair.
Q 18Which song, sung by the Witch, closes the show with a warning about the stories we pass on?
Children Will Listen
'No One Is Alone' comes just before it, as the survivors comfort each other.
Q 19How does Cinderella receive her gown and golden slippers in the musical?
From her mother's spirit
'Cinderella at the Grave' follows the Grimm version rather than Perrault's pumpkin and fairy godmother.
Q 20Where did Into the Woods have its first workshop production in December 1986?
The Old Globe Theatre, San Diego
It ran 50 performances under Lapine's direction and many of the cast went on to Broadway.
Q 24How many performances did the original Broadway run play at the Martin Beck Theatre?
765
It opened November 5, 1987 and closed September 3, 1989.
Q 25Which talk-show host took over the storytelling role during the original Broadway run?
Dick Cavett
Tom Aldredge originated the double role of Narrator and Mysterious Man.
Q 26Which singer and actress played the Witch in the 2002 Broadway revival?
Vanessa Williams
Lapine restored a Three Little Pigs cameo from the San Diego version and added the song 'Our Little World'.
Q 27Which song was added to the show for the 2002 revival?
Our Little World
It is a duet for the Witch and Rapunzel in the tower.
Q 28Which Oscar-nominated actress played the Baker's Wife in the 2012 Shakespeare in the Park production?
Amy Adams
Donna Murphy was the Witch, and original Baker Chip Zien returned as the Mysterious Man.
Q 29Which pop singer-songwriter played the Baker's Wife in the 2022 Encores! and Broadway revival?
Sara Bareilles
Neil Patrick Harris was the Baker at Encores!, replaced by Brian d'Arcy James on Broadway.
Q 30Who played the Witch when the 2022 revival transferred to Broadway's St. James Theatre?
Patina Miller
Phillipa Soo was Cinderella and Joshua Henry Rapunzel's Prince; Montego Glover later shared the Witch.