Sleepy Hollow (1999) Movie Trivia Trivia Quiz - Trivia Quiz

1 Who directed Sleepy Hollow (1999), the gothic reimagining of Washington Irving’s tale?

A. Guillermo del Toro

B. Tim Burton

C. Sam Raimi

2 Which actor portrays the inquisitive New York constable Ichabod Crane?

A. Jude Law

B. Ewan McGregor

C. Johnny Depp

3 Sleepy Hollow (1999) is loosely based on which Washington Irving story?

A. The Devil and Tom Walker

B. The Legend of Sleepy Hollow

C. Rip Van Winkle

4 Who composed the film’s sweeping, gothic musical score?

A. Alan Silvestri

B. Howard Shore

C. Danny Elfman

5 In Tim Burton’s version, Ichabod Crane’s profession is changed to what?

A. Schoolteacher

B. Apothecary

C. Police constable using early forensic methods

6 For which Academy Award did Sleepy Hollow take home the win?

A. Best Art Direction (Production Design)

B. Best Picture

C. Best Visual Effects

7 Which actor appears as the fearsome Hessian Horseman in flashbacks (with his head)?

A. Christopher Walken

B. Gary Oldman

C. Christopher Lee

8 Who plays Katrina Van Tassel, the bewitching love interest?

A. Kirsten Dunst

B. Christina Ricci

C. Reese Witherspoon

9 Whose dark scheme is revealed to be controlling the Headless Horseman?

A. Baltus Van Tassel

B. Lady Van Tassel

C. Reverend Steenwyck

10 What is the name of the boy who becomes Ichabod’s loyal assistant?

A. Young Masbath

B. Dirk Van Garrett

C. Brom Van Brunt

11 Much of Sleepy Hollow’s elaborate village sets were built and filmed in which country?

A. United Kingdom

B. United States

C. Canada

12 Which screen legend cameos as the stern judge who dispatches Ichabod to Sleepy Hollow?

A. Patrick Stewart

B. Christopher Lee

C. Ian McKellen

13 In the film, what is the sinister significance of the Tree of the Dead?

A. A rendezvous point for the town council

B. A family memorial for the Van Tassels

C. The Horseman’s grave and a gateway he emerges from

14 Who designed the film’s distinctive costumes, including Ichabod’s sharp black coats?

A. Jenny Beavan

B. Jacqueline Durran

C. Colleen Atwood

15 In what year is the story of Sleepy Hollow (1999) primarily set?

A. 1692

B. 1799

C. 1776