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50 free The Holiday (2006) Movie trivia questions with answers — trivia quiz, new questions added Aug 2026.
Nancy Meyers wrote Iris for Kate Winslet, Miles for Jack Black and Amanda with Cameron Diaz in mind, then sent Jude Law a stack of Clark Gable films to prepare. The result, a Christmas house swap between a Surrey cottage and a Brentwood mansion, grossed over $200 million and has become a holiday-season fixture. This quiz covers the plot (Jasper's engagement, Graham's daughters, Arthur's list of leading ladies, the New Year's Eve ending), the casting (who auditioned for Graham and Miles, who turned up uncredited in the video store), the production (the cottage built in a field next to a church, the Santa Ana winds, the 90-year-old Eli Wallach being told to slow down) and the music, from Hans Zimmer's score to the CD Amanda sings along to. Every answer comes with a short explanation, so it works for a Christmas movie night, a rom-com round or settling whether Iris or Amanda got the better deal.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Who wrote and directed The Holiday?
Nancy Meyers
She had previously made What Women Want and Something's Gotta Give.
Q 02Who plays Amanda Woods, the Los Angeles half of the house swap?
Cameron Diaz
Meyers compared her gift for physical comedy to Goldie Hawn's.
Q 03Who plays Iris Simpkins, the English columnist?
Kate Winslet
Meyers wrote every one of Iris's lines with Winslet in mind.
Q 04What does Amanda's company produce?
Film trailers
The film's own fake trailer, for the action movie Deception, features uncredited cameos by Lindsay Lohan and James Franco.
Q 05For which newspaper does Iris write a society column?
The Daily Telegraph
Her ex, Jasper, is a colleague there, and his engagement is announced at the office Christmas party.
Q 06What is the name of Iris's cheating ex-boyfriend?
Jasper Bloom
Rufus Sewell plays him; he keeps Iris close by insisting they "remain friends".
Q 07In which English county is Iris's cottage?
Surrey
Filming took place in the town of Godalming and the village of Shere.
Q 08For how long do Amanda and Iris agree to swap homes?
Two weeks
Amanda nearly gives up after one night of quiet country life.
Q 09Who plays Graham, Iris's brother?
Jude Law
Robert Downey Jr. also auditioned for the part.
Q 10What is Graham's job?
Book editor
He is also a widower raising two daughters, which he initially hides from Amanda.
Q 11Why does Graham first turn up at the cottage while Amanda is staying there?
He is drunk and needs a bed for the night
He kisses her unexpectedly, and she suggests sleeping together since she never expects to see him again.
Q 12What are the names of Graham's two daughters?
Sophie and Olivia
Miffy Englefield and Emma Pritchard played them.
Q 13Why does Graham keep his daughters secret from new romantic partners?
Keeping his life in compartments helps him cope
Q 21Where do the four leads end up celebrating New Year's Eve?
Graham's house
Miles flies to England to be with Iris, and Graham's daughters join the party.
Q 22After whom was the character Iris named?
Jude Law's young daughter
Law and Winslet phoned each other before shooting, worried they would be fired for not being funny.
Q 23Which 1940s screwball comedies did Winslet study to prepare for the role?
His Girl Friday and The Philadelphia Story
She had never made a romantic comedy and was known mostly for period films.
He will not bring a woman into their lives unless the relationship has a real future.
Q 14Who plays Miles, the Hollywood musician Iris befriends in Los Angeles?
Jack Black
Meyers wrote the part for him after seeing School of Rock; Jimmy Fallon auditioned.
Q 15What is the profession of Amanda's unfaithful boyfriend Ethan?
Film composer
Edward Burns plays him; he blames the break-up on Amanda's emotional unavailability.
Q 16Who plays Arthur Abbott, the elderly screenwriter next door?
Eli Wallach
He was 90 during filming and so energetic that Meyers kept asking him to move more slowly.
Q 17Which classic film is on Arthur's list of movies with strong leading ladies for Iris?
The Lady Eve
He wants her to become the leading lady of her own life rather than the best friend.
Q 18Which organisation holds a gala in Arthur's honour?
Writers Guild of America
Iris helps him train for the walk to the stage, and he gives a rousing speech.
Q 19What is the name of Miles's actress girlfriend, whom he catches with another man?
Maggie
Shannyn Sossamon plays her; she and Rufus Sewell were both in A Knight's Tale but share no scene here.
Q 20What does Amanda do on the way to the airport that makes her turn back?
She cries for the first time since childhood
She returns to the cottage to find Graham in tears too.
Q 24Which actor auditioned for the role of Graham before Jude Law was cast?
Robert Downey Jr.
Meyers cast Law after a meeting in which they went through the script together.
Q 25Whose films did Meyers send Jude Law to study for his performance?
Clark Gable's
She later said of Jack Black, "I'm aware he's not Clark Gable".
Q 26Which talk show host auditioned for the role of Miles?
Jimmy Fallon
Black only agreed to the rom-com once he learned he would play opposite Winslet.
Q 27Which 2003 film convinced Meyers to write the part of Miles for its star?
School of Rock
Black had just finished composing his own score for that film's music.
Q 28Which actor makes an unscripted cameo in the video rental store?
Dustin Hoffman
He was heading to Blockbuster to rent a film, saw the lights, and Meyers wrote him a short scene on the spot.
Q 29Which 1967 film's score is Miles discussing when Hoffman appears?
The Graduate
Hoffman starred in it, which is the joke.
Q 30Which two stars appear uncredited in the fake trailer for the action film Deception?
Lindsay Lohan and James Franco
Lohan had made her debut in Meyers' remake of The Parent Trap; Charles Shyer directed their scenes.