Gossip Girl
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148 free Gossip Girl trivia questions with answers — entertainment quiz, new questions added Oct 2026.
50 free Gossip Girl trivia questions with answers. Welcome to the ultimate Gossip Girl trivia quiz! Test your knowledge of the iconic characters, shocking plot twists, and memorable moments from the beloved TV series. Whether you're a die-hard fan or just catching up, see how much you really know about the scandalous world of the Upper East Side.
30 of 148 questions with answers and explanations. Play the quiz
Q 01In the Gossip Girl series finale, which character is revealed to have been the anonymous blogger all along?
Dan Humphrey
Dan Humphrey explains that he started the blog to write himself into the world of the Upper East Side, and Serena calls it a love letter to them all.
Q 02Which elite private academy do the show's female leads attend?
Constance Billard
The Constance Billard School for Girls and its brother school, St. Jude's School for Boys, were the primary educational settings for the core group of Upper East Siders.
Q 03On Gossip Girl, Nate Archibald's mother Anne was born into the show's version of which real American dynasty?
Vanderbilt
Vanderbilt: Anne Archibald is a van der Bilt, the show's stand-in for the Vanderbilt dynasty, and her own father refuses to help when her husband is charged with embezzlement and fraud.
Q 04What is the profession of Cyrus Rose, the man Blair's mother marries on Gossip Girl?
Lawyer
Lawyer: Cyrus Rose is an entertainment lawyer, and in season 5 Blair pins her hopes on a loophole he thinks he has found in her prenup.
Q 05Which Manhattan hotel does Chuck Bass buy in season 3 of Gossip Girl?
The Empire Hotel
The Empire Hotel: Chuck buys it early in season 3 and moves in, and many later scenes were shot in the real hotel on the Upper West Side.
Q 06Which actress turned down the Gossip Girl role that went to Michelle Trachtenberg instead?
Mischa Barton
Mischa Barton passed on playing the show's scheming troublemaker, so Michelle Trachtenberg took the part and kept returning to it right through the series finale.
Q 07What are the full first and middle names of Dan's younger sister, better known by a nickname?
Jennifer Tallulah
Jennifer Tallulah Humphrey is Jenny's full name, carried over from the original novels, where she is the youngest main character at fourteen.
Q 08Which network aired all six seasons of the original Gossip Girl?
The CW
The CW was only a year old when the show premiered: it launched in September 2006 after rivals The WB and UPN shut down and merged.
Q 09On Gossip Girl, what is the title of Dan Humphrey's thinly veiled tell-all novel about his Upper East Side friends?
Inside
Inside reaches a publisher behind Dan's back: Vanessa sends the manuscript off without his permission, and it comes out anonymously before he takes the credit.
Q 10Which actress narrates the original Gossip Girl as the voice of the anonymous blogger?
Kristen Bell
Kristen Bell voiced the blogger in every episode without ever being credited, then finally appeared on camera as herself in the series finale.
Q 11Which British post-punk band released the song 'Nate Will Not Return' in 2011?
The Fall
The Fall, Mark E. Smith's band, put 'Nate Will Not Return' on its 2011 album Ersatz GB; Smith said the song was about Gossip Girl's Nate Archibald.
Q 12In season 4 of Gossip Girl, a scheme by Juliet lands Serena in which treatment facility?
The Ostroff Center
The Ostroff Center: Juliet drugs Serena so that Lily believes she has relapsed and commits her to the same clinic that treated Serena's brother after his suicide attempt.
Q 13Who wrote the young adult novel series that the original *Gossip Girl* television show is based on?
Cecily von Ziegesar
Q 21Gossip Girl reports "the scandalous lives of" whom?
Manhattan's elite
Manhattan's elite: the recap line goes on 'And who am I? That's one secret I'll never tell', a promise the show kept for six seasons until its finale.
Q 22Which real Manhattan nightspot stood in for Chuck's burlesque club, Victrola?
The Box
The Box doubled as Victrola, the club Chuck hopes will impress his hard-to-please father, and where Blair ends up performing on stage.
Q 23On Gossip Girl, what is the first name of Serena van der Woodsen's younger brother?
Eric
Eric is introduced recovering in a treatment centre after a suicide attempt, and Serena lets the school gossip about her instead in order to protect him.
The popular *Gossip Girl* television series is based on the young adult novel series of the same name, written by Cecily von Ziegesar.
Q 14On Gossip Girl, what is the creative ambition of Dan's childhood friend Vanessa Abrams?
Filmmaking
Filmmaking: in season 1 Vanessa is shooting a documentary when her camera accidentally catches Blair and Chuck discussing their affair.
Q 15Which university does Nate Archibald attend after St. Jude's on Gossip Girl?
Columbia
Columbia: Nate picks it even though his grandfather leans on Blair to talk him into Yale, and Blair and Serena join him on the campus in season 4.
Q 16On Gossip Girl, who appoints herself Dan's manager in season 6 and shops his tell-all chapters around?
Georgina Sparks
Georgina Sparks first goes to Italy with Dan to help him write the exposé, then acts as his agent and lines up meetings with publishers.
Q 17Gossip Girl's fourth season opened with two episodes filmed in which European capital?
Paris
Paris: the season opens with Blair and Serena spending their summer abroad there, and the shoot took the cast to the Sorbonne in the Latin Quarter.
Q 18Which New York City mayor proclaimed 'Gossip Girl Day' in honor of the show's 100th episode?
Michael Bloomberg
Michael Bloomberg came to the set to proclaim it, crediting the show with making New York a central character, and later played himself in the finale.
Q 19Which accessory is Blair Waldorf's trademark in the early seasons of Gossip Girl?
Headband
Headband: it is so much Blair's trademark that when Jenny takes over as queen of the school she announces a new era with 'no more headbands'.
Q 20In which New York City borough do Dan Humphrey and his family live when Gossip Girl begins?
Brooklyn
Brooklyn: the Humphreys' loft there marks Dan as the outsider at St. Jude's, where his classmates come from the old money of the Upper East Side.
Q 24On Gossip Girl, where does Blair enroll for freshman year after her dream school turns her down?
NYU
NYU: rejected by Yale, Blair gets in with her stepfather Cyrus's help, fails to conquer the downtown campus and transfers uptown the following year.
Q 25By what nickname is Dan's sister Jenny known in her early seasons on Gossip Girl?
Little J
Little J: Gossip Girl tags Jenny as 'Little J' from her freshman year as Blair's eager protégée; season 2 charts her rebellion against that role.
Q 26Which Gossip Girl father is a former rock star who now owns an art gallery?
Rufus Humphrey
Rufus Humphrey played in the one-hit-wonder band Lincoln Hawk, and a reunion concert in season 1 brings his old flame Lily back to him for a night.
Q 27In a web spin-off, Blair's maid is revealed to secretly hold which noble title?
Countess
Countess: the 2009 web series Chasing Dorota reveals Blair's maid as a Polish countess who fled an arranged marriage to come to America.
Q 28Which actor plays Nate Archibald, the golden boy of Gossip Girl's Upper East Side?
Chace Crawford
Chace Crawford spent the first two seasons sharing a Chelsea apartment with the co-star who plays his on-screen best friend Chuck, moving out in July 2009.
Q 29Which Manhattan hotel, owned by Chuck's father, is the Bass family's home early in Gossip Girl?
The Palace
The Palace also houses Serena's family while their apartment is renovated, which is why she and Blair meet over drinks at its real bar, Gilt, in the pilot.
Q 30On Gossip Girl, which career does Dan's younger sister Jenny Humphrey pursue, starting with an internship at Blair's mother's company?
Fashion Designer
Fashion designer is the dream: Jenny interns at Blair's mother's label, skips school for fashion shows and eventually tries launching her own line.