Gossip Girl Trivia Questions

101 questions across multiple rounds

A teen drama trivia theme focused on Gossip Girl, covering the Upper East Side, scandals, secrets, relationships, rivalries, and the social chaos surrounding its central characters.

Sample Questions

Tap an answer to reveal it.

  • Where do Dan and Jenny live compared to the Upper East Siders? Brooklyn
  • In season 1, what was the title of the short story Dan Humphrey got published in 'The New Yorker'? 10-15-05
  • Who is the Queen Bee after Blair graduates? Jenny
  • Where does Serena's grandmother, CeCe, live? Montecito
  • How many men has Lily van der Woodsen married? 5
  • Who is Blair’s longtime on-and-off boyfriend? Chuck Bass
  • What is Nate Archibald's primary sport in high school? Lacrosse
  • What did Agnes want to name the clothing line she wanted to create with Jenny? Vixen Design Inc.
  • Who is the headmistress of Constance Billard? Queller
  • Who is Dan's younger sister? Jenny

Gossip Girl trivia works because the show is built on memorable relationships, betrayals, family power, status anxiety, and a nonstop flow of reveals and public humiliation. Fans tend to remember both the big scandals and the smaller social details.

A strong Gossip Girl quiz can include Serena, Blair, Chuck, Nate, Dan, Jenny, Lily, Rufus, the Gossip Girl blasts, school life, family money, social events, romances, breakups, and the constant cycle of manipulation and reputation damage. The theme works because it can balance character relationships, elite social life, secrets, and the recurring settings and patterns that made the show such a strong guilty-pleasure watch.

If you enjoy Gossip Girl trivia, also try Lucifer and Mindhunter on Trivia Gauntlet.