Spotted: the cast of Gossip Girl making waves in the world of Manhattan’s elite. From the scandalous lives of Manhattan’s socialites to the drama-filled halls of Constance Billard and St. Jude’s, Gossip Girl kept fans hooked for six seasons with its glamorous characters, jaw-dropping twists, and, of course, the unforgettable revelation of who Gossip Girl really was. But behind all the glitz and drama were the talented actors who made these characters come alive.
This quiz will test your knowledge of the stars behind Gossip Girl. Can you name the actors who portrayed Serena, Blair, Chuck, and the rest of the Upper East Side crew? From the main cast who became household names to the recurring characters who caused just as much drama, this quiz covers the iconic personalities that made Gossip Girl a phenomenon.
Whether you’ve kept up with their careers post-Gossip Girl or just remember them from their time on the show, we’ll see if you’ve got what it takes to keep up with these stylish stars. So put on your best designer outfit and channel your inner Upper East Sider—are you ready to test your Gossip Girl star knowledge? Let’s find out! XOXO, Gossip Girl!
Who plays Serena van der Woodsen, the It-girl of the Upper East Side with a mysterious past?
Leighton MeesterBlake LivelyJessica SzohrTaylor MomsenWhich actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Taylor MomsenMichelle TrachtenbergJessica SzohrLeighton MeesterWho plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Ed WestwickChace CrawfordSebastian StanPenn BadgleyWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Chace CrawfordConnor PaoloDavid CallPenn BadgleyWho plays Nate Archibald, the handsome golden boy with family drama of his own?
Sebastian StanDavid CallDesmond HarringtonChace CrawfordWhich actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Caroline LagerfeltTika SumpterTaylor MomsenSheila KelleyWho plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Michelle TrachtenbergKelly RutherfordKatie CassidyJessica SzohrWhich actor portrays Rufus Humphrey, Dan and Jenny’s father and a former rock star?
Robert John BurkeSam RobardsMatthew SettleConnor PaoloWho plays Lily van der Woodsen, Serena’s socialite mother with a complicated romantic past?
Kelly RutherfordElizabeth HurleyMichelle TrachtenbergMargaret ColinWho portrays Eric van der Woodsen, Serena’s younger brother?
Sebastian StanConnor PaoloJames NaughtonDavid CallWhich actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Alice CallahanKatie CassidyMichelle TrachtenbergDreama WalkerWho plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Zuzanna SzadkowskiAmanda SettonMargaret ColinKaylee DeFerWhich actor portrays Bart Bass, Chuck’s ruthless father?
Sam RobardsWallace ShawnHugo BeckerRobert John BurkeWho plays Ivy Dickens, a con artist posing as Serena’s cousin?
Tika SumpterFrancie SwiftElla Rae PeckKaylee DeFerWhich actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Sebastian StanMichael BoatmanKevin ZegersAaron TveitWho plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Marina SquerciatiMichaela AnnetteBenita RobledoZuzanna SzadkowskiWhich actor portrays William van der Woodsen, Serena and Eric’s absent father?
William BaldwinBarry WatsonJohn Patrick AmedoriJohn SheaWho plays Jack Bass, Chuck’s scheming uncle?
Armie HammerJohn BoltonLuke KleintankDesmond HarringtonWhich actress plays Ivy’s real cousin, Lola Rhodes?
Susan MisnerJoAnna Garcia SwisherElla Rae PeckWilla HollandWho portrays Trip van der Bilt, Nate’s cousin and a successful politician?
Michael BoatmanAaron TveitJames NaughtonKevin ZegersWho plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Gina TorresAmanda PerezAmanda SettonCharlotte GrahamWhich actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Sam RobardsWallace ShawnAaron SchwartzHugo BeckerWho plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Michaela AnnetteHilary DuffSheila KelleyElizabeth HurleyWho portrays Anne Archibald, Nate’s mother?
Francie SwiftSheila KelleyJoanne WhalleySofia Black-D'Elia 
