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?
Jessica SzohrTaylor MomsenBlake LivelyLeighton MeesterWhich actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Jessica SzohrTaylor MomsenLeighton MeesterMichelle TrachtenbergWho plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Sebastian StanEd WestwickChace CrawfordPenn BadgleyWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
David CallConnor PaoloPenn BadgleyChace CrawfordWho plays Nate Archibald, the handsome golden boy with family drama of his own?
Chace CrawfordDavid CallDesmond HarringtonSebastian StanWhich actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Sheila KelleyTaylor MomsenCaroline LagerfeltTika SumpterWho plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Jessica SzohrMichelle TrachtenbergKelly RutherfordKatie CassidyWhich actor portrays Rufus Humphrey, Dan and Jenny’s father and a former rock star?
Connor PaoloRobert John BurkeSam RobardsMatthew SettleWho plays Lily van der Woodsen, Serena’s socialite mother with a complicated romantic past?
Elizabeth HurleyKelly RutherfordMargaret ColinMichelle TrachtenbergWho portrays Eric van der Woodsen, Serena’s younger brother?
James NaughtonConnor PaoloDavid CallSebastian StanWhich actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Michelle TrachtenbergKatie CassidyAlice CallahanDreama WalkerWho plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Margaret ColinAmanda SettonKaylee DeFerZuzanna SzadkowskiWhich actor portrays Bart Bass, Chuck’s ruthless father?
Wallace ShawnHugo BeckerRobert John BurkeSam RobardsWho plays Ivy Dickens, a con artist posing as Serena’s cousin?
Kaylee DeFerElla Rae PeckFrancie SwiftTika SumpterWhich actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Sebastian StanMichael BoatmanAaron TveitKevin ZegersWho plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Marina SquerciatiZuzanna SzadkowskiBenita RobledoMichaela AnnetteWhich actor portrays William van der Woodsen, Serena and Eric’s absent father?
John Patrick AmedoriWilliam BaldwinJohn SheaBarry WatsonWho plays Jack Bass, Chuck’s scheming uncle?
John BoltonArmie HammerDesmond HarringtonLuke KleintankWhich actress plays Ivy’s real cousin, Lola Rhodes?
Ella Rae PeckSusan MisnerJoAnna Garcia SwisherWilla HollandWho portrays Trip van der Bilt, Nate’s cousin and a successful politician?
James NaughtonKevin ZegersMichael BoatmanAaron TveitWho plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Amanda SettonAmanda PerezCharlotte GrahamGina TorresWhich actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Sam RobardsAaron SchwartzHugo BeckerWallace ShawnWho plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Michaela AnnetteElizabeth HurleySheila KelleyHilary DuffWho portrays Anne Archibald, Nate’s mother?
Sheila KelleySofia Black-D'EliaFrancie SwiftJoanne Whalley 
