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 MeesterTaylor MomsenJessica SzohrBlake LivelyWhich actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Taylor MomsenLeighton MeesterMichelle TrachtenbergJessica SzohrWho plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Penn BadgleyEd WestwickSebastian StanChace CrawfordWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Connor PaoloChace CrawfordDavid CallPenn BadgleyWho plays Nate Archibald, the handsome golden boy with family drama of his own?
David CallDesmond HarringtonSebastian StanChace CrawfordWhich actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Sheila KelleyTaylor MomsenTika SumpterCaroline LagerfeltWho plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Katie CassidyJessica SzohrMichelle TrachtenbergKelly RutherfordWhich actor portrays Rufus Humphrey, Dan and Jenny’s father and a former rock star?
Connor PaoloSam RobardsMatthew SettleRobert John BurkeWho plays Lily van der Woodsen, Serena’s socialite mother with a complicated romantic past?
Margaret ColinMichelle TrachtenbergElizabeth HurleyKelly RutherfordWho portrays Eric van der Woodsen, Serena’s younger brother?
Connor PaoloDavid CallSebastian StanJames NaughtonWhich actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Dreama WalkerKatie CassidyAlice CallahanMichelle TrachtenbergWho plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Zuzanna SzadkowskiAmanda SettonKaylee DeFerMargaret ColinWhich actor portrays Bart Bass, Chuck’s ruthless father?
Wallace ShawnSam RobardsRobert John BurkeHugo BeckerWho plays Ivy Dickens, a con artist posing as Serena’s cousin?
Tika SumpterKaylee DeFerFrancie SwiftElla Rae PeckWhich actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Michael BoatmanSebastian StanKevin ZegersAaron TveitWho plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Zuzanna SzadkowskiBenita RobledoMarina SquerciatiMichaela AnnetteWhich actor portrays William van der Woodsen, Serena and Eric’s absent father?
John Patrick AmedoriBarry WatsonWilliam BaldwinJohn SheaWho plays Jack Bass, Chuck’s scheming uncle?
Armie HammerJohn BoltonLuke KleintankDesmond HarringtonWhich actress plays Ivy’s real cousin, Lola Rhodes?
Ella Rae PeckWilla HollandSusan MisnerJoAnna Garcia SwisherWho portrays Trip van der Bilt, Nate’s cousin and a successful politician?
Aaron TveitMichael BoatmanJames NaughtonKevin ZegersWho plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Amanda SettonGina TorresCharlotte GrahamAmanda PerezWhich actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Hugo BeckerWallace ShawnSam RobardsAaron SchwartzWho plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Michaela AnnetteHilary DuffElizabeth HurleySheila KelleyWho portrays Anne Archibald, Nate’s mother?
Sofia Black-D'EliaFrancie SwiftJoanne WhalleySheila Kelley 
