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?
Blake LivelyJessica SzohrTaylor MomsenLeighton MeesterWhich actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Jessica SzohrMichelle TrachtenbergTaylor MomsenLeighton MeesterWho plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Sebastian StanPenn BadgleyChace CrawfordEd WestwickWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Penn BadgleyConnor PaoloChace CrawfordDavid CallWho plays Nate Archibald, the handsome golden boy with family drama of his own?
Sebastian StanDavid CallChace CrawfordDesmond HarringtonWhich actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Sheila KelleyTika SumpterTaylor MomsenCaroline LagerfeltWho plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Michelle TrachtenbergJessica SzohrKatie CassidyKelly RutherfordWhich 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?
Margaret ColinMichelle TrachtenbergElizabeth HurleyKelly RutherfordWho portrays Eric van der Woodsen, Serena’s younger brother?
David CallSebastian StanConnor PaoloJames NaughtonWhich actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Michelle TrachtenbergAlice CallahanDreama WalkerKatie CassidyWho plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Margaret ColinZuzanna SzadkowskiKaylee DeFerAmanda SettonWhich 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 SumpterElla Rae PeckFrancie SwiftKaylee 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?
Benita RobledoMichaela AnnetteMarina SquerciatiZuzanna SzadkowskiWhich actor portrays William van der Woodsen, Serena and Eric’s absent father?
Barry WatsonJohn Patrick AmedoriWilliam BaldwinJohn SheaWho plays Jack Bass, Chuck’s scheming uncle?
Armie HammerDesmond HarringtonJohn BoltonLuke KleintankWhich actress plays Ivy’s real cousin, Lola Rhodes?
Willa HollandElla Rae PeckSusan MisnerJoAnna Garcia SwisherWho portrays Trip van der Bilt, Nate’s cousin and a successful politician?
Aaron TveitJames NaughtonMichael BoatmanKevin ZegersWho plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Gina TorresAmanda SettonCharlotte GrahamAmanda PerezWhich actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Wallace ShawnSam RobardsHugo BeckerAaron SchwartzWho plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Michaela AnnetteHilary DuffElizabeth HurleySheila KelleyWho portrays Anne Archibald, Nate’s mother?
Sheila KelleySofia Black-D'EliaJoanne WhalleyFrancie Swift 
