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 LivelyTaylor MomsenJessica SzohrLeighton MeesterWhich actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Michelle TrachtenbergTaylor MomsenJessica SzohrLeighton MeesterWho plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Penn BadgleyChace CrawfordSebastian StanEd WestwickWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Chace CrawfordConnor PaoloPenn BadgleyDavid CallWho plays Nate Archibald, the handsome golden boy with family drama of his own?
Sebastian StanDesmond HarringtonChace CrawfordDavid CallWhich actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Sheila KelleyCaroline LagerfeltTika SumpterTaylor MomsenWho 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?
Sam RobardsMatthew SettleRobert John BurkeConnor 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 StanDavid CallConnor PaoloJames NaughtonWhich actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Katie CassidyMichelle TrachtenbergAlice CallahanDreama WalkerWho plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Zuzanna SzadkowskiMargaret ColinKaylee DeFerAmanda SettonWhich actor portrays Bart Bass, Chuck’s ruthless father?
Sam RobardsWallace ShawnRobert John BurkeHugo BeckerWho plays Ivy Dickens, a con artist posing as Serena’s cousin?
Kaylee DeFerTika SumpterFrancie SwiftElla Rae PeckWhich actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Michael BoatmanAaron TveitSebastian StanKevin ZegersWho plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Marina SquerciatiBenita RobledoZuzanna SzadkowskiMichaela 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 HammerDesmond HarringtonJohn BoltonLuke KleintankWhich actress plays Ivy’s real cousin, Lola Rhodes?
Ella Rae PeckJoAnna Garcia SwisherSusan MisnerWilla HollandWho portrays Trip van der Bilt, Nate’s cousin and a successful politician?
Michael BoatmanAaron TveitKevin ZegersJames NaughtonWho plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Amanda PerezCharlotte GrahamAmanda SettonGina TorresWhich actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Wallace ShawnHugo BeckerAaron SchwartzSam RobardsWho plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Hilary DuffMichaela AnnetteSheila KelleyElizabeth HurleyWho portrays Anne Archibald, Nate’s mother?
Sofia Black-D'EliaFrancie SwiftJoanne WhalleySheila Kelley 
