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?
Taylor MomsenLeighton MeesterJessica SzohrBlake LivelyWhich 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?
Ed WestwickPenn BadgleyChace CrawfordSebastian StanWhich actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Connor PaoloPenn BadgleyChace CrawfordDavid CallWho 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?
Taylor MomsenTika SumpterCaroline LagerfeltSheila KelleyWho plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Michelle TrachtenbergKatie CassidyKelly RutherfordJessica SzohrWhich actor portrays Rufus Humphrey, Dan and Jenny’s father and a former rock star?
Matthew SettleRobert John BurkeSam RobardsConnor PaoloWho plays Lily van der Woodsen, Serena’s socialite mother with a complicated romantic past?
Margaret ColinKelly RutherfordElizabeth HurleyMichelle TrachtenbergWho portrays Eric van der Woodsen, Serena’s younger brother?
James NaughtonDavid CallSebastian StanConnor PaoloWhich 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?
Amanda SettonZuzanna SzadkowskiMargaret ColinKaylee DeFerWhich actor portrays Bart Bass, Chuck’s ruthless father?
Robert John BurkeHugo BeckerWallace ShawnSam RobardsWho plays Ivy Dickens, a con artist posing as Serena’s cousin?
Ella Rae PeckKaylee DeFerTika SumpterFrancie SwiftWhich actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Michael BoatmanKevin ZegersSebastian StanAaron TveitWho plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Benita RobledoZuzanna SzadkowskiMichaela AnnetteMarina SquerciatiWhich actor portrays William van der Woodsen, Serena and Eric’s absent father?
John Patrick AmedoriBarry WatsonJohn SheaWilliam BaldwinWho plays Jack Bass, Chuck’s scheming uncle?
Desmond HarringtonLuke KleintankArmie HammerJohn BoltonWhich actress plays Ivy’s real cousin, Lola Rhodes?
JoAnna Garcia SwisherSusan MisnerWilla HollandElla Rae PeckWho 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?
Charlotte GrahamGina TorresAmanda SettonAmanda 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 AnnetteSheila KelleyHilary DuffElizabeth HurleyWho portrays Anne Archibald, Nate’s mother?
Sheila KelleyJoanne WhalleySofia Black-D'EliaFrancie Swift 
