Gossip Girl Stars Quiz: Test Your Upper East Side Knowledge!

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!

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 MeesterBlake LivelyJessica SzohrTaylor Momsen
Which actor portrays Blair Waldorf, Serena’s best friend and queen bee of Constance Billard?
Leighton MeesterMichelle TrachtenbergTaylor MomsenJessica Szohr
Who plays Chuck Bass, the bad boy of the Upper East Side and heir to a business empire?
Ed WestwickSebastian StanChace CrawfordPenn Badgley
Which actor portrays Dan Humphrey, the Brooklyn outsider who becomes a key player in Upper East Side drama?
Connor PaoloChace CrawfordDavid CallPenn Badgley
Who plays Nate Archibald, the handsome golden boy with family drama of his own?
David CallChace CrawfordSebastian StanDesmond Harrington
Which actress portrays Jenny Humphrey, Dan’s younger sister and an aspiring fashion designer?
Taylor MomsenCaroline LagerfeltTika SumpterSheila Kelley
Who plays Vanessa Abrams, a Brooklynite and childhood friend of Dan’s who shakes up the Upper East Side?
Katie CassidyMichelle TrachtenbergJessica SzohrKelly Rutherford
Which actor portrays Rufus Humphrey, Dan and Jenny’s father and a former rock star?
Sam RobardsMatthew SettleConnor PaoloRobert John Burke
Who plays Lily van der Woodsen, Serena’s socialite mother with a complicated romantic past?
Michelle TrachtenbergElizabeth HurleyKelly RutherfordMargaret Colin
Who portrays Eric van der Woodsen, Serena’s younger brother?
Connor PaoloSebastian StanDavid CallJames Naughton
Which actress plays Georgina Sparks, the manipulative and trouble-causing former friend of Serena?
Dreama WalkerKatie CassidyMichelle TrachtenbergAlice Callahan
Who plays Eleanor Waldorf, Blair’s mother and a successful fashion designer?
Kaylee DeFerMargaret ColinZuzanna SzadkowskiAmanda Setton
Which actor portrays Bart Bass, Chuck’s ruthless father?
Sam RobardsHugo BeckerWallace ShawnRobert John Burke
Who plays Ivy Dickens, a con artist posing as Serena’s cousin?
Ella Rae PeckFrancie SwiftKaylee DeFerTika Sumpter
Which actor plays Carter Baizen, a wealthy troublemaker and Chuck’s frenemy?
Sebastian StanAaron TveitKevin ZegersMichael Boatman
Who plays Dorota Kishlovsky, Blair’s loyal housekeeper and confidante?
Michaela AnnetteZuzanna SzadkowskiMarina SquerciatiBenita Robledo
Which actor portrays William van der Woodsen, Serena and Eric’s absent father?
John Patrick AmedoriWilliam BaldwinJohn SheaBarry Watson
Who plays Jack Bass, Chuck’s scheming uncle?
Armie HammerDesmond HarringtonJohn BoltonLuke Kleintank
Which actress plays Ivy’s real cousin, Lola Rhodes?
JoAnna Garcia SwisherWilla HollandSusan MisnerElla Rae Peck
Who portrays Trip van der Bilt, Nate’s cousin and a successful politician?
James NaughtonAaron TveitMichael BoatmanKevin Zegers
Who plays Juliet Sharp, a mysterious woman with a vendetta against Serena?
Charlotte GrahamAmanda SettonGina TorresAmanda Perez
Which actor portrays Cyrus Rose, Blair’s stepfather and one of the few truly kind characters on the show?
Hugo BeckerWallace ShawnSam RobardsAaron Schwartz
Who plays Diana Payne, a powerful businesswoman with ties to Nate’s family?
Sheila KelleyMichaela AnnetteElizabeth HurleyHilary Duff
Who portrays Anne Archibald, Nate’s mother?
Sofia Black-D'EliaJoanne WhalleyFrancie SwiftSheila Kelley

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