

Welcome back, Upper East Siders. Summer is officially drawing to a close. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the van der Woodsen's glamorous lifestyle surprisingly faster than any of them expected. Blair and Chuck are madly in love and adjusting to their new "in a relationship" status. Nate returns from his travels with a mysterious brunette in tow. Serena returns from her European adventure with many secrets to hide as she gets ready to move into her dorm at Brown. Blair is determined to have her Queen status at NYU, along with Dan and Vanessa, but her roommat
All episodes — Season 3
S3 E1Reversals of Fortune
Sep 14, 2009841 min
As summer draws to an end, Blair and Chuck continue to adjust to being in a relationship with one another. Serena returns from Europe with new secrets to hide and a new relationship with Carter Baizen. Nate also returns from vacationing and
S3 E2The Freshmen
Sep 21, 20097.841 min
Blair, determined to have her Queen status at college, starts her first day at NYU along with Dan and Vanessa. However, Georgina, who was assigned as Blair's roommate, sets out to ensure that she does not retain her title. Serena gets ready
S3 E3The Lost Boy
Sep 28, 20097.942 min
Blair and Chuck face-off when the both set their sights on an item up for bid at Sotheby's. Serena begins to think that Carter may have returned to his old habits, Georgina becomes interested in Dan, and Vanessa thinks that something is wro
S3 E4Dan De Fleurette
Oct 5, 20097.942 min
During the first day of school at Constance Billard, Jenny takes her place as the new Queen Bee. However, Blair gets in her way. Lily returns home to find that things are not as they were when she left them with Rufus. At NYU, Olivia Burke,
S3 E5Rufus Getting Married
Oct 12, 20098.341 min
Lily and Rufus decide to move up their wedding to the next day, but will someone or something come between them before they become man and wife? Chuck discovers a secret that Carter has been keeping from Serena. Dan and Vanessa are pulled i
S3 E6Enough About Eve
Oct 19, 20097.942 min
Vanessa, hoping to finally win her mother Gabriela's approval, desperately vies with Blair for the honor of delivering the freshman toast at NYU, but at what price? Dan invites Olivia to meet Rufus and Lily, which leads to all sorts of prob
S3 E7How to Succeed in Bassness
Oct 26, 2009742 min
In need of publicity for his new hotel, Chuck decides to move up his club's opening and enlists Serena's help to get the word out to her celebrity clients. Feeling left out of the planning, Blair attempts to win Chuck's approval by secretly
S3 E8The Grandfather: Part II
Nov 2, 20097.941 min
Olivia says something she regrets during her appearance on Jimmy Fallon's talkshow and tries to keep Dan from finding out. With election day around the corner, Nate suspects his grandfather will stop at nothing to get Trip elected to congre
S3 E9They Shoot Humphreys, Don't They?
Nov 9, 20096.542 min
Jenny wants to be the Queen Bee of not only Constance but of all the Upper East Side, as she lands the hottest escort for the Cotillion. Meanwhile Dan and Vanessa try to convince Olivia to stay in NY by showing her the "true college experie
S3 E10The Last Days of Disco Stick
Nov 16, 20096.142 min
Hoping to impress the elitist theater kids at NYU, Blair sets her sights on landing a private concert with the hottest musical performer of the year, Lady Gaga. Dan and Olivia sign up to write and star in a school play, based on an idea by
S3 E11The Treasure of Serena Madre
Nov 30, 20097.942 min
It wouldn't be Thanksgiving on the Upper East Side if there wasn't a serving or two of some major drama for the holiday. Blair suspects her mom has been keeping a big secret from her, but it turns out to be something else entirely. Vanessa
S3 E12The Debarted
Dec 7, 20097.242 min
On the anniversary of Bart Bass' death, Chuck wrestles with an issue from the past and a serious car accident rocks the Upper East Side. Dan and Vanessa attempt to navigate their newly complicated friendship. When Jenny is accused of beatin
S3 E13The Hurt Locket
Mar 8, 20108.341 min
Nate and Serena decide to explore the boundaries of their friendship. Blair suspects that Chuck is having problems forgetting about the woman he saw at his father's grave. Jenny agrees to accompany Damien to a State Dinner but is unaware th
S3 E14The Lady Vanished
Mar 15, 20107.841 min
Rufus and Lily grow suspect of Jenny's relationship with Damien. Chuck learns more about the woman who may or may not be his mother. Dan and Vanessa struggle through the awkwardness of dating other people.
S3 E15The Sixteen Year Old Virgin
Mar 22, 20107.942 min
Despite being grounded, Jenny continues to see Damien who tells Jenny that he wants to have sex with her. Lily tells Rufus the big secret she has been keeping from him even though she knows it's a huge risk. Dan and Vanessa explore a new st
S3 E16The Empire Strikes Jack
Mar 29, 20107.642 min
Chuck finds himself once again at odds with his uncle, Jack Bass. Eleanor puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to h
S3 E17Inglourious Bassterds
Apr 5, 20107.942 min
Chuck and Blair are faced with the most difficult decision they have ever faced as a couple. Serena plans a surprise birthday party for Nate, but Jenny does her best to sabotage Serenas's efforts. Dan and Vanessa's new relationship hits a b
S3 E18The Unblairable Lightness of Being
Apr 12, 20108.442 min
Chuck offers to throw a wedding for a very pregnant Dorota who insists that she and Vanya have a traditional wedding before her parents arrive from Poland and find their daughter pregnant and without a husband.. Dorota asks Blair and Chuck
S3 E19Dr. Estrangeloved
Apr 26, 20107.842 min
When Lily's ex-husband, Dr. William van der Woodsen, shows up unexpectedly in Manhattan, Serena finally gets the reunion she has so desperately wanted with her father, but the circumstances turn out to be far from ideal. When Serena and Nat
S3 E20It's a Dad, Dad, Dad, Dad World
May 3, 20107.842 min
Will's return to the Upper East Side continues to stir up problems for Serena, Lily and his long-standing rival, Rufus. Serena and Jenny's relationship is strained as a result of Jenny's deception. Blair spends time on the Columbia campus a
S3 E21Ex-Husbands and Wives
May 10, 20108.342 min
When things get tense between Rufus and Will, Serena chooses to stand behind her father, while at the Rufus is made to feel like an outsider in his own family. Meanwhile, Jenny deliberately shares information with Will that may ultimately d
S3 E22Last Tango, Then Paris
May 17, 20107.942 min
Blair must decide whether to meet Chuck at the top of the Empire State Building or risk losing their future together. A Gossip Girl gossip bomb involving Dan explodes Serena and Nate's relationship. Dorota and Vanya welcome their baby. Jenn