Bölümler
Yazın sonuna yaklaşılırken, Blair ve Chuck birbirleriyle olan ilişkilerine alışmaya devam eder. Serena Avrupa'dan saklayacak yeni sırlarla ve Carter Baizen ile yeni bir ilişkiyle döner. Nate de tatilden döner ve esrarengiz bir kızı, Bree Buckley'i eve getirir. Bu arada Rufus, Dan ve Jenny yazı Hamptons'ta geçirir ve van der Woodsen'ların göz alıcı yaşam tarzına uyum sağlamayı öğrenir.
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 to move into her dorm at Brown, but has a fight with Chuck before hand. This leads her to search out Chuck's enemy, Carter, to help her get even with him. Meanwhile, Nate and Bree's relationship continues to grow despite the tension their relationship could cause between their families.
Blair ve Chuck, Sotheby's'de açık artırmaya çıkan bir şey için göz dikince karşı karşıya gelir. Serena, Carter'ın eski alışkanlıklarına geri dönmüş olabileceğini düşünmeye başlar, Georgina, Dan'e ilgi duyar ve Vanessa, Scott'ta bir sorun olduğunu düşünür.
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, an actress, enrolls and is assigned to be Vanessa's roommate.
Lily ve Rufus düğünlerini bir gün öne çekmeye karar verir, ancak karı koca olmadan önce birisi veya bir şey aralarına girecek mi? Chuck, Carter'ın Serena'dan sakladığı bir sırrı keşfeder. Dan ve Vanessa, Georgina'nın planlarından birine çekilir. Blair, Bree'den şüphelenir ve endişelerini Nate'le paylaşır.
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 problems for the new couple. Serena and Nate team up to help Carter Baizen.
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 helping him with a problem concerning opening night. Dan is unnerved when he finally watches one of Olivia's infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson. Jenny is forced to choose between her relationship with Eric and her new role as Queen Bee. Rufus gets Lily into the Halloween spirit.
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 congress. In the midst of another feud with Serena, Blair befriends a new "it" girl and takes her to an election night party at Chuck's hotel, hoping to make Serena jealous.
Jenny, yalnızca Constance'ın değil tüm Yukarı Doğu Yakası'nın Kraliçe Arısı olmak ister ve Cotillion için en havalı eşi ayarlar. Bu sırada Dan ve Vanessa, Olivia'ya "gerçek üniversite deneyimini" göstererek onu New York'ta kalmaya ikna etmeye çalışır. Leighton Meester'ın yeni single'ı "Somebody to Love" bölümde yer alırken, Plastiscines'ten bir performans da var.
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 Blair and directed by Vanessa. With Blair out of the picture, Serena turns to Nate to help her get through a difficult situation. As a favor to Chuck, Jenny agrees to hang out with Damien, the son of an ambassador who is staying at Chuck's hotel, but the experience proves to be a lot more intriguing than she expected.
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 is supposed to spend Thanksgiving with her parents, but has a fight with her mom and shows up on Dan's doorstep. Rufus learns that Lily has been lying to him about her mother, Cece. Chuck tells Nate that he has some potentially damaging information about one of their friends. Jenny learns that Eric was behind her very public embarrassment at Cotillion and can't pass up a chance to get even. Serena is put in a very awkward position when her mother invites Trip and Maureen to join them for Thanksgiving dinner.
Bart Bass'ın ölüm yıl dönümünde, Chuck geçmişten gelen bir sorunla boğuşurken ciddi bir araba kazası Upper East Side'ı sarsar. Dan ve Vanessa, yeni karmaşıklaşan arkadaşlıklarını yönetmeye çalışır. Jenny sınıf arkadaşlarından birini dövmekle suçlanınca, Eric zor bir ikilemle karşı karşıya kalır.
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 that he needs her help with a drug exchange. Vanessa and Dan attempt to move past the awkwardness of Dan's confession of love. Rufus returns from a ski trip and tries his best to avoid Lily.
Rufus ve Lily, Jenny'nin Damien ile ilişkisinden şüphelenmeye başlar. Chuck, annesi olabilecek ya da olmayacak kadın hakkında daha fazla şey öğrenir. Dan ve Vanessa, başkalarıyla çıkmanın yarattığı tuhaflıkla baş etmeye çalışır.
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 stage of their friendship. Chuck is forced to make an extremely difficult decision about his hotel.
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 have her help with Eleanor's fashion show, but the opportunity takes a big turn for the worse when Jenny learns that Agnes will be one of the models.
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 bump in the road.
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 to be part of the ceremony and walk her down the aisle. Serena tells Nate she is having breakfast with the Humphreys when in reality she's secretly meeting up with Carter Baizen. Rufus discovers that Lily has been lying to him about her whereabouts.
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 Nate continue to have relationship issues, a scheming Jenny is more than happy to be a shoulder for Nate to lean on... Meanwhile, Dan finds out that he didn't get accepted into the Tisch writing program and Vanessa admits she may have been somewhat responsible.
Will'in Upper East Side'a dönüşü, Serena, Lily ve uzun süredir rakibi olan Rufus için sorun yaratmaya devam ediyor. Serena ve Jenny'nin arası, Jenny'nin aldatmacası yüzünden geriliyor. Blair, Columbia kampüsünde vakit geçiriyor ve aslında nereye ait olduğunu fark ediyor... Dan, Vanessa'nın ondan başka bir sır daha sakladığını öğreniyor.
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 destroy Lily and Rufus' marriage. After many failed attempts, Chuck makes one last grand gesture to reconcile with Blair, hoping she will finally accept the fact that they are destined to be together.
Blair, Chuck'la Empire State Binası'nın tepesinde buluşup buluşmamaya karar vermek zorundadır, yoksa birlikteki geleceklerini riske atabilir. Dan'in karıştığı bir Gossip Girl dedikodusu Serena ve Nate'in ilişkisini patlatır. Dorota ve Vanya bebeklerini kucaklarına alır. Jenny dip yapar. Georgina, Upper East Side'a geri döner... ve bir ajandası vardır.