Looking for publicity for his new hotel, Chuck moves his club’s opening and convinces Serena to assist him in getting the word out. Feeling left out, Blair tries to win Chuck’s approval by secretly helping him with a problem concerning the opening night. Meanwhile, Dan get’s nervous after watching one of Olivia’s infamous sex scenes [...]
Vanessa, in an attempt to win her mother’s approval, tries to win the honor of giving the freshman toast at NYU but must square off against Blair in order to do so. Meanwhile, Dan invites Olivia to meet Rufus and Lily, which causes problems for the couple. Serena and Nate work together to help Carter.
Lily and Rufus decide to move up their wedding day, but someone or something may come between them before the day arrives. Chuck learns a secret that Carter has been keeping from Serena. Dan and Vanessa are pulled into one of Georgina’s schemes, as Blair tells Nate about her suspicions about Bree.
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 [...]
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 wrong with Scott.
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 the Queen status. Serena gets ready to move into her dorm at Brown, but has a fight with [...]
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 brings home a mysterious girl, Bree Buckley. Meanwhile, Rufus, Dan and Jenny spend [...]
When Gossip Girl sends out an e-mail during graduation, Serena must come up with a plan of attack. Meanwhile, The Mean Girls challenge Jenny to be Blair’s successor as Queen Bee, and Lily and Rufus work to repair their relationship.
In a flashback to the 1980s, then 17-year-old Lily Rhodes heads to Los Angeles to reconnect with her parents after getting kicked out of boarding school. Meanwhile in present day, Blair and Nate go to their senior prom together, but Chuck ensures the night does not go as planned.
Blair pressures Georgina into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate and Chuck over Blair comes to a head. Lily hatches a secret plan to help Rufus with Dan’s college tuition.
