Gossip Girl - Season 5

The season began in Los Angeles when a re-energized Chuck and Nate decided to pay Serena a visit. Chuck has a newfound philosophy and says "yes" to everything, even death defying stunts. Serena continues to work on the movie set, and is offered a full-time job at the end of the episode. Nate begins an affair with an older woman, Diana Payne, who may have an ulterior motive for being with Nate. Back in New York, Dan learns that Vanessa has published one chapter of his novel, and Blair continues to plan her wedding to Louis, and she also learns she is pregnant. After realizing she still had feelings for Chuck, Blair and Chuck decide to go away together, but their car crashes. As a result of the crash Blair loses her baby, Chuck nearly dies, and Blair eventually marries Louis. The season also focuses on Nate running an online gossip site NYSpectator, Blair and Dan's friendship turning into a relationship, Chuck's quest to find his real parents which leads him to discover that his father, Bart, is still alive, and the effects of CeCe's death on Lily and her marriage to Rufus. At the end of the season, Blair makes a choice between Dan and Chuck, and Lily makes a choice between Rufus and Bart. Serena is seen leaving town while Dan decides to write a new book about the Upper East Side, with the help of Georgina.

24 Episodes

Yes, Then Zero

Season 5 - Episode 1

Serena loves her new job in Hollywood, but makes a costly misstep when she tries to impress her boss. Chuck and Nate arrive in Los Angeles a...

Beauty and the Feast

Season 5 - Episode 2

Nate reconnects unexpectedly with Diana, who offers him an exciting opportunity. Serena forces Charlie to decide which world she wants to em...

The Jewel of Denial

Season 5 - Episode 3

Nate must decide whether to cross moral lines at Diana’s request. Dan has figured out who is publishing his book, and seeks help to stop it,...

Memoirs of an Invisible Dan

Season 5 - Episode 4

After much deliberation, Dan decides to gather Serena, Blair, Nate, Chuck, Rufus and Lily to reveal the truth about his book in the hope th...

The Fasting and the Furious

Season 5 - Episode 5

In the midst of celebrating Yom Kippur with family and friends, Blair and Louis find themselves in a power struggle with Louis' family. Sere...

I Am Number Nine

Season 5 - Episode 6

Blair makes all of her former minions and Charlie compete to secure the coveted bridesmaid spots in her upcoming royal wedding. Nate is tire...

The Big Sleep No More

Season 5 - Episode 7

Several of our favorite Upper East Siders attend a performance of Punchdrunk’s provocative theater experience, “Sleep No More,” which transl...

All The Pretty Sources

Season 5 - Episode 8

Serena is hard at work planning a dream bridal shower for Blair, but it should come as no surprise that Serena has to plant some false infor...

Rhodes To Perdition

Season 5 - Episode 9

Lily, Charlie and Serena eagerly anticipate the Studio 54 party being thrown in CeCe’s honor. Nate takes on a new role at the Spectator, but...

Riding In Town Cars With Boys

Season 5 - Episode 10

Lily throws Charlie a party to officially introduce her to New York society. Meanwhile, Charlie’s ex-boyfriend, Max, throws a wrench into C...

The End of The Affair?

Season 5 - Episode 11

Blair's flashbacks reveal the fallout of her and Chuck's car accident, which Nate realizes may have been caused by foul play. Meanwhile, Lil...

Father and the Bride

Season 5 - Episode 12

Blair prepares to celebrate her upcoming royal wedding with a bachelorette party, but others scheme behind her back to make this a night to ...

G.G.

Season 5 - Episode 13

The much-anticipated 100th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, whi...

The Backup Dan

Season 5 - Episode 14

Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most. Serena takes the blame fo...

Crazy, Cupid, Love

Season 5 - Episode 15

It’s Valentine’s Day on the Upper East Side and Blair can’t resist playing cupid for someone she loves. Georgina is intent on stirring up mo...

Cross Rhodes

Season 5 - Episode 16

Dan feels honored when he learns that Upright Citizen’s Brigade is performing excerpts from his book, Inside. Blair tries to prove Serena’s ...

The Princess Dowry

Season 5 - Episode 17

Blair thinks Cyrus may have found a potential loophole in her prenup. Chuck and Georgina partner up in a scheme, but it has an unpredictable...

Con-Heir

Season 5 - Episode 18

Chuck invites Jack to town to thank him for saving his life, but finds the trip doesn’t go exactly as planned. Blair and Dan attempt to cons...

It Girl, Interrupted

Season 5 - Episode 19

Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola the next “It Girl” of the Upper East Side, sta...

Salon of the Dead

Season 5 - Episode 20

To celebrate their official coming out as a couple, Blair and Dan host a glamorous British-themed Salon, including guests Julian Tepper and ...

Despicable B

Season 5 - Episode 21

Blair feels like her Upper East Side status might be slipping away and devises a plan to assure that doesn’t happen. Meanwhile, Lily throws ...

Raiders of the Lost Art

Season 5 - Episode 22

Chuck, Nate, Blair, Serena and Lola team up to uncover what they think is an explosive secret between Diana and Jack. Meanwhile, Dan is offe...

The Fugitives

Season 5 - Episode 23

Blair enlists Serena to be her stand-in at an important meeting when Blair finds herself needing to be in two places at the same time. Meanw...

The Return of the Ring

Season 5 - Episode 24

When Gossip Girl goes after Blair as she’s never done before, Serena admits she may have unintentionally played an important role in Blair’s...