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Gossip Girl (2007 – 2012)

2007 • 6 seasons • Drama, Mystery • TV-14
On September 26, 2026
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All seasons

Gossip Girl — Season 5

24 episodes · Sep 26, 2011

The season kicked off in sun-drenched Los Angeles, where a revitalized Chuck and Nate made an unexpected visit to Serena. Embracing a spontaneous "yes" philosophy—no matter how daring—Chuck threw himself into life with reckless abandon. Meanwhile, Serena’s film career gained serious momentum, culminating in a full-time job offer. Back home in New York, Dan faced a setback when Vanessa prematurely published a chapter of his novel, while Blair navigated the complexities of wedding planning and a surprising revelation about her pregnancy. As unresolved feelings resurfaced between Blair and Chuck, they impulsively fled together, only to be caught in a devastating car accident that left Chuck fighting for his life and tragically resulted in the loss of Blair’s baby. In the aftermath, Blair found herself unexpectedly bound to Louis. Beyond this central drama, the season explored Nate's venture into the world of online gossip with NYSpectator, the evolving dynamic between Blair and Dan as their friendship deepened into romance, and Chuck’s relentless search for his biological parents—a quest that unearthed the shocking truth: his father, Bart, was still alive. The lingering shadow of CeCe’s death also profoundly impacted Lily and her marriage to Rufus. Ultimately, the season reached a crossroads: Blair confronted a difficult choice between Dan and Chuck, while Lily faced her own reckoning with the return of Bart. With Serena departing town and Dan embarking on a new literary project about the Upper East Side—with an assist from Georgina Sparks—the future for these characters remained uncertain.

1. Yes, Then Zero
Sep 26, 2011 · 41m · 7.5

Hollywood has captured Serena's heart with her new job, though a moment of ambition proves unexpectedly expensive. As the final destination of their summer journey, Chuck and Nate arrive in Los Angeles, finding Serena amidst the glittering …

2. Beauty and the Feast
Oct 3, 2011 · 42m · 7.0

Nate’s path crosses with Diana’s in an unexpected reunion, and she presents him with a compelling proposition. Serena compels Charlie to choose between two distinct lives. Dan turns to Chuck for assistance in preventing the release of his b…

3. The Jewel of Denial
Oct 10, 2011 · 41m · 7.0

Nate faces a difficult choice: whether to compromise his principles at Diana's urging. Meanwhile, Dan has discovered the publisher of his book and seeks assistance in preventing its release, only to find himself thrust into the public eye r…

4. Memoirs of an Invisible Dan
Oct 17, 2011 · 41m · 6.8

After careful consideration, Dan resolved to gather Serena, Blair, Nate, Chuck, Rufus, and Lily, intending to share the truth about his book and hoping for their support at his upcoming book party. Simultaneously, Blair and Louis reached a …

5. The Fasting and the Furious
Oct 24, 2011 · 42m · 7.8

As the family and friends gathered for the solemn observance of Yom Kippur, Blair and Louis navigated a growing conflict with Louis' family. Serena faced a delicate dilemma when her new employer required a choice between her career and her …

6. I Am Number Nine
Nov 7, 2011 · 41m · 7.7

As Blair prepares for her royal wedding, she orchestrates a competition among her former followers and Charlie for the honor of being bridesmaids. Weary of concealing their affection, Nate resolves to use Charlie as a means of stirring Dian…

7. The Big Sleep No More
Nov 14, 2011 · 41m · 6.6

A group of our most discerning Upper East Side residents ventured to see Punchdrunk's unsettling theatrical event, "Sleep No More." The experience, marked by masks and anonymity, culminated in unexpected romantic developments. Elsewhere, Di…

8. All The Pretty Sources
Nov 21, 2011 · 42m · 6.8

Serena meticulously orchestrates a dream bridal shower for Blair, though it’s hardly surprising she must fabricate details to keep the event a secret. Meanwhile, Chuck and Dan choose to spend the day together, seeking solace from their excl…

9. Rhodes To Perdition
Nov 28, 2011 · 41m · 6.4

A buzz of anticipation filled the air as Lily, Charlie, and Serena looked forward to the party planned in honor of CeCe. Nate accepted a new position at the Spectator, but his debut story unexpectedly centered on someone intimately familiar…

10. Riding In Town Cars With Boys
Dec 5, 2011 · 41m · 7.8

Lily hosted a party for Charlie, a deliberate gesture to integrate her into New York society. Simultaneously, Charlie's ex-boyfriend, Max, threatened to disrupt any carefully constructed future she envisioned as an Upper East Side socialite…

11. The End of The Affair?
Jan 16, 2012 · 42m · 7.2

Blair’s memories depict the aftermath of the car accident she shared with Chuck, a tragedy that leads Nate to suspect something more sinister than mere happenstance. Separately, Lily hires a private investigator to track down Charlie, while…

12. Father and the Bride
Jan 23, 2012 · 41m · 6.8

As Blair braced for her forthcoming royal wedding, a bachelorette party was planned, though beneath the surface, others were weaving plots to ensure the night would be unforgettable. Following a revelation about the circumstances of Chuck a…

13. G.G.
Jan 30, 2012 · 41m · 6.8

The highly anticipated hundredth episode begins with a musical dream sequence, bringing together Serena, Blair, and the men who populate their world. Meanwhile, as Chuck grapples with the impending marriage of Blair to Prince Louis, the rea…

14. The Backup Dan
Feb 6, 2012 · 41m · 7.5

A weighty choice looms for Blair, one whose repercussions threaten to wound those closest to her. Serena, driven by loyalty, accepts responsibility for a transgression involving Gossip Girl, shielding someone she cherishes. Meanwhile, Georg…

15. Crazy, Cupid, Love
Feb 13, 2012 · 41m · 7.2

The Upper East Side buzzed with Valentine's Day anticipation, and Blair found herself compelled to orchestrate a little romance for someone dear to her. Georgina, however, harbored a desire for disruption, and resolved to infiltrate Nate’s …

16. Cross Rhodes
Feb 20, 2012 · 41m · 7.5

A sense of privilege washes over Dan upon hearing that Upright Citizens Brigade will be performing excerpts from his book, *Inside*. Blair strives to dispel Serena's doubts, determined to salvage their friendship. Meanwhile, as she departs …

17. The Princess Dowry
Feb 27, 2012 · 41m · 7.0

Blair suspected Cyrus had discovered a possible flaw in their prenuptial agreement. Elsewhere, Chuck and Georgina conspired, though their scheme yielded an unforeseen result. Simultaneously, a family crisis drew William van der Woodsen back…

18. Con-Heir
Apr 2, 2012 · 41m · 7.0

Chuck invited Jack to town to express his gratitude for saving his life, but the visit proved less straightforward than anticipated. Elsewhere, Blair and Dan sought to deepen their burgeoning relationship, only to encounter unforeseen obsta…

19. It Girl, Interrupted
Apr 9, 2012 · 41m · 6.8

Serena resolved to step back from the center of attention, determined to cultivate a new icon on the Upper East Side: the reticent Lola. Her plan began with securing a modeling spot in a Kiki de Montparnasse lingerie show. Simultaneously, C…

20. Salon of the Dead
Apr 16, 2012 · 41m · 6.8

To mark their public acknowledgment of their relationship, Blair and Dan hosted a lavish salon with a distinctly British theme. Guests included Julian Tepper and Jenna Gribbon. Lola landed an audition that could change her career, though th…

21. Despicable B
Apr 23, 2012 · 41m · 6.5

A sense of unease settles upon Blair; she perceives her carefully cultivated position in Upper East Side society beginning to fray, and resolves to safeguard it. Simultaneously, Lily orchestrates a family gathering—inviting William, Carol, …

22. Raiders of the Lost Art
Apr 30, 2012 · 41m · 7.4

A quartet of friends – Chuck, Nate, Blair, Serena, and Lola – conspire to expose what they believe is a scandalous secret connecting Diana and Jack. Concurrently, Dan receives an offer for a coveted summer fellowship in Rome.

23. The Fugitives
May 7, 2012 · 40m · 6.8

When a crucial meeting demands Blair's presence in two locations simultaneously, she asks Serena to step in as her substitute. Elsewhere, Ivy and Lola conspire to assist Chuck with a matter of personal grievance, while Nate reaches a defini…

24. The Return of the Ring
May 14, 2012 · 41m · 6.5

As Gossip Girl escalates her attacks on Blair, surpassing anything she's done before, Serena begins to suspect she may have inadvertently contributed to Blair’s current turmoil. Elsewhere, Nate extends an invitation for Lola to move in, pro…