The BEST Episodes of Gossip Girl
Every episode ever - ranked by fan votes!
Last Updated: Jan 8, 2020
Network: The CW
Privileged teens living on the Upper East Side of New York can hide no secret from the ruthless blogger who is always watching.
#1 - New York, I Love You XOXO
Season 6 - Episode 10 - Aired Dec 17, 2012
In a fashionable farewell to remember, our favorite Upper East Siders join forces for one last soiree, and the shocking identity of Gossip Girl is finally revealed.
#2 - The Wrong Goodbye
Season 4 - Episode 22 - Aired May 16, 2011
The episode continues from the early events of the Constance Alumni event. Georgina Sparks turns up at the event looking for trouble. Serena and Vanessa reluctantly join forces to find Dan and Charlie, who does not take Dan's rejection of her well. Blair must make a choice between the men in her life when her life is in danger from Russell.
#3 - Never Been Marcused
Season 2 - Episode 2 - Aired Sep 8, 2008
Blair is over the moon that she is dating royalty and has every intention of becoming a royal herself, but a scheming Chuck has other plans for Blair and her new love, Marcus, when he introduces Blair to Marcus' stepmother who happens to be Catherine. Meanwhile, Nate learns the downside to having an affair with Catherine when he keeps getting caught in his lies and learns his family has gone bankrupt due to his father jumping bail.
#4 - G.G.
Season 5 - Episode 13 - Aired Jan 30, 2012
The much-anticipated 100th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, while Chuck wrestles with the reality that Blair is about to walk down the aisle with Prince Louis, the return of Georgina Sparks might make the royal affair a royal disaster.
#5 - They Shoot Humphreys, Don't They?
Season 3 - Episode 9 - Aired Nov 9, 2009
Not satisfied with just being Queen of Constance Billard, Jenny sets her sights on becoming the Queen of all the Upper East Side by landing the hottest escort for Cotillion. Meanwhile Dan and Vanessa try to convince Olivia to stay in NY by showing her the "true college experience."
#6 - The Goodbye Gossip Girl
Season 2 - Episode 25 - Aired May 18, 2009
Gossip Girl decides to liven things up at the Constance Billard and St. Jude’s graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena to come up with a plan of attack. The Mean Girls challenge Jenny to throw her hat in the ring to succeed Blair as Queen Bee next year. Lily and Rufus struggle to repair their relationship after Lily’s betrayal. As for the cliffhangers, Blair and Chuck finally… and Serena is shocked by… and Georgina decides to… and Dan, Nate, and Vanessa unknowingly…. Jenny and Eric do something they might end up regretting.
#7 - The Townie
Season 4 - Episode 11 - Aired Dec 6, 2010
Blair and Dan decide to team up to take down an MIA Juliet. The odd couple takes a road trip to Cornwell, where they find Damien Daalgard. He gives Blair and Dan some missing pieces to find out why Juliet is after Serena. Meanwhile, Juliet finds out about Blair and Dan's present in her home town and decides to return to New York to finish what she started. Lily is keeping a secret from Chuck, which Rufus finds out. Nate tells his mother about what the Captain has been up to and she decides to get through with the divorce. When Nate realizes he had it all wrong a last attempt to rescue his parent's marriage fails due to Anne's longing to the rich society of Manhattan.
#8 - Victor (Victrola)
Season 1 - Episode 7 - Aired Nov 7, 2007
Serena and Dan finally accept that they are crazy about each other, despite that they come from polar opposite worlds. Chuck thinks of investing in a club trying to make his father Bart Bass proud of him. Nate confronts his father, about the drugs he found in his house but he denies having a problem. Jenny discovers a secret that her parents have been keeping from her. Finally, Blair is devastated by Nate's actions when Jenny reveals that Nate kissed her by accident thinking she was Serena.
#9 - The Serena Also Rises
Season 2 - Episode 5 - Aired Sep 29, 2008
In the midst of Fashion Week, a furious Blair learns that her mother, Eleanor, at the suggestion of her protege Jenny, has given Serena and her new socialite friend, Poppy Lifton, front row seats to the Eleanor Waldorf show. Hurt once again by Serena's popularity and her mother's betrayal, Blair decides to sabotage the show. Meanwhile, Dan starts hanging out with Chuck, but a walk on the dark side always has its risks and Dan learns that the hard way. Lily learns a secret that her new husband, Bart, has been keeping from her.
#10 - Summer, Kind of Wonderful
Season 2 - Episode 1 - Aired Sep 1, 2008
As the summer draws to a close in the Hamptons, Serena and Nate have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with a married, older woman. Blair returns from abroad with a hot guy on her arm making a very jealous Chuck question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author. While interning for Eleanor Waldorf's company, Jenny sneaks an invite to a much-coveted Hamptons' White Party at which Eric introduces her to socialite Tinsley Mortimer.
#11 - O Brother, Where Bart Thou?
Season 2 - Episode 13 - Aired Dec 8, 2008
The entire Upper East Side of Manhattan is rocked when Bart Bass dies suddenly in a limo accident. Serena and Eric take the news very calmly while Lily has a troubling time despite her mother, Cece's, awkward attempts to comfort her. Chuck begins to blame Lily for his father's death and threatens to reveal a secret that Bart found on her before his accident. Meanwhile, Blair's mother, Eleanor, prepares for her latest marriage to Aaron's father Cyrus.
#12 - Shattered Bass
Season 4 - Episode 21 - Aired May 9, 2011
Charlie is finally starting to feel less like a fish-out-of-water with Serena and her friends, but complications present themselves when Charlie is invited to attend the Constance Billard alumni fundraiser. On the road to "happily ever after" Blair finds herself torn between the men in her life. Jack Bass return to the Upper East Side sets off a chain of events that could end up destroying Chuck and those closest to him.
#13 - Ex-Husbands and Wives
Season 3 - Episode 21 - Aired May 10, 2010
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.
#14 - School Lies
Season 1 - Episode 12 - Aired Jan 2, 2008
Serena, Blair, Nate, Chuck and their class break into the school swimming pool for a night of fun, but when someone nearly dies, the school threatens to expel the person responsible for the break-in. Everyone agrees to not say anything, but this creates major problems between Serena and Dan. Vanessa, while working on a documentary project about private schools, accidentally captures Blair and Chuck discussing their affair. Lily tries to tell Rufus how she really feels about him.
#15 - Roman Holiday
Season 1 - Episode 11 - Aired Dec 19, 2007
Blair's father, Harold, comes home for the holidays with an unexpected guest. Blair cannot hide her disappointment and makes a plan to get rid of Roman forever. Jenny and Vanessa help Serena get the best Christmas present ever for Dan, who has a surprise of his own for Serena. Rufus refuses to remain the understanding husband any longer after Alison's former lover sends a letter to the house.
#16 - Woman on the Verge
Season 1 - Episode 17 - Aired May 12, 2008
After Georgina reveals the true reason Serena left Manhattan, Serena goes back into her old habits. Her friends Blair, Nate, and Chuck, in order to help her, have to put their differences aside. Meanwhile, Rufus is excited when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily is the last person on earth he expects to see at the performance, especially since her wedding rehearsal dinner is the same night.
#17 - Hi, Society
Season 1 - Episode 10 - Aired Dec 5, 2007
Serena's grandmother announces that Serena has to go to Debutante Ball. However, Dan is not what CeCe wants as an escort for Serena, and she makes her opinion heard loud and clear, causing a rift between Serena and Dan. Although they are officially broken up, Nate asks Blair to go to the ball with him. A jealous Nate begins to suspect that Blair is seeing someone else. Jenny finds herself having to make the decision of either attending her mother's art opening or following her dreams to the Debutante Ball, even though her parents don't want her to go.
#18 - There Might be Blood
Season 2 - Episode 9 - Aired Nov 3, 2008
Serena invites Aaron to a charity event, but soon uncovers a secret Aaron has been keeping from her. Thinking it will help her get into Yale, Blair agrees to babysit the 15-year-old daughter of a Yale donor, but her plan quickly backfires. Meanwhile, Jenny and Agnes plan a fashion show.
#19 - You've Got Yale
Season 2 - Episode 16 - Aired Jan 19, 2009
The students are stressed out as they find out who was accepted and who didn't make the cut for early admission to Yale. Meanwhile, Serena bonds with Rachel, her Shakespeare teacher, who is unaware of what Blair has in store for her following receiving her first B. Chuck finds an unlikely ally in his feud with Jack and Nate and Vanessa have a romantic evening together.
#20 - The Blair Bitch Project
Season 1 - Episode 14 - Aired Apr 21, 2008
Having been recently dethroned as Queen Bee, Blair returns to school with the support of Serena to find she is still on the outs with her old friends. Dan visits his mother over spring break, and when he returns, Jenny is on the verge of becoming a full-fledged member of the A-List crowd. Jenny must go to dangerous and even illegal lengths to fit in. Serena struggles to adjust to living with Chuck, and receives disturbing packages from an unknown sender.
#21 - Riding in Town Cars with Boys
Season 5 - Episode 10 - Aired Dec 5, 2011
Lily throws Charlie a party to officially introduce her to New York society. Meanwhile, Charlie’s ex-boyfriend, Max, throws a wrench into Charlie’s future as an Upper East Side princess. Dan decides it may be time to tell Blair the truth about his feelings for her.
#22 - Carrnal Knowledge
Season 2 - Episode 17 - Aired Feb 2, 2009
Blair comes up with a devious plan to take down her new teacher, Rachel. Chuck has no recollection of what happened to him when he wakes up in a hotel. Nate and Vanessa try to help Chuck fill in the missing pieces of his night. Meanwhile Dan and Serena try to keep their relationship together as Rufus and Lily grow even closer.
#23 - The Backup Dan
Season 5 - Episode 14 - Aired Feb 6, 2012
Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most. Serena takes the blame for an incident with Gossip Girl in order to protect someone she loves. Georgina smells the scent of scandal and decides to follow its trail.
#24 - All The Pretty Sources
Season 5 - Episode 8 - Aired Nov 21, 2011
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 information about the shower in order to keep Blair from finding out all the details. Chuck and Dan decide to spend the day together to distract themselves from the fact that they didn’t make the invite list for Blair’s shower. Nate and Serena find a silver bullet in Diana’s war against Gossip Girl, but struggle about whether to use it or not.
#25 - Much 'I Do' About Nothing
Season 1 - Episode 18 - Aired May 19, 2008
Blair takes matters into her own hands to help Serena with the manipulative and evil Georgina Sparks. Lily, while keeping Rufus in her mind, prepares for her wedding with Bart Bass that is designed to be the Upper East Side's social event of the year. Serena finally tells Dan the whole truth about her past and they try to work things out after Dan has cheated on her, but will it be too late? An unexpected guest shows up at Lily and Bart's wedding. Georgina is sent somewhere where she can do no harm. Blair plans to go somewhere with Chuck.