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The Best Episodes of Gossip Girl Season 5

Every episode of Gossip Girl Season 5 ranked from best to worst. Discover the Best Episodes of Gossip Girl Season 5!

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An exclusive group of privileged teens from a posh prep school on Manhattan's Upper East Side whose lives revolve around the blog of the all-knowing albeit ultra-secretive Gossip Girl.

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Episode Rankings

  1. #1 Fan Favorite
    Gossip Girl Season 5 Episode 1 - Yes, Then Zero
    7.5/10(824 votes)

    #1 - Yes, Then Zero

    S5:E1

    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 as the last stop of their Lost Summer trip, joining Serena at a glamorous Hollywood Hills party, where Nate meets a sexy older woman. Blair and Louis return from Monaco and begin planning their royal wedding, but when Louis refuses to stand up to his family and support Blair’s choices, his weakness threatens their relationship. A magazine is planning to run an excerpt of Dan’s book until an unlikely ally steps in to help him kill the story.

    Director:Mark Piznarski
    Writer:Joshua Safran

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  2. Gossip Girl Season 5 Episode 2 - Beauty and the Feast
    7.2/10(684 votes)

    #2 - Beauty and the Feast

    S5:E2

    Nate reconnects unexpectedly with Diana, who offers him an exciting opportunity. Serena forces Charlie to decide which world she wants to embrace. Dan seeks out Chuck’s help to stop the publication of his book, but discovers it is Chuck who needs the help. Blair’s future sister-in-law, Beatrice, arrives from Monaco, but her motives with Blair may be more than just to get acquainted.

    Director:Mark Piznarski
    Writer:Sara Goodman

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  3. Gossip Girl Season 5 Episode 3 - The Jewel of Denial
    7.5/10(644 votes)

    #3 - The Jewel of Denial

    S5:E3

    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, but he ends up in the spotlight anyway. Chuck helps Dan come to terms with his fate, just as Dan continues to try to help Chuck break through his emotional block. Serena and Charlie return to the Upper East Side from California.

    Director:Larry Shaw
    Writer:Amanda Lasher

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  4. Gossip Girl Season 5 Episode 4 - Memoirs of an Invisible Dan
    7.8/10(686 votes)

    #4 - Memoirs of an Invisible Dan

    S5:E4

    After much deliberation, Dan decides to gather Serena, Blair, Nate, Chuck, Rufus and Lily to reveal the truth about his book in the hope that they will support him at his book party. Meanwhile, Blair and Louis hit a crises point after Louis reads Dan's book. Diana learns incriminating information about one of Nate's friends and uses it to her advantage.

    Director:Tate Donovan
    Writer:Amy Harris

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  5. Gossip Girl Season 5 Episode 5 - The Fasting and the Furious
    7.2/10(648 votes)

    #5 - The Fasting and the Furious

    S5:E5

    In the midst of celebrating Yom Kippur with family and friends, Blair and Louis find themselves in a power struggle with Louis' family. Serena's boss puts Serena in the awkward position of choosing between her new job and her relationship with Dan. Diana prepares to debut the New York Spectator, but an unfortunate last-minute surprise delays the launch and Diana expects Nate to do whatever it takes to save the day.

    Director:Joe Lazarov
    Writer:Peter Elkoff

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  6. Gossip Girl Season 5 Episode 6 - I Am Number Nine
    7.6/10(653 votes)

    #6 - I Am Number Nine

    S5:E6

    Blair makes all of her former minions and Charlie compete to secure the coveted bridesmaid spots in her upcoming royal wedding. Nate is tired of keeping his relationship with Diana a secret, so he decides to use Charlie to make Diana jealous. Serena's boss is determined to acquire the film rights to Dan's book, so Serena must put her personal feelings about Dan and the book aside in order to close the deal.

    Director:Andy Wolk
    Writer:Jake Coburn

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  7. Gossip Girl Season 5 Episode 7 - The Big Sleep No More
    7.1/10(664 votes)

    #7 - The Big Sleep No More

    S5:E7

    Several of our favorite Upper East Siders attend a performance of Punchdrunk’s provocative theater experience, “Sleep No More,” which translates to masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana sets her sights on Serena in her quest to ruin Gossip Girl. Dan is out on his book tour, but things aren’t exactly as they appear to his friends and family.

    Director:Andy Wolk
    Writer:Dan Steele

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  8. Gossip Girl Season 5 Episode 8 - All The Pretty Sources
    7.5/10(628 votes)

    #8 - All The Pretty Sources

    S5:E8

    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.

    Director:Cherie Nowlan
    Writer:Austin Winsberg

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  9. Gossip Girl Season 5 Episode 9 - Rhodes To Perdition
    7.3/10(634 votes)

    #9 - Rhodes To Perdition

    S5:E9

    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 his first big story turns out to be about someone he knows all too well. Blair turns to an unlikely person for help.

    Director:Andrew McCarthy
    Writer:Natalie Krinsky

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  10. Gossip Girl Season 5 Episode 10 - Riding In Town Cars With Boys
    8.0/10(754 votes)

    #10 - Riding In Town Cars With Boys

    S5:E10

    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.

    Director:Vincent Misiano
    Writer:Amanda Lasher

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  11. Gossip Girl Season 5 Episode 11 - The End of The Affair?
    6.8/10(783 votes)

    #11 - The End of The Affair?

    S5:E11

    Blair's flashbacks reveal the fallout of her and Chuck's car accident, which Nate realizes may have been caused by foul play. Meanwhile, Lily gets a private eye to locate Charlie; and Vera Wang makes an appearance at Blair's bridal-dress fitting.

    Director:Michael Grossman
    Writer:Sara Goodman

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  12. Gossip Girl Season 5 Episode 12 - Father and the Bride
    7.3/10(646 votes)

    #12 - Father and the Bride

    S5:E12

    Blair prepares to celebrate her upcoming royal wedding with a bachelorette party, but others scheme behind her back to make this a night to remember. After discovering the truth behind Chuck and Blair’s car accident, Nate joins forces with a surprising ally to gather the evidence. Serena and Dan pretend to be dating again to protect someone close to them.

    Director:Amy Heckerling
    Writer:Peter Elkoff

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  13. Gossip Girl Season 5 Episode 13 - G.G.
    8.3/10(881 votes)

    #13 - G.G.

    S5:E13

    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.

    Director:Mark Piznarski
    Writer:Joshua Safran

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  14. Gossip Girl Season 5 Episode 14 - The Backup Dan
    7.7/10(661 votes)

    #14 - The Backup Dan

    S5:E14

    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.

    Director:David Warren
    Writer:Matt Whitney

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  15. Gossip Girl Season 5 Episode 15 - Crazy, Cupid, Love
    7.5/10(684 votes)

    #15 - Crazy, Cupid, Love

    S5:E15

    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 more drama, so she decides to crash Nate’s Valentine’s Day party. Meanwhile, Serena is shocked by something she witnesses at the party.

    Director:Matthew Penn
    Writer:Austin Winsberg

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  16. Gossip Girl Season 5 Episode 16 - Cross Rhodes
    7.6/10(653 votes)

    #16 - Cross Rhodes

    S5:E16

    Dan feels honored when he learns that Upright Citizen’s Brigade is performing excerpts from his book, Inside. Blair tries to prove Serena’s suspicions wrong in order to save their friendship.. On her way out of town, Ivy ends up on a collision course with the van der Woodsens.

    Director:John Terlesky
    Writer:Amy Harris

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  17. Gossip Girl Season 5 Episode 17 - The Princess Dowry
    7.5/10(661 votes)

    #17 - The Princess Dowry

    S5:E17

    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 outcome.. Meanwhile, a family crisis brings William van der Woodsen back to the Upper East Side.

    Director:Andrew McCarthy
    Writer:Jake Coburn

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  18. Gossip Girl Season 5 Episode 18 - Con-Heir
    7.2/10(660 votes)

    #18 - Con-Heir

    S5:E18

    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 consummate their new relationship -- but unexpected roadblocks get in their way. Meanwhile, Ivy finds an unlikely ally in William in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper.

    Director:Joe Lazarov
    Writer:Annemarie Navar-Gill

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  19. Gossip Girl Season 5 Episode 19 - It Girl, Interrupted
    7.0/10(627 votes)

    #19 - It Girl, Interrupted

    S5:E19

    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, starting with modeling at a Kiki de Montparnasse lingerie show. Meanwhile, Chuck reaches out to Blair or advice about his past, and Diana Payne’s return to The Spectator starts a power struggle with Nate.

    Director:Omar Madha
    Writer:Amanda Lasher

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  20. Gossip Girl Season 5 Episode 20 - Salon of the Dead
    7.4/10(627 votes)

    #20 - Salon of the Dead

    S5:E20

    To celebrate their official coming out as a couple, Blair and Dan host a glamorous British-themed Salon, including guests Julian Tepper and Jenna Gribbon Lola lands the audition of a lifetime, but Gossip Girl may have other plans for the Upper East Side’s latest It Girl. Meanwhile, Lily and Rufus disagree over the best way to handle the Ivy situation, and Serena and Diana face-off over secrets they both would prefer remain secrets.

    Director:Norman Buckley
    Writer:Natalie Krinsky

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  21. Gossip Girl Season 5 Episode 21 - Despicable B
    7.2/10(636 votes)

    #21 - Despicable B

    S5:E21

    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 a family gathering – including William, Carol and Lola – in an attempt to prove the van der Woodsen family is as united as ever. Finally, Nate digs into Diana’s past and is surprised by what he discovers.

    Director:David Warren
    Writer:Austin Winsberg

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  22. Gossip Girl Season 5 Episode 22 - Raiders of the Lost Art
    7.9/10(670 votes)

    #22 - Raiders of the Lost Art

    S5:E22

    Chuck, Nate, Blair, Serena and Lola team up to uncover what they think is an explosive secret between Diana and Jack. Meanwhile, Dan is offered a prestigious fellowship in Rome for the summer.

    Director:Bart Wenrich
    Writer:Jake Coburn

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  23. Gossip Girl Season 5 Episode 23 - The Fugitives
    7.5/10(602 votes)

    #23 - The Fugitives

    S5:E23

    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. Meanwhile, Ivy and Lola team up to help Chuck with a personal vendetta, and Nate makes a decision about the future with Diana Payne.

    Director:Andy Wolk
    Writer:Matt Whitney

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  24. Gossip Girl Season 5 Episode 24 - The Return of the Ring
    7.6/10(729 votes)

    #24 - The Return of the Ring

    S5:E24

    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 latest nightmare. Meanwhile, Nate invites Lola to move in with him, and Lily must make a big decision about the future of her marriage. Finally, by episode’s end, Blair will make a choice between the two men in her life…will it be Chuck or will it be Dan?

    Director:J. Miller Tobin
    Writer:Sara Goodman

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Season 5 Ratings Summary

"Yes, Then Zero" is the best rated episode of "Gossip Girl" season 5. It scored 7.5/10 based on 824 votes. Directed by Mark Piznarski and written by Joshua Safran, it aired on 9/26/2011. This episode is rated 0.3 points higher than the second-best, "Beauty and the Feast".