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The Best Episodes of Gossip Girl Season 1

Every episode of Gossip Girl Season 1 ranked from best to worst. Discover the Best Episodes of Gossip Girl Season 1!

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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 1 Episode 1 - Pilot
    7.5/10(2199 votes)

    #1 - Pilot

    S1:E1

    "It girl" Serena van der Woodsen has returned to Manhattan after a mysterious and self-imposed exile to boarding school. Serena's best friend, Blair Waldorf, has conflicted feelings about her friend's return since she has enjoyed being the Queen Bee during Serena's absence and might not be ready to relinquish her new position on the social ladder, not to mention the fact that she has always suspected there may be unspoken feelings between Serena and her longtime boyfriend, Nate.

    Director:Mark Piznarski
    Writers:Josh Schwartz, Stephanie Savage

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  2. Gossip Girl Season 1 Episode 2 - The Wild Brunch
    7.4/10(1604 votes)

    #2 - The Wild Brunch

    S1:E2

    It's the day right after the Kiss on the Lips party and Serena receives a cold reception from her former best friend Blair. Blair reveals that she knows that Serena and Nate slept together, before Serena mysteriously went to boarding school. Then Serena decides to take Dan to Chuck's fundraiser brunch at The Palace. Meanwhile little Jenny asks Blair for advice, and Blair realizes that she maybe gains something by allowing Jenny into her inner circle.

    Director:Mark Piznarski
    Writers:Josh Schwartz, Stephanie Savage

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  3. Gossip Girl Season 1 Episode 3 - Poison Ivy
    7.5/10(1430 votes)

    #3 - Poison Ivy

    S1:E3

    It's Ivy week for the Upper East Side teens of Constance Billiard and St. Jude's and the visiting representatives' arrival brings more than just college applications. Cut-throat rivalry is at its sharpest this week as the students compete for prestigious positions. Blair discovers a shocking but juicy secret about Serena and plots to drop the bomb at the best possible moment. Dan is sure that landing the coveted usher position with the Dartmouth rep will either make or break his future at the school. Unfortunately, it's Nate who nabs the position, despite total disinterest in the school. Meanwhile, Jenny gets closer to Serena's younger brother Eric and Rufus asks Lily for a favor.

    Director:J. Miller Tobin
    Writer:Felicia D. Henderson

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  4. Gossip Girl Season 1 Episode 4 - Bad News Blair
    7.4/10(1403 votes)

    #4 - Bad News Blair

    S1:E4

    Blair gets excited when her mother, Eleanor, chooses her to be the new face of her clothing line. However, Blair's happiness turns quickly into feelings of betrayal and jealousy when Serena takes her spotlight and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan remember once again that they come from two very different worlds. Also, Nate and Chuck do a boys weekend to blow off steam after Ivy Week ends.

    Director:Patrick R. Norris
    Writer:Joshua Safran

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  5. Gossip Girl Season 1 Episode 5 - Dare Devil
    7.6/10(1351 votes)

    #5 - Dare Devil

    S1:E5

    It's their first official date and Dan tries to impress Serena with an elaborate plan for the date, but fails to understand that Serena is happier with beer than champagne. That same night Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high stakes game of "Truth or Dare". Meanwhile, Lily finds out that Erik is missing from the treatment center, and she finds herself seeking help from her ex-boyfriend, Rufus.

    Director:Jamie Babbit
    Writer:Lenn K. Rosenfeld

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  6. Gossip Girl Season 1 Episode 6 - The Handmaiden's Tale
    7.5/10(1323 votes)

    #6 - The Handmaiden's Tale

    S1:E6

    Dan finds himself between two girls when his childhood friend, Vanessa, returns to N.Y. and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At the masked ball, Blair sends Nate on a scavenger hunt, but Nate is distracted by his feelings for Serena. Although Blair said that outsiders were not welcome to the party, a disguised Jenny and Dan sneak into the ball. Finally, Lily asks Rufus to accompany her to an Eleanor Waldorf event only to make Bart Bass jealous.

    Director:Norman Buckley
    Writer:Jessica Queller

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  7. Gossip Girl Season 1 Episode 7 - Victor, Victrola
    8.0/10(1541 votes)

    #7 - Victor, Victrola

    S1:E7

    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.

    Director:Tony Wharmby
    Writer:K.J. Steinberg

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  8. Gossip Girl Season 1 Episode 8 - Seventeen Candles
    7.7/10(1275 votes)

    #8 - Seventeen Candles

    S1:E8

    Blair is feeling heartbroken and guilty by the current state of her relationship with Nate and her recent indiscretion. But she manages to put on a happy face for her 17th birthday party and attempts to hide her feelings from her friends. Hoping that Serena and Vanessa can bond, Dan takes Vanessa to Blair's birthday party. Jenny brings her mother home as a surprise, but Rufus isn't ready to forgive and forget. Finally, Nate's parents ask him to make a huge sacrifice to save his father's business.

    Director:Lee Shallat Chemel
    Writers:Joshua Safran, Felicia D. Henderson

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  9. Gossip Girl Season 1 Episode 9 - Blair Waldorf Must Pie!
    7.6/10(1273 votes)

    #9 - Blair Waldorf Must Pie!

    S1:E9

    Dan invites Serena and her family to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily. The children are unaware of their complicated romantic past. Meanwhile, Blair's freaks out when she learns that her father isn't coming home for Thanksgiving. Nate spends the holiday with his family, but their awkward dinner quickly goes from bad to worse.

    Director:Mark Piznarski
    Writers:Jessica Queller, K.J. Steinberg

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  10. Gossip Girl Season 1 Episode 10 - Hi, Society
    7.8/10(1321 votes)

    #10 - Hi, Society

    S1:E10

    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.

    Director:Patrick R. Norris
    Writer:Joshua Safran

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  11. Gossip Girl Season 1 Episode 11 - Roman Holiday
    7.6/10(1222 votes)

    #11 - Roman Holiday

    S1:E11

    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.

    Director:Michael Fields
    Writer:Jessica Queller

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  12. Gossip Girl Season 1 Episode 12 - School Lies
    7.5/10(1204 votes)

    #12 - School Lies

    S1:E12

    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.

    Director:Tony Wharmby
    Writer:Lenn K. Rosenfeld

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  13. Gossip Girl Season 1 Episode 13 - The Thin Line Between Chuck and Nate
    7.8/10(1211 votes)

    #13 - The Thin Line Between Chuck and Nate

    S1:E13

    Gossip Girl reports that Serena van der Woodsen was seen buying pregnancy tests. Of course, on the Upper East Side, the truth is often even juicier and more scandalous than the gossip. Nate finds out about Blair and Chuck's affair. And when everyone else finds out what happened Blair's life comes crashing down. Meanwhile, Dan struggles to tell Serena those three special words.

    Director:Norman Buckley
    Writer:Felicia D. Henderson

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  14. Gossip Girl Season 1 Episode 14 - The Blair Bitch Project
    7.8/10(1251 votes)

    #14 - The Blair Bitch Project

    S1:E14

    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.

    Director:J. Miller Tobin
    Writer:K.J. Steinberg

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  15. Gossip Girl Season 1 Episode 15 - Desperately Seeking Serena
    7.5/10(1176 votes)

    #15 - Desperately Seeking Serena

    S1:E15

    Serena's world descends into chaos when a former friend, the evil Georgina Sparks returns to town. Nate connects with the last person he expected, Vanessa. Blair hatches a plan to sabotage her biggest rival, Nelly Yuki. Meanwhile Serena goes out with Georgina, but things get so bad that Serena thinks someone spiked her non-alcoholic drink. Jenny develops a crush on a dog-walker, Asher Hornsby, who might be her ticket to permanent popularity.

    Director:Michael Fields
    Writer:Felicia D. Henderson

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  16. Gossip Girl Season 1 Episode 16 - All About My Brother
    8.0/10(1247 votes)

    #16 - All About My Brother

    S1:E16

    Georgina informs Serena that she can reveal a deep dark secret from Serena's past, but no one is prepared for what Georgina does next. Blair and Jenny's power struggle continues when each of them start spreading scandalous rumors about each other on Gossip Girl. Dan sees Jenny's new beau, Asher, cheating on her, but Jenny won't listen to him. Rufus goes to Lily for advice on how to handle Jenny's new behavior. Serena tries to confront Georgina, but she leaves before Serena has a chance. After this, Serena says that she and Georgina are not friends.

    Director:Janice Cooke
    Writer:Paul Sciarrotta

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  17. Gossip Girl Season 1 Episode 17 - Woman on the Verge
    8.1/10(1214 votes)

    #17 - Woman on the Verge

    S1:E17

    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.

    Director:Tony Wharmby
    Writer:Joshua Safran

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  18. Gossip Girl Season 1 Episode 18 - Much 'I Do' About Nothing
    7.8/10(1254 votes)

    #18 - Much 'I Do' About Nothing

    S1:E18

    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.

    Director:Norman Buckley
    Writers:Josh Schwartz, Stephanie Savage

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Season 1 Ratings Summary

"Pilot" is the best rated episode of "Gossip Girl" season 1. It scored 7.5/10 based on 2199 votes. Directed by Mark Piznarski and written by Josh Schwartz, Stephanie Savage, it aired on 9/19/2007. This episode is rated 0.1 points higher than the second-best, "The Wild Brunch".