The BEST episodes of Gossip Girl season 2

Every episode of Gossip Girl season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Gossip Girl season 2!

Gossip Girl, a ruthless and mysterious blogger reveals secrets about the lives of privileged upper-class adolescents living in Manhattan's Upper East Side.

Last Updated: 12/9/2024Network: The CWStatus: Ended
The Goodbye Gossip Girl
star
8.01
846 votes

#1 - The Goodbye Gossip Girl

Season 2 - Episode 25 - Aired 5/18/2009

Gossip Girl decides to liven things up at graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony. Lily and Rufus struggle to repair their relationship.

Directors: Norman Buckley
Watch Now:Amazon
Never Been Marcused
star
8.01
1025 votes

#2 - Never Been Marcused

Season 2 - Episode 2 - Aired 9/8/2008

Blair is over the moon about dating royalty, but a scheming Chuck has other plans for her. Nate learns the downside to having an affair while Serena and Dan keep their recent hook up a secret.

Directors: Michael Fields
Watch Now:Amazon
O Brother, Where Bart Thou?
star
7.93
1057 votes

#3 - O Brother, Where Bart Thou?

Season 2 - Episode 13 - Aired 12/8/2008

A sudden and tragic event impacts the lives of everyone on the Upper East Side.

Directors: Joe Lazarov
Watch Now:Amazon
Summer, Kind of Wonderful
star
7.92
1120 votes

#4 - Summer, Kind of Wonderful

Season 2 - Episode 1 - Aired 9/1/2008

As the summer draws to a close, Serena and Nate pretend they are in a relationship. Blair returns from abroad with a new man and Jenny sneaks an invite to a much-coveted Hamptons' White Party.

Directors: J. Miller Tobin
Watch Now:Amazon
The Serena Also Rises
star
7.89
948 votes

#5 - The Serena Also Rises

Season 2 - Episode 5 - Aired 9/29/2008

In the midst of Fashion Week, a furious Blair decides to sabotage her mother's show. Meanwhile, Dan starts hanging out with Chuck.

Watch Now:Amazon
Carrnal Knowledge
star
7.79
919 votes

#6 - Carrnal Knowledge

Season 2 - Episode 17 - Aired 2/2/2009

Blair comes up with a devious plan to take down her new teacher. Chuck has no recollection of what happened to him when he wakes up in a hotel.

Watch Now:Amazon
You've Got Yale
star
7.78
927 votes

#7 - You've Got Yale

Season 2 - Episode 16 - Aired 1/19/2009

The students are stressed out as they find out who was accepted for early admission to Yale. Chuck finds an unlikely ally in his feud with Jack.

Directors: Janice Cooke
Watch Now:Amazon
There Might be Blood
star
7.75
844 votes

#8 - There Might be Blood

Season 2 - Episode 9 - Aired 11/3/2008

Serena uncovers a secret Aaron has been keeping from her. Blair agrees to babysit the 15-year-old daughter of a Yale donor. Meanwhile, Jenny and Agnes plan a fashion show.

Directors: Michael Fields
Watch Now:Amazon
Chuck in Real Life
star
7.73
979 votes

#9 - Chuck in Real Life

Season 2 - Episode 7 - Aired 10/20/2008

Blair seeks revenge against Vanessa. Serena rebels at Lily and Barts housewarming party. Dan and Jenny discover a secret that Nate has been hiding.

Directors: Tony Wharmby
Watch Now:Amazon
The Magnificent Archibalds
star
7.72
954 votes

#10 - The Magnificent Archibalds

Season 2 - Episode 11 - Aired 11/17/2008

Blair is offended when her mom's new boyfriend ruins her Thanksgiving traditions. Lily attempts to strengthen the frail bond between Rufus and Jenny. Eric discovers a secret about Bart.

Directors: Jean de Segonzac
Watch Now:Amazon
The Ex-Files
star
7.70
949 votes

#11 - The Ex-Files

Season 2 - Episode 4 - Aired 9/22/2008

Blair and her minions decide to befriend the new girl, Amanda, in order to sabotage her possible new relationship with Dan. Vanessa discovers a scandalous secret about Catherine.

Directors: Jim McKay (II)
Writer: Robert Hull
Watch Now:Amazon
Seder Anything
star
7.70
947 votes

#12 - Seder Anything

Season 2 - Episode 21 - Aired 4/20/2009

Serena returns from her trip to Spain with Poppy and Gabriel. Blair makes a secret deal with Nate's grandfather. Dan takes a job to earn money for college.

Directors: John Stephens
Watch Now:Amazon
Gone with the Will
star
7.66
900 votes

#13 - Gone with the Will

Season 2 - Episode 15 - Aired 1/12/2009

Bart's will reveals what will come of the Bass empire. Meanwhile, Dan uncovers Rufus and Lily's secret, putting him in an awkward position.

Directors: Tricia Brock
Watch Now:Amazon
The Dark Night
star
7.65
944 votes

#14 - The Dark Night

Season 2 - Episode 3 - Aired 9/15/2008

Blair and Chuck question the lack of passion in their relationships. Nate struggles with his feelings for Vanessa and his relationship with Catherine. Serena and Dan are forced to confront their issues.

Directors: Janice Cooke
Watch Now:Amazon
In The Realm of the Basses
star
7.63
986 votes

#15 - In The Realm of the Basses

Season 2 - Episode 14 - Aired 1/5/2009

Chuck's uncle Jack arrives in the city. Blair focuses on being accepted into the most prestigious ladies club in the city and Jenny returns to Constance Billard.

Directors: Tony Wharmby
Watch Now:Amazon
Valley Girls
star
7.61
851 votes

#16 - Valley Girls

Season 2 - Episode 24 - Aired 5/11/2009

In a flashback, Lily runs away to Los Angeles, reconnecting with her parents. Back in present day, Blair and Nate attend prom together, but the evening doesn't turn out as planned.

Directors: Mark Piznarski
Watch Now:Amazon
It's a Wonderful Lie
star
7.58
928 votes

#17 - It's a Wonderful Lie

Season 2 - Episode 12 - Aired 12/1/2008

As the annual Snowflake Ball approaches, Blair and Chuck make a bet that they can find the perfect date for one another. Aaron's ex-girlfriend expresses interest in Dan, creating mixed feelings for Serena.

Writer: Robert Hull
Watch Now:Amazon
New Haven Can Wait
star
7.58
1013 votes

#18 - New Haven Can Wait

Season 2 - Episode 6 - Aired 10/13/2008

After they get into a fight, Serena decides to get even with Blair. Dan discovers that none of his recommendation letters for Yale were ever submitted.

Directors: Norman Buckley
Watch Now:Amazon
Pret-a-Poor-J
star
7.57
940 votes

#19 - Pret-a-Poor-J

Season 2 - Episode 8 - Aired 10/27/2008

Jenny befriends a young model, who encourages Jenny to explore her wild side. Serena meets an artist, and realizes they have an instant chemistry. Blair attempts to seduce Chuck.

Watch Now:Amazon
The Wrath of Con
star
7.51
875 votes

#20 - The Wrath of Con

Season 2 - Episode 23 - Aired 5/4/2009

Blair puts pressure on Georgina to help her in a scheme. The rivalry between Nate and Chuck reaches a boiling point. Lily makes a secret plan to help Rufus.

Directors: Janice Cooke
Writer: Sara Goodman
Watch Now:Amazon
The Grandfather
star
7.46
919 votes

#21 - The Grandfather

Season 2 - Episode 19 - Aired 3/23/2009

Devastated by the turn her life has taken, Blair opts for a wild lifestyle instead of her perfect Waldorf life. Vanessa tries to convince Nate that he needs to move on after his mother's family abandoned them.

Directors: J. Miller Tobin
Watch Now:Amazon
The Age of Dissonance
star
7.45
888 votes

#22 - The Age of Dissonance

Season 2 - Episode 18 - Aired 3/16/2009

The Constance Billard and St. Jude seniors put on a production of "The Age of Innocence." Chuck finds help in an unlikely friend.

Directors: Norman Buckley
Southern Gentlemen Prefer Blondes
star
7.38
961 votes

#23 - Southern Gentlemen Prefer Blondes

Season 2 - Episode 22 - Aired 4/27/2009

Georgina returns to the Upper East Side. Chuck and Nate's relationship is at a crossroads. Serena's relationship with Gabriel gets more complicated.

Bonfire of the Vanity
star
7.31
982 votes

#24 - Bonfire of the Vanity

Season 2 - Episode 10 - Aired 11/10/2008

Blair tries break up her mother and her new man. Jenny moves in with Agnes. Serena learns something that may derail her relationship with Aaron and Dan interviews Bart Bass for an article.

Directors: David Von Ancken
Remains of the J
star
7.15
949 votes

#25 - Remains of the J

Season 2 - Episode 20 - Aired 3/30/2009

Serena throws Jenny a sixteenth birthday party, but things spin out of control. Vanessa agrees to help Chuck. Rufus searches for a way to cover Dan's college tuition.