Every Halloween Episode Of The Office, Ranked

Nothing else shows how The Office got wackier and wackier like its Halloween themed episodes. As the series continued to gain popularity, the Halloween episodes became an annual event, and they were some of the episodes that fans looked forward to the most.

Even in its later years, The Office managed stick the landing on almost all of the Halloween specials, and that’s thanks to inventive costumes, ridiculous parties, surprising special guests, and above all else, Creed being Creed.

6 Season 9, Episode 5: Here Comes Treble

Andy might be one of the most likable managers in The Office, but he was the center of one of the strangest Halloween episodes.

“Here Comes Treble” sees Andy’s ego get damaged when the current Cornell University a capella  group doesn’t know who he is, which leads to Andy having a sing off against another Cornell Alum, Broccoli Rob, played by Stephen Colbert. Outside of Andy’s debacle, the rest of the episode focuses on the breakdown of Jim and Pam’s relationship, which was more than a little polarizing to begin with.

5 Season 5, Episode 5: Employee Transfer

With season five being one of the best seasons of the show according to IMDb, it lands every punch, and that includes the Halloween episode. Though Halloween only takes up the cold open of the show, its jokes are going at lightning speed, as it starts off with Stanley wearing a mask that covers his face so that people believe he’s working when he’s really sleeping.

As it was the year after the release of The Dark Knight, people were dressing up as Heath Ledger’s Joker in real life, and the show took advantage of that, as Creed, Kevin, and Dwight all dressed up as the clown prince of crime. Creed legitimately frightened people, Kevin looked more like a clown than anything, and Dwight was too fixated on quoting the Joker. The joke was so perfect because not only did it make fun of something so relevant at the time, but the characters acted exactly as fans would expect them to.

4 Season 8, Episode 5: Spooked

“Spooked” is far from the best Halloween episode of The Office, but it does come with a few hilarious highlights. Though viewers have to sit through one of the most awkward moments wherein Toby, Kelly, and Gabe put on a glow in the dark skeleton show, and then suffer through Jim yet again refusing to wear a costume, audiences are treated to Robert California, who is one of the best characters that was added to the series after Michael left.

Throughout the episode, Robert walks around the office, speaking to every one of the employees, not just for any old chitchat, but to secretly collect everybody’s deepest fears. At the end of the episode, Robert tells a story that uses every person’s biggest fear, which is an anxiety issue for most of them, leaving everybody in the office feeling depressed.

3 Season 6, Episode 8: Koi Pond

The Halloween episodes are all backloaded in the series, as they started becoming annual themed episodes from season five onwards, which is one of the reasons why the later seasons were better. However, fans may not know about the Halloween themed cold open to “Koi Pond,” as it has since been removed from the episode on DVDs and streaming services.

In the scene, Michael has turned the warehouse in to a haunted house open to the public, and it features Daryl dressed as a “gangster pumpkin,” Erin is Princess Fiona from Shrek, and Angela is dressed as a black widow. One standout moment is when Creed is dressed as a vampire and tries to sell blood. But the money shot is revealed when Daryl takes the kids for candy and they find Michael hanging from a noose.

2 Season 7, Episode 6: Costume Contest

A lot is going on in “Costume Contest,” as Michael and Daryl argue over who should get credit for the idea of delivery drivers making sales, and Pam and Jim try to understand why Danny Cordray, one of the characters everyone forgot existed, didn’t call Pam back after a second date. But the most exciting part of the episode is how everybody takes the fancy dress contest so seriously, as the prize is a book of coupons supposedly worth $15,000.

The costumes in this year’s Halloween episode are the funniest of the lot, as Gabe is dressed as Lady Gaga, Packer is dressed as a pregnant nun, Dwight is dressed as his version of the Scranton Strangler, and Kevin is dressed as the documentarian Michael Moore. But the best costume of all is Oscar’s, who is dressed as a “regular consumer,” and he goes on to win the $15,000 prize.

1 Season 2, Episode 5: Halloween

“Halloween” might have been crowned one of the saddest moments of season two, but it was the first Halloween episode of the series and it was the best Halloween episode of the series. The episode begins with Michael realizing he has to fire someone, and he has to do it while in dressed up with a second paper mache head attached to his shoulder. The best gag of the episode comes when Michael pretends that the second head is talking to him and that it encourages him to fire Dwight.

Other great moments of the episode come when Creed talks Michael out of firing him (Creed seems to always have the best moments of the Halloween episodes), Dwight is dressed as a Sith Lord, and Jim posts Dwight’s resume online.