The Pumpkin Head is a special cheesy effect that can be earned by trick-or-treating on Halloween. Toons can trick-or-treat at six different shops for 100 jellybeans each. The last shop is where a Toon will receive a Pumpkin Head (along with 100 more jellybeans). Pumpkin Heads come in two shapes: an unhappy-looking short Pumpkin Head and a happy-looking tall Pumpkin Head. The type of Pumpkin Head a Toon will receive depends on the Toon's appearance. Toons with tall heads will receive the mask of a tall pumpkin while the Toons with short heads will receive the mask of a short pumpkin.
- A wizard by the name of Jack O' Kazam started the Pumpkin Head curse.
- Two Halloween SpeedChat phrases were added to the game regarding the Pumpkin Head noting that there is a curse.
- There used to be a bug with the Pumpkin Head where it would constantly disappear and reappear as a Toon travels across the streets. This bug had since been fixed on December 18, 2017.
- In Clarabelle's Cattlelog, there are furniture items of both a short pumpkin and a tall pumpkin, which are exactly like the Pumpkin Head.