Throughout October, candy is stocked and sold in Tom Nook's Store taking the place of either tools or flowers. There are four types of candy, but Tom Nook's only sells orange. During the 31st when Jack appears in the town, villagers and Mayor Tortimer will wear a pumpkin head. Villagers will chase the player and demand candy, with the outcome depending on the game in question. In contrast Jack will not chase the player and will not forcefully speak to the player. Giving candy or lollipops (New Leaf) to Jack is the only way to obtain pieces of the Creepy Series (New Leaf) or Spooky Series (other games, though he will give this in New Leaf for candy only). After receiving an item Jack will disappear and teleport to another random square and the process repeats.
As any inventory item in the player's pockets will be transformed regardless of value, it is recommended to store rare furniture, clothing and other items in a drawer, keep them in letters or drop them on the floor to avoid their transformation.
The usual music changes to the Halloween theme, and rain and clouds will not spawn during the event.
In GCN games
In Animal Crossing and other Gamecube games the event starts from 6:00 PM and ends at 1:00 AM. During this time villagers with pumpkin masks will be around the town and chase the player if nearby. If the player is caught they ask for candy. If given, the candy is eaten by the villager and the player is free to go. Otherwise, a random inventory item is transformed into junk items (old wall for wallpaper, patched shirt for shirts etc.) or exclusive Jack-o'-Lantern and Jack-in-the-Box items.
Tortimer, also wearing a pumpkin mask, will give the player a Katrina's Tent Model. Jack can be spoken to as many times as the player desires, in order to receive furniture from the Spooky Series, but he will move each time he is spoken to.
In City Folk
Halloween was absent from Wild World, but returns in City Folk. Unlike the original, not all the villagers go out on Halloween night, and those who remain in their houses can be tricked by the player. To do this the player will need to wear a costume which is made up of a 'Look' - in GracieGrace, the witch's hat and cloak are sold throughout September and October, which make up a 'look'. Costumes don't necessarily have to be spooky, as long as they meet the requirements for that villager.
As in previous games, villagers outside will bump into the player and ask for candy. If the player doesn't have any on them, they can use other items which will then be turned into Jack-in-the-boxes. Refusing to give candy results in the player's clothes, accessories and any other items the player has in their pockets being changed. Villagers will chase the player, however, Jack won't, making him easy to distinguish.
Though Jack himself will not follow the player, he will walk around causing a slight confusion at first glance. Jack is easily distinguished between townsfolk by the fact that Jack will not chase the player as he walks around.
The Halloween event ends at 12 a.m.
In New Leaf
Similar to City Folk, only some villagers are out at any one time during Halloween, while the ones remaining in their homes have to be scared by wearing the mask of something they are afraid of. These masks are sold throughout October at Able Sisters for 1,031 Bells. Villagers who are outside chase the player on sight, when caught, the player is given the choice of either handing over candy or being tricked.
If the candy option is chosen, the villager will take one of the player's candy in exchange for hints at what other villagers are scared of; if the trick option is chosen, the player has to play a game of charades or rock-paper-scissors. If won, the player receives candy, if lost a random carpet/wallpaper, furniture or clothing item (both worn and inside pockets) will be replaced with old flooring/wall, Jack-o'-Lantern/Jack-in-the-Box or patched clothing respectively. After the trick selection, villagers will occasionally give out the pumpkin mask they are wearing in place of the previous options, but only if this equivalent space on the player is not occupied. There are a total of four unique pumpkin masks to collect during the event, not including the one obtained by Jack detailed below.
Successfully scaring the villagers inside their homes rewards lollipops instead of candy. These are currency for trading exclusive Creepy Set furniture with Jack. Giving Jack candy will most often net the player pieces of the Spooky Series (which also can be purchased from Nookling Stores), though there is a slight chance the player can also receive a piece of the Creepy Set or one of the Able Sister's Masks this way as well. If the player has no candy or any mask or hat, Jack will give the default orange pumpkin head apparel.
New Leaf masks
|Bug mask||1,031 Bells||Able Sisters (during October)|
|Ghost mask||1,031 Bells||Able Sisters (during October)|
|Monster mask||1,031 Bells||Able Sisters (during October)|
|Mummy mask||1,031 Bells||Able Sisters (during October)|
|Skeleton hood||1,031 Bells||Able Sisters (during October)|
|Werewolf hood||1,031 Bells||Able Sisters (during October)|
|Pumpkin head||N/A||Jack (no candy without a mask or headgear on)|
|Green-pumpkin head||N/A||Villagers (losing trick without any headgear)|
|Purple-pumpkin head||N/A||Villagers (losing trick without any headgear)|
|Red-pumpkin head||N/A||Villagers (losing trick without any headgear)|
|Yellow-pumpkin head||N/A||Villagers (losing trick without any headgear)|