Halloween Would You Rather Questions
Spooky but playable Halloween questions for kids, teens, and party groups.
Using this list
The problem with most Halloween question lists is that they are either genuinely frightening or so mild they are not about Halloween at all. These sit in the middle: spooky enough to be fun, safe enough to read to a room of eight-year-olds in costume. The monsters section works with any age because nobody has ever been asked to choose between being a vampire and a werewolf without having an immediate opinion, and the sweets section is the one that will not stop.
Best for: Halloween parties, class parties, trick-or-treat waiting time, and horror-film nights.
- → The monsters and sweets sections are the safest openers for young children in costume.
- → Save the haunted-house section for teenagers and adults — younger players find it genuinely unsettling.
- → Ask for the reason on every answer. "Why a werewolf?" is where the game gets funny.
Costumes and trick-or-treating
The practical business of Halloween night. (8 questions)
Would you rather have a costume that wins every contest or have a costume that is genuinely comfortable?
Would you rather wear a full mask all night or wear face paint that will not come off for a week?
Would you rather have the scariest costume at the party or have the funniest costume at the party?
Would you rather make your own costume badly or buy the same costume as three other people?
Would you rather trick-or-treat one enormous street or trick-or-treat four small ones?
Would you rather go out in the rain in a great costume or stay in with the best sweets?
Would you rather be recognised instantly or have nobody guess who you are?
Would you rather trick-or-treat forever or throw the perfect party every year?
Sweets and the bucket
Everyone has strong views. Nobody is neutral. (8 questions)
Would you rather only eat sour sweets or only eat chocolate?
Would you rather have one enormous bucket of your favourite or have a small amount of everything?
Would you rather trade your whole bucket for one perfect sweet or keep the bucket and eat it all slowly?
Would you rather get toothbrushes at every house or get raisins at every house?
Would you rather eat all your sweets on the night or ration them until christmas?
Would you rather have unlimited sweets but no crisps or have unlimited crisps but no sweets?
Would you rather find something homemade in the bucket or find something you cannot identify?
Would you rather share your bucket with everyone or hide it and eat it alone?
Monsters and creatures
Works with every age group. (8 questions)
Would you rather be a vampire for a week or be a werewolf for a week?
Would you rather meet a friendly ghost or own a cat that talks?
Would you rather be invisible on halloween night or be able to fly on halloween night?
Would you rather have a pet bat or have a pet spider?
Would you rather be chased slowly by something huge or be chased quickly by something small?
Would you rather be a witch who cannot fly or be a ghost nobody can see?
Would you rather turn into a monster at midnight or turn into a pumpkin at midnight?
Would you rather fight one large monster or fight a hundred tiny ones?
Haunted houses and nerve
Better for teenagers and adults. (8 questions)
Would you rather visit a haunted house alone or visit it with someone who screams constantly?
Would you rather spend a night in a graveyard or spend a night in an empty hospital?
Would you rather hear footsteps upstairs every night or see a shadow move once a week?
Would you rather watch every horror film ever made or never watch another one?
Would you rather know the house is haunted or suspect it and never find out?
Would you rather be the first to explore the dark room or be the last one out?
Would you rather have a door that opens on its own or have a light that turns itself off?
Would you rather carve pumpkins all day or decorate a haunted house all night?
Frequently Asked Questions
Are these Halloween questions too scary for young children?
The costume, sweets and monster sections are written for children and stay silly rather than frightening. The haunted-house section is deliberately more unsettling and is better saved for teenagers and adults — skip it for a younger party.
How do you play this at a Halloween party?
Read a question to the room, have everyone answer, then ask two or three people why. It works particularly well while people are queuing for food or waiting for the last guests to arrive, because there is nothing to set up.
Can this be used in a classroom?
Yes. Use the first three sections and it stays entirely within what works for a school Halloween lesson. Splitting the room — option A on one side, option B on the other — turns it into a physical activity as well.