Updated: December 23, 2022

89 Fun Halloween Icebreaker Questions For Work in 2024

You found our list of the best Halloween icebreaker questions for teams.

Halloween icebreaker questions are questions you use to break the ice in meetings around the spookiest of holiday seasons. Examples include “what villain or monster do you think is misunderstood?” and “which of your coworkers is most likely to pretend they’re not home to avoid trick or treaters?” The purpose of these questions is to give people a chance to relate to each other on the theme of Halloween.

These prompts are a type of icebreaker questions and Halloween team building activities. You could use these questions during virtual Halloween parties. These icebreakers can help make online meetings fun.

This list includes:

  • virtual Halloween icebreakers
  • fun Halloween questions for work
  • Halloween would you rather questions
  • Halloween this or that questions
  • trick or treat icebreaker questions
  • funny Halloween icebreaker questions
  • spooky Halloween icebreaker questions
  • Halloween party icebreaker questions

Here we go!

Virtual Halloween icebreakers

  1. Halloween and candy go hand in hand. Who can show me some candy on your screen?
  2. What is the dumbest horror movie? Can you Google when it was made?
  3. Please change your Zoom background to an image of your favorite monster.
  4. Type it in the chat, what is a Halloween movie you watch every year?
  5. Halloween has its origins in a Gaelic holiday dating back centuries. Can you pronounce the name of this holiday? Samhain
  6. Black cats are the sweetest of Halloween creatures. Can anyone show me a cat on screen? Please introduce us to this fluffy monster.
  7. Which of your coworkers is most likely to decorate their entire house for Halloween?
  8. Which of your coworkers is most likely to skip the company Halloween party?
  9. Which of your team members is least likely to dress up for a costume party?
  10. Raise your hand if you like to carve pumpkins. Can you draw your go-to design and show it on screen?

Fun Halloween questions for work

  1. What was your favorite Halloween costume as a kid? Why?
  2. What is your favorite treat on Halloween?
  3. Finish the sentence: “If it’s flavored Pumpkin Spice, I’m…”
  4. Have you ever played with a ouija board? Did anything strange happen?
  5. Have you ever gone bobbing for apples?
  6. Have you ever given out expired Halloween candy from the previous year?
  7. In a candy trade war, what candy do you keep no matter what and what candy do you get rid of?
  8. Based on your personality, which fictional witch are you?
  9. What should be a dish served every year at Halloween?
  10. What is the weirdest Halloween decoration you own?
  11. What do you think is the easiest last minute Halloween costume to make?
  12. What is your favorite Fall activity?
  13. Have you ever done a couples costume or a group costume?
  14. Be honest: do you really only take one piece of candy if the sign says “only take one”?

Halloween would you rather questions

  1. Would you rather be the hero or the villain?
  2. Would you rather walk through a haunted house or act in a haunted house?
  3. Would you rather go to the mall with Vecna or grab a bite to eat with Freddy Krueger?
  4. Would you rather have to go trick or treating every year for the rest of your life or show up to every party you get invited to in a costume?
  5. Would you rather have telekinesis or telepathy?
  6. Would you rather be a ghost for a day or a witch?
  7. Would you rather have Fall for six months of the year but no summer or have summer for six months of the year but no winter?
  8. Would you rather sleep in the basement of a real haunted house alone for one night or sleep in a cemetery alone for one night?
  9. Would you rather have to eat all your Halloween candy in one night or bob for apples all day?
  10. Would you rather switch bodies with someone for a day like in Freaky Friday or find out you’re a witch like in Halloweentown?

Halloween this or that questions

  1. Chocolate candy or fruity candy?
  2. Halloween party or Halloween movie marathon?
  3. Hocus Pocus or Halloweentown?
  4. DIY Halloween costume or store-bought Halloween costume?
  5. Fall into a pile of leaves or go on a hayride?
  6. Halloween starts on September 1st or is only on October 31st?
  7. Are you the first one into a haunted house or are you being dragged by friends?
  8. You hear a noise in the attic: do you go toward the sound or do you leave the house immediately?
  9. Visit a haunted house or go through a corn maze?
  10. Witches hat or vampire teeth?
  11. Pumpkin seeds or pumpkin pie?
  12. Chunky scarf or plaid?
  13. Vampires or werewolves?
  14. Mulled wine or cider?

Trick or treat icebreaker questions

  1. At what age did you stop trick or treating?
  2. Did you go to the same houses every year to trick or treat or did you try new neighborhoods?
  3. Were there any unusual places you’ve trick or treated? (Castles? Boats?)
  4. Have you ever participated in a Halloween trick, like TPing a house?
  5. Candy corn was first manufactured in the 1880s but repeatedly ranks as America’s least favorite candy. Who here is a fan of candy corn?
  6. If you could trick or treat as an adult, what do you hope you would get?
  7. What is the grossest candy?
  8. What do you think is the most common candy on Halloween?

Funny Halloween icebreaker questions

  1. Have you ever watched a ghost hunter show?
  2. What would your witch name be?
  3. If you had to live in a Halloween movie, which one would you choose? Why?
  4. Have you ever been in a Halloween candy trade war with friends or siblings?
  5. Have you ever hosted or been to a murder mystery party? What was the theme?
  6. Which of your coworkers is most likely to throw together a last-minute Halloween costume?
  7. What villain or monster do you think is misunderstood?
  8. Describe the haunted house you’d create if money were no object.
  9. Do you have any unique or bizarre Halloween traditions?
  10. Have you ever dressed up your pets for Halloween?
  11. What is your least favorite thing about Halloween?
  12. If your life was a scary movie, what would be the title?

Spooky Halloween icebreaker questions

  1. Have you ever seen or felt the presence of a ghost?
  2. Have you ever been to a historically haunted house?
  3. Have you ever been to a haunted house attraction?
  4. Is there a movie that scares you to this day? Why?
  5. What is the scariest story you’ve ever heard?
  6. In a scary movie, is it scarier to see the monster or never see it at all?
  7. What is scarier: psychological thrillers or slasher films?

Halloween party icebreaker questions

  1. Which of your coworkers has the biggest sweet tooth?
  2. Which of your coworkers is most likely to pretend they’re not home to avoid trick or treaters?
  3. Which of your coworkers is most likely to carve an elaborate pumpkin?
  4. Best horror movie of all time?
  5. What is your guilty pleasure horror movie or tv show?
  6. Have you ever won anything at a costume party?
  7. What is the first decoration that goes up for Halloween?
  8. What is your favorite Halloween song?
  9. Do you have a signature Halloween dish?
  10. What celebrity would you want to take to a Halloween party?
  11. What is one horror film everyone should watch?
  12. Describe the perfect Halloween-themed cocktail.
  13. What’s a special way you like to celebrate Halloween?
  14. Are there other holidays you celebrate during the month of October?

Final Thoughts

Great icebreaker questions help drive social connections, build trust, and enhance productivity. Halloween is all about getting in touch with your inner kid and embracing the fun of the spooky season. Icebreakers are a good way to help folks feel free to connect with each other over meetings or the company Halloween party throughout the month of October.

For more holiday fun, check out virtual costume contest ideas and online haunted house tours.

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FAQ: Halloween icebreakers

Here are answers to common questions about Halloween icebreakers.

What are some good Halloween Day icebreaker questions to ask teammates?

Some good Halloween Day icebreaker questions to ask teammates include:

  • Which of your coworkers has the biggest sweet tooth?
  • If you had to live in a Halloween movie, which one would you choose? Why?
  • Halloween party or Halloween movie marathon?
  • What was your favorite Halloween costume as a kid? Why?
  • Which of your coworkers is most likely to skip the company Halloween party?

The best Halloween icebreaker questions get coworkers nostalgic about their trick-or-treating days or get them thinking about who their new buddy will be for the office Halloween costume contest.

How do you start Halloween conversations at work?

During the month of October, you can use icebreaker questions to kick off meetings, team building exercises, or a Halloween party. Simply send out a question a day throughout October that makes team members recall a Halloween memory or analyze silly scenarios. Then, gather childhood photos of coworkers in their Halloween costumes and take turns guessing who’s who. Halloween is about nostalgia, getting to be someone else for a night, and an excuse to eat a ton of candy. These questions will start the conversation and help your team learn more about each other.

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Author:

People & Culture Director at teambuilding.com.
Grace is the Director of People & Culture at TeamBuilding. She studied Industrial and Labor Relations at Cornell University, Information Science at East China Normal University and earned an MBA at Washington State University.

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