Planning a holiday company party can be a fantastic way to boost team cohesion and foster camaraderie among your colleagues. What better occasion than Halloween to add some spooky fun to your office party? 

Halloween is a universally loved holiday, where costumes, candy, and eerie tales take center stage. Whether you're organizing a virtual gathering or an in-person shindig, our collection of 90 Halloween-themed icebreaker questions is here to help you create amazing group activities. With costume related questions to ghostly adventures, these questions are sure to get everyone in the Halloween spirit and kick-start some memorable conversations. 

So grab your favorite pumpkin latte, light a candle, and let's dive into these spine-tingling icebreakers! 

Group 1: Trick or Treat Icebreakers

Why are trick or treat icebreakers so much fun, you ask? Well, these questions aren't just any old conversation starters – they're a trick-or-treat twist that gets everyone talking and sharing stories. It’s a chance to relive those childhood Halloween memories, revealing your candy-cravings, and laughing over the silliest costume mishaps.

1. What was your favorite Halloween costume as a child?
2. Do you have a favorite type of Halloween candy to receive while trick-or-treating?
3. Have you ever played a trick on someone while trick-or-treating?
4. Do you prefer giving out candy to trick-or-treaters or going trick-or-treating yourself?
5. What's the most creative Halloween costume you've ever seen while trick-or-treating?
6. Have you ever had a memorable encounter with a homeowner while trick-or-treating?
7. Do you enjoy haunted houses or prefer to skip them during Halloween?
8. Have you ever gone trick-or-treating in a group costume with friends?
9. What's the scariest Halloween decoration you've come across while trick-or-treating?
10. Are you a fan of Halloween-themed treats and snacks?
11. What's your strategy for getting the most candy while trick-or-treating?
12. Have you ever received a non-candy treat while trick-or-treating (like a toy)?
13. Do you prefer homemade or store-bought costumes for Halloween?
14. What's your go-to trick-or-treating neighborhood or location?
15. Have you ever had a funny mishap while in costume on Halloween?

Group 2: Would You Rather Halloween Edition

These questions are like the Halloween version of a classic game you'd play with friends. But why are they so much fun?

Well, think of it this way: these questions are like little Halloween brain teasers. They make you choose between two spooky scenarios, and that's where the fun begins. 

The best part? These dilemmas get people talking and giggling. You'll hear your pals debating and sharing their craziest Halloween ideas.

1. Would you rather be a vampire or a werewolf for Halloween?
2. Would you rather spend Halloween night in a haunted house or a graveyard?
3. Would you rather eat only candy for a week leading up to Halloween or not have any candy at all?
4. Would you rather have a costume that's incredibly realistic but uncomfortable or one that's comfortable but not very convincing?
5. Would you rather be chased by zombies or ghosts in a haunted maze?
6. Would you rather spend Halloween watching a marathon of horror movies or reading scary stories all night?
7. Would you rather have your face painted like a sugar skull or wear a classic witch's hat?
8. Would you rather go trick-or-treating in pouring rain or freezing cold weather?
9. Would you rather have your Halloween party in a spooky, dimly lit mansion or a brightly lit, modern venue?
10. Would you rather encounter a friendly ghost or a mischievous poltergeist on Halloween night?
11. Would you rather win a costume contest with a scary costume or a funny one?
12. Would you rather have to eat a handful of candy corn or a handful of black licorice?
13. Would you rather have a Halloween party with no decorations or no costumes?
14. Would you rather be the first to enter a haunted maze or the last?
15. Would you rather spend Halloween night in a pumpkin patch or a corn maze?
16. Would you rather have to wear a costume that glows in the dark or one that makes noise all night?
17. Would you rather have a Halloween-themed wedding or a Christmas-themed wedding?
18. Would you rather accidentally pick up a real spider in your Halloween decorations or a fake one?
19. Would you rather have a never-ending bowl of your favorite Halloween candy or a never-ending pumpkin pie?
20. Would you rather go to a Halloween party with no music or no snacks?

Group 3: Spooky Scenarios

If you're in the mood for spine-tingling, hair-raising, and heart-pounding scenarios, you've come to the right place. These questions are designed to immerse you in the eerie world of Halloween and challenge your instincts in the face of the unknown.

1. You're alone in an old, creaky mansion on Halloween night, and you hear a mysterious noise coming from the basement. What do you do?
2. You and your friends are camping in the woods on Halloween, and you see strange, glowing lights in the distance. How do you react?
3. You wake up on Halloween morning, and all the mirrors in your house are shattered. What's your first thought?
4. While trick-or-treating, you come across a house with eerie, lifelike mannequins in the front yard. How do you proceed?
5. You receive a cryptic Halloween card in the mail with no return address. What's your next move?
6. You find an old, dusty Ouija board in your attic on Halloween. Would you use it to try to contact spirits?
7. You're on a ghost tour in a historic cemetery on Halloween night, and you feel a cold hand on your shoulder. What do you do?
8. You're at a costume party, and someone arrives dressed as a convincing, blood-soaked zombie. How do you react?
9. While carving pumpkins, you notice one of them starts to emit an eerie, blue glow from the inside. What's your response?
10. You're babysitting on Halloween, and the kids claim they saw a ghost in their room. How would you handle the situation?
11. You're exploring an abandoned, haunted asylum on Halloween, and you hear a child's laughter. What's your next step?
12. Your Halloween decorations suddenly come to life and start moving on their own. How do you deal with this spooky situation?
13. While taking a Halloween hayride, you see a figure in the distance that disappears when you look again. What do you do?
14. You receive a mysterious Halloween invitation to a party in an isolated mansion. Do you attend, and if so, what precautions do you take?
15. On Halloween, you wake up with the ability to see and communicate with ghosts. How do you use this newfound power?

Group 4: Halloween Favorites

Ah just imagine the scene, you and your coworkers chatting about your favorite Halloween movies, costumes, and traditions. It's a mini Halloween party at the office!  You'll also find out a lot about your co-workers, perhaps even discovering some common ground.  These set of questions are a no brainer!

1. What's your all-time favorite Halloween movie?
2. Do you have a favorite Halloween tradition or activity?
3. What's the best Halloween costume you've ever worn?
4. Which Halloween candy is your absolute favorite?
5. Do you prefer spooky, haunted attractions or lighthearted Halloween events?
6. What's your favorite type of pumpkin-flavored treat?
7. Are you a fan of classic horror monsters like vampires and werewolves, or do you prefer modern monsters?
8. What's your favorite part of decorating for Halloween?
9. Do you have a go-to Halloween recipe or dish you love to make?
10. What's your favorite Halloween-themed song or piece of music?
11. Are you more into cute and funny costumes or scary and creepy ones?
12. What's your favorite memory of a Halloween party you've attended?
13. Do you enjoy watching Halloween-themed TV specials or episodes of your favorite shows?
14. What's the best Halloween-themed book or story you've read?
15. Do you have a favorite Halloween tradition from another culture or country?
16. Are you a fan of DIY Halloween decorations or store-bought ones?
17. What's the most creative Halloween pumpkin carving you've seen or done?
18. Have you ever taken part in a haunted hayride or haunted house attraction that stood out as the best?
19. What's your favorite Halloween-themed drink or cocktail?
20. Do you have a favorite Halloween-themed video game or board game?

Group 5: Halloween Memories

These questions are all about sharing and connecting. You'll dive into cherished childhood Halloween memories, laugh about hilarious mishaps, and warm your hearts with tales of family and friends. You’re creating a collage of stories that weave your team closer together!

1. Can you share a memorable Halloween experience from your childhood?
2. What's the most unforgettable Halloween costume you've ever seen someone wear?
3. Do you have a Halloween tradition that holds a special place in your heart?
4. Can you recall a particularly spooky or eerie Halloween night you've experienced?
5. Have you ever had a hilarious mishap while celebrating Halloween?
6. Share a heartwarming Halloween memory involving friends or family.
7. What's the most creative or unique Halloween costume you've ever worn?
8. Have you ever been pleasantly surprised by a Halloween event or party you attended?
9. Can you describe a Halloween decoration or haunted house that left a lasting impression on you?
10. Share a Halloween-related story that made you believe in the magic of the holiday.
11. Do you have a memorable experience of going trick-or-treating in your neighborhood?
12. Have you ever had a favorite Halloween-themed gift or surprise?
13. Describe a Halloween-themed project or craft that you enjoyed creating.
14. Share a Halloween memory that involves a sudden twist or unexpected turn of events.
15. Can you recall a time when Halloween brought people together in a heartwarming way?

Group 6: Halloween at Work

These questions dive into the spirited side of the workplace. From office costumes to celebrations, we'll explore how Halloween brings a touch of fun and camaraderie into your professional space. Get ready to share your experiences and insights on blending the spooky with the professional!

1. How is Halloween typically celebrated in your workplace, if at all?
2. Do you think it's a good idea for colleagues to dress up in costumes for Halloween at work?
3. Have you ever participated in a Halloween-themed office party or competition?
4. What's the most creative or memorable Halloween costume you've seen a coworker wear at the office?
5. How do you think Halloween festivities at work impact employee morale and camaraderie?

Imagine enjoying the Halloween party outside of the office…

So, as we know, once-a-year Halloween office parties are great for team cohesion, but what about if we told you there's an even better way to achieve this?

Discover the ultimate team cohesion experience with Surf Office! 

With 100s of stunning retreats worldwide, Surf Office provides the perfect backdrop for your team to unite, form unbreakable bonds, and become closer than ever before.

We take care of all the logistics - from accommodation to booking team-building activities - so you can concentrate on what truly matters: strengthening those valuable team relationships.

Don't settle for the ordinary. Elevate your team's unity and creativity with Surf Office!

FAQs

What are icebreaker questions?

Icebreaker questions are conversation starters or prompts designed to help people get to know each other better and build rapport in a social or professional setting. They are often used in group settings, such as meetings, workshops, team-building activities, and social gatherings, to break the initial tension or awkwardness and create a more relaxed and open atmosphere.

Why are icebreaker questions good to use in the workplace?

Icebreaker questions are beneficial in the workplace for several reasons:

Team Building: Icebreakers help colleagues get to know each other on a personal level, fostering stronger relationships among team members.

Improved Communication: They encourage better communication by opening up channels for dialogue and creating a more comfortable environment for sharing ideas and feedback.

Reduced Tension: Icebreakers can ease the tension in stressful situations, such as meetings or training sessions, making it easier for participants to engage and collaborate.

‍Enhanced Creativity: They stimulate creative thinking and problem-solving by getting participants to think differently or consider alternative perspectives. They’re also a great warm-up activity, perfect for setting off the creative spirit!