200 Fun Christmas Ice Breaker Questions For Work (Holiday theme – 2024)

Misbah Mushtaq

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200 Fun Christmas Ice Breaker Questions For Work (Holiday theme – 2024)

Christmas Ice breaker Questions For Work

Christmas parties are the perfect opportunity to bring colleagues together, break down barriers, and create lasting connections. That’s why I’ve curated this comprehensive list of 200 fun Christmas icebreaker questions to ask your team, drawing from my extensive experience in event planning and team dynamics. 

These carefully crafted prompts are designed to spark lively discussions, elicit laughter, and encourage your team to open up and bond over shared holiday memories and traditions. 

From lighthearted inquiries about favorite Christmas movies to thought-provoking questions about cultural customs, these icebreakers cater to diverse personalities and backgrounds. 

So, whether you’re planning an intimate office gathering or a large-scale corporate event, these Christmas icebreaker questions will set the tone for a joyful, engaging, and memorable celebration that brings your team closer together.

Christmas Ice Breaker Questions For Work

50 plus Fun Christmas Icebreaker Questions for Work

Workplace Holiday Icebreaker questions:

1. What was the most thoughtful or heartwarming gift you’ve ever received from a coworker or employer?

2. Have you ever accidentally regifted something to the person who originally gave it to you? If so, share the awkward story!

3. Do you typically go all out decorating your workspace for the holidays, or do you prefer a more minimalist approach?

4. Which coworker do you think would make the most impressive gingerbread house or other holiday-themed baked goods?

5. If your office had an ugly sweater contest, who do you think would take home the grand prize?

6. Have you ever been caught singing or dancing along to holiday tunes in the office when you thought no one was watching?

7. What’s the most unique or bizarre holiday tradition your family has?

8. If you could pick any fictional character to be your office’s Secret Santa, who would you choose and why?

9. Do you have a favorite holiday movie that you watch every year without fail?

10. What’s the most outrageous or over-the-top holiday decoration you’ve ever seen someone display?

11. Have you ever attended an office holiday party that was surprisingly fun or unexpectedly awkward?

12. Do you make New Year’s resolutions, and if so, have you ever successfully kept one for an entire year?

13. What’s your go-to strategy for avoiding holiday stress and staying calm during the busy season?

14. Do you have a go-to holiday playlist that gets you in the festive spirit?

15. Are you more of a “buy gifts for everyone” or “only the closest people” type of gift-giver?

16. Have you ever received a particularly memorable or unusual gift during a Secret Santa exchange?

17. If you had to spend the holidays stranded in an airport or a hospital (for a non-serious reason), which would you choose?

18. Do you prefer giving or receiving gifts that are neatly wrapped or casually placed in a gift bag?

19. Have you ever experienced a significant snowstorm or blizzard that disrupted your holiday plans?

20. When you were a kid, what was your favorite snow day activity to pass the time while stuck at home?

Christmas Icebreaker questions to ask:

1. Do you put up your Christmas tree before or after Thanksgiving, or do you skip the tree altogether?

2. What’s your all-time favorite Christmas movie, and what’s the one you can’t stand watching?

3. If money were no object, what extravagant gift would top your wish list this year?

4. At what age did you stop believing in Santa Claus, and how did you find out the truth?

5. Do you go out of your way to include your pets in Christmas celebrations and traditions?

6. Are you someone who sends out physical Christmas cards every year, or do you prefer digital greetings?

7. If you could spend Christmas with any one person, living or deceased, who would it be and why?

8. Did you ever try to stay awake all night as a kid in an attempt to catch a glimpse of Santa?

9. What’s the most expensive Christmas gift you’ve ever given or received?

10. If you could witness one genuine Christmas miracle, what would you wish for?

11. Have you ever celebrated Christmas in July, and if so, what prompted the out-of-season festivities?

12. What’s the one thing you absolutely cannot stand or find truly annoying about the Christmas season?

13. On the flip side, what’s your favorite aspect or tradition that makes the holidays special for you?

14. Are you someone who looks forward to the holiday feast, or do you find most Christmas treats underwhelming?

15. Do you have a favorite Christmas carol that instantly puts you in a festive mood when you hear it?

16. What’s the funniest or most outrageous holiday story from your family’s history?

17. Do you prefer ringing in the New Year at a lively party or keeping things low-key at home?

18. Can you recall the best or worst Christmas party you’ve ever attended, and what made it so memorable?

19. Do you have a go-to Christmas cocktail or festive beverage you enjoy indulging in during the holidays?

20. What’s one thing you really hope will be included in the swag bag or party favors at this year’s holiday party?

Holiday This or That:

1. Colorful lights or classic white lights on the Christmas tree?

2. Getting up early or sleeping in on Christmas morning? 

3. Holiday movies or festive music?

4. Warm apple cider or hot cocoa?

5. Making snowmen or having a snowball fight?

6. Baking Christmas cookies or decorating a gingerbread house?

7. Opening one present on Christmas Eve or waiting until Christmas Day?

8. Hosting holiday gatherings or being a guest?

9. Real pine tree or artificial faux tree?

10. Holiday sweaters or dressing up?

11. Vacation over the holidays or staying home?

12. Sledding or ice skating?

13. Red and green or non-traditional colors for decorations?

14. Going all out with outdoor lights or keeping it simple?

15. Giving homemade gifts or store-bought presents?

16. Christmas crackers or chocolate coins in stockings?

17. Holiday scented candles or festive room sprays?

18. Making a gingerbread house or baking sugar cookies?

19. Elf on the Shelf tradition or skipping it? 

20. Red and green wrapping paper or mix of patterns?

21. Christmas tree or no Christmas tree?

22. Christmas lights or candles?

23. Peppermint or gingerbread?

24. Sleigh ride or ice skating?

25. Eggnog or hot chocolate?

26. Snowman or snow angel?

27. Fireplace or space heater?

28. Candy canes or chocolate?

29. Mistletoe or holly?

30. Ugly sweater or festive pajamas?

31. Wrapping presents or opening presents?

32. Sledding or building a snowman?

33. Holiday movie marathon or caroling?

34. Baking cookies or decorating the tree?

35. Christmas cards or holiday e-cards?

36. Gingerbread house or yule log cake?

37. White elephant gift exchange or secret Santa?

38. Roasting chestnuts or making s’mores?

39. Jingle bells or silver bells?

40. Stockings or advent calendar?

People Also Read : 30 Fun Christmas Games For Work Party Celebrations

Holiday Would You Rather:

1. Would you rather burn the holiday meal or receive terrible gifts?

2. Would you rather Spend the holidays in a sunny beach locale or a snowy winter wonderland?

3. Would you rather Dress up as Santa or one of his reindeer for a party?

4. Would you rather Accidentally tell a child Santa isn’t real or witness an awkward rejected marriage proposal? 

5. Would you rather Lie about liking a gift to avoid hurting feelings or be brutally honest?

6. Would you rather Get one big impressive gift or lots of smaller gifts?

7. Large holiday party with many guests or intimate gathering with closest family?

8. Spend Christmas in New York City or Los Angeles?

9. Attend an awkward office party or uncomfortable family dinner?  

10. Get stuck at the airport or hospital (for a minor issue) over the holidays?

11. Would you rather Get pranked by loved ones or have your holiday plans severely delayed?

12. Would you rather Receive a nice regifted present or poorly made but sentimental homemade gift?

13. Would you rather Win the lottery on Christmas or reunite with a long-lost relative unexpectedly?

14. Would you rather Get food poisoning on Christmas or be forced to drink too much eggnog?

15. Have your Christmas lights malfunction and burn out or deal with terrible holiday traffic?

16. Work on Christmas Day for double pay or use a vacation day?

17. Give up holiday treats or holiday beverages for a month?

18. Only give gifts that are consumable or gifts that are experiences?

19. Would you rather Wait in line for hours to meet Santa or have to dress up as Santa?

20. Have Christmas dinner with your boss’s family or cancel holiday plans altogether?

Here are 20 questions each for the following categories:

Holiday-Themed Icebreaker Questions to ask your employees or coworkers to get to know them:

1. What’s your favorite Christmas movie?

2. Do you prefer giving or receiving gifts?

3. What’s the most memorable Christmas gift you’ve ever received?

4. What’s your favorite holiday tradition?

5. Real or artificial Christmas tree?

6. What’s your favorite Christmas song?

7. What’s the best Christmas present you’ve ever given?

8. What’s your favorite holiday treat?

9. What’s the most memorable Christmas memory from your childhood?

10. Do you open gifts on Christmas Eve or Christmas Day?

11. What’s the most unusual Christmas gift you’ve ever received?

12. What’s your favorite Christmas decoration?

13. What’s the funniest Christmas memory you have?

14. What’s your favorite way to spend Christmas Day?

15. Do you prefer hot chocolate or eggnog?

16. What’s the most embarrassing Christmas gift you’ve ever received?

17. What’s your favorite Christmas sweater pattern?

18. Do you prefer snow or warm weather during the holidays?

19. What’s the most creative way you’ve ever wrapped a present?

20. What’s your favorite holiday-themed activity?

Never Have I Ever – Christmas Edition:

1. Never have I ever re-gifted a present.

2. Never have I ever peeked at my presents before Christmas Day.

3. Never have I ever worn the same ugly Christmas sweater two years in a row.

4. Never have I ever burned the Christmas dinner.

5. Never have I ever forgotten to buy a gift for someone.

6. Never have I ever gotten sick from eating too many Christmas cookies.

7. Never have I ever accidentally thrown away a present.

8. Never have I ever fallen asleep during a Christmas movie marathon.

9. Never have I ever had a Christmas tree fall over.

10. Never have I ever forgotten to put out milk and cookies for Santa.

11. Never have I ever gotten in trouble for peeking at my presents.

12. Never have I ever gotten lost while looking at Christmas lights.

13. Never have I ever dropped and broken a Christmas ornament.

14. Never have I ever spilled eggnog on my Christmas sweater.

15. Never have I ever forgotten to take down the Christmas decorations.

16. Never have I ever been caught under the mistletoe.

17. Never have I ever made a snowman taller than myself.

18. Never have I ever gone caroling door-to-door.

19. Never have I ever had a secret Santa gift exchange gone wrong.

20. Never have I ever had a Christmas party outfit mishap.

Christmas Confession Questions For Coworkers:

1. What’s the most embarrassing Christmas present you’ve ever received from a coworker?

2. Have you ever re-gifted a present from a coworker to someone else?

3. Have you ever stolen someone’s leftover holiday treats from the office kitchen?

4. Have you ever forgotten to bring a gift for a coworker’s Secret Santa exchange?

5. Have you ever had too much eggnog or spiked hot chocolate at an office Christmas party?

6. Have you ever accidentally ruined a coworker’s holiday decorations or gingerbread house?

7. Have you ever pretended to like an ugly Christmas sweater a coworker gave you?

8. Have you ever fallen asleep during a boring holiday work meeting or party?

9. Have you ever regifted a present from your boss to another coworker?

10. Have you ever been caught trying to sneak out of the office early on Christmas Eve?

11. Have you ever forgotten to invite a coworker to the office holiday party?

12. Have you ever accidentally deleted a coworker’s holiday party playlist or photos?

13. Have you ever eaten the last few Christmas cookies in the office kitchen?

14. Have you ever worn the same ugly Christmas sweater to multiple office parties?

15. Have you ever spilled a drink on a coworker’s holiday outfit?

16. Have you ever forgotten to bring a dish to the office holiday potluck?

17. Have you ever regifted a present from your Secret Santa to someone else?

18. Have you ever accidentally let a coworker’s surprise party plans slip?

19. Have you ever taken credit for someone else’s holiday decorations or party planning?

20. Have you ever worn holiday-themed accessories or makeup that went a bit too far?

Christmas Truth Or Dare Questions For Team:

1. Truth: What’s the worst Christmas present you’ve ever received?

2. Dare: Sing “Jingle Bells” while doing a silly dance.

3. Truth: What’s the most embarrassing thing you’ve done at a holiday party?

4. Dare: Wrap yourself in as much Christmas wrapping paper as possible.

5. Truth: Have you ever peeked at your Christmas presents before opening them?

6. Dare: Call someone and sing them a Christmas carol.

7. Truth: What’s the most expensive Christmas gift you’ve ever received?

8. Dare: Make a Christmas tree out of office supplies.

9. Truth: What’s the worst Christmas movie you’ve ever seen?

10. Dare: Wear a Santa hat for the rest of the day.

11. Truth: Have you ever re-gifted a present to someone else?

12. Dare: Decorate a coworker’s desk or cubicle with holiday decorations.

13. Truth: What’s the most memorable holiday office party moment you’ve experienced?

14. Dare: Recite the entire “Night Before Christmas” poem from memory.

15. Truth: Have you ever lied about liking a gift someone gave you?

16. Dare: Make and wear a festive holiday headband or hat.

17. Truth: What’s the worst holiday dish you’ve ever tasted?

18. Dare: Call someone and tell them they’re on the naughty list this year.

19. Truth: Have you ever forgotten to buy a gift for someone special?

20. Dare: Go around the office singing “Deck the Halls” at the top of your lungs.

21. Truth: What’s the most embarrassing holiday outfit you’ve ever worn?

22. Dare: Put on as many holiday accessories (antlers, nose, ears, etc.) as you can find.

23. Truth: Have you ever regifted something you received to someone else?

24. Dare: Do your best impression of Santa Claus, the Grinch, or an elf.

25. Truth: What’s the biggest holiday decorating fail you’ve ever had?

26. Dare: Make up a new holiday song or poem on the spot.

27. Truth: Have you ever peeked to see what’s inside your Christmas presents?

28. Dare: Go ask a coworker for a sample of their “special” Christmas beverage.

29. Truth: What’s the worst holiday treat or dish you’ve ever made?

30. Dare: Call someone and try to convince them that “Alien” is a classic Christmas movie.

31. Truth: Have you ever had an embarrassing moment under the mistletoe?

32. Dare: Wrap a present for a coworker using only office supplies as materials.

33. Truth: What’s the most burnt holiday dish you’ve ever eaten?

34. Dare: Go around and compliment everyone on their “lovely” ugly Christmas sweaters.

35. Truth: Have you ever fallen asleep at a holiday party or work event?

36. Dare: Ask your boss to go Christmas caroling with you around the office.

37. Truth: What’s the tackiest Christmas decoration you’ve ever owned?

38. Dare: Name and describe a new fake Christmas tradition you’d invent.

39. Truth: Have you ever had to return or re-gift something you received?

40. Dare: Ask someone to be your “Christmas Sweetheart” under the mistletoe.

Christmas Ice Breaker Questions For Work


As we’ve explored these 50 plus fun Christmas icebreaker questions, I hope you’ve not only found yourself reminiscing about cherished holiday memories but also discovered new ways to connect with your colleagues and foster a sense of camaraderie. 

From sharing hilarious mishaps and unique traditions to exploring creative hypotheticals and cultural customs, these prompts are designed to spark lively conversations and encourage everyone to open up and bond over the shared experience of celebrating Christmas.

Remember, the true spirit of the season lies in bringing people together, embracing diversity, and creating lasting connections. So, whether you’re gathering for a cozy office party or a large-scale corporate event, these icebreaker questions will help set the tone for a joyful, engaging, and memorable celebration that brings your team closer together.

Happy holidays, and may the warmth and cheer of the season surround you and your colleagues as you embark on these festive conversations!

Faqs About Fun Christmas Ice Breaker Questions For Work :

1. How can I adapt these icebreaker questions for a virtual or remote team?

While these questions are primarily designed for in-person gatherings, they can easily be adapted for virtual or remote teams. Consider using video conferencing tools or online collaboration platforms to facilitate group discussions or breakout rooms. Encourage everyone to participate by taking turns sharing their responses or using interactive features like virtual whiteboards or polling.

2. Can I modify or add to these icebreaker questions to better suit my team or company culture?

Absolutely! Feel free to tailor or expand upon these prompts to align with your team’s unique dynamics, inside jokes, or company traditions. The goal is to create a comfortable and inclusive environment where everyone feels encouraged to participate and share their perspectives.

3. How can I ensure that these icebreaker questions are appropriate and respectful of everyone’s backgrounds and beliefs?

It’s important to be mindful of cultural and personal differences when facilitating icebreaker activities. Before diving into these prompts, consider providing a brief disclaimer or setting ground rules that promote respect, open-mindedness, and inclusivity. Encourage participants to share only what they feel comfortable with and remind everyone to approach discussions with empathy and sensitivity.

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Misbah Mushtaq

Misbah Mushtaq, a creative soul and expert storyteller, has been weaving words into impactful narratives for over three years. On Fiverr, she's known for her compelling blogs that not only engage the audience but also resonate with their heartbeats. Misbah's writing is a tribute to the spirit of teamwork and the quiet dedication that fuels progress. Outside of work, she finds joy in the simple pleasures of life, reflecting the same warmth and appreciation in her interactions with the world around her.

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