95+ Best Holiday Icebreaker Questions | Christmas | For Work | Party | Vacation 2024

Holiday icebreakers questions are short and simple, which can help you start your conversation with a smart and engaging impression.

It can give you better ways of interacting during holiday parties, meetings, and at work.

In this article, I have compiled a list of holiday ice breaker questions that are fantastic.

Pick suitable Icebreakers on holiday, especially for Christmas and New Year. Have fun.

Happy Holidays.!!

Holiday Icebreaker Questions For Work

Holiday Icebreaker Questions For Work
  1. Which of your coworkers do you think would make the best Christmas cookies?
  2. Which of your coworkers would pick out the perfect present?
  3. Which of your coworkers is most likely to be the life
  4. What was the best holiday present you ever received?
  5. What was the strangest or worst holiday present you ever received?
  6. What is your favorite holiday memory from childhood?
  7. What is your favorite holiday treat?
  8. What kind of holiday events are your favorite?
  9. What was the best gift you ever gave?
  10. What is your favorite holiday tradition?
  11. Does your family have any unique or bizarre traditions?
  12. What Christmas gift do you treasure the most?
  13. Do you make New Year’s resolutions? Have you ever completed one?
  14. What is your best tip to stay calm and unstressed during the holidays?
  15. Do you have a holiday playlist? Name one song off of it.
  16. Do you buy presents for lots of people, or only the people who are closest to you?
  17. What are you most looking forward to this season? Least looking forward to?
  18. What are your holiday plans?
  19. What is the best $5 gift to give someone?

Vacation Icebreaker Questions

Vacation Icebreaker Questions
  1. What’s the best trip (traveling wise) you ever had?
  2. What’s your favorite thing about the place where you live?
  3. If you could live anywhere in the world for a year, where would it be?
  4. Where is your favorite vacation spot?
  5. If money and time were no object, what would you be doing right now?
  6. What is something you hate doing? Why?
  7. What is something you love doing? Why
  8. Do you have any hidden talents? What can you do?
  9. What was one new experience you tried that was completely unknown or uncomfortable to you at the time you tried it?
  10. What’s your favorite seat on an airplane?
  11. Have you ever been on a cruise? Where did you go?
  12. Do you enjoy the outdoors? What’s your favorite outdoor activity?
  13. How many countries have you visited outside your own?
  14. What is your favorite weekend trip?
  15. What is your favorite hobby?
  16. What is your favorite thing to do by yourself?
  17. What is your favorite sport or physical activity?
  18. What crazy activities do you dream of trying someday?
  19. What is your idea of fun?
  20. What two things do you consider yourself to be very good at?
  21. What two things do you consider yourself to be very bad at?

Holiday Party Icebreaker Questions

Holiday Party Icebreaker Questions
  1. Which Winter holidays do you celebrate?
  2. What’s the best gift you’ve ever received over the holidays?
  3. What’s your favorite outdoor winter activity?
  4. What’s your favorite indoor activity for when it’s too cold outside in Winter?
  5. What’s your go-to winter cocktail or drink? (Don’t have one? Check out these tasty winter cocktail ideas!)
  6. What is your favorite holiday movie? Guilty pleasure movie?
  7. What’s the worst holiday gift you’ve ever received?
  8. What’s the worst holiday gift you’ve ever given to somebody else?
  9. What’s your most embarrassing reaction to receiving a gift?
  10. What’s that one gift you really wanted when you were younger that you never got?
  11. What’s one gift you’re secretly hoping to receive this year?
  12. Have you ever had a dreidal made out of clay?
  13. What are your favorite foods that you only eat during Hanukkah?
  14. How do you feel about Adam Sandler’s Hanukkah Song?
  15. Do you like snow?
  16. What was the best snow-day of your childhood that you can remember?
  17. What’s your craziest NYE story?
  18. Do you celebrate Christmas? If so, do you enjoy Christmas?
  19. Did you believe in Santa Claus as a child? Until what age?
  20. Can you name all of Santa’s reindeer?
  21. If you were one of Santa’s reindeer, which would you be and why?
  22. Christmas trees…. do you go with real or fake? Debate why!

Holiday Season Icebreaker Questions

Holiday Season Icebreaker Questions
  1. What is your favorite Thanksgiving meal side dish?
  2. Do you like Thanksgiving food?
  3. What are you thankful for this year?
  4. Would you rather host dinner or attend at someone else’s home?
  5. Do you like to watch football or the parade?
  6. Does your family have any Thanksgiving traditions?
  7. What is a favorite childhood Thanksgiving memory?
  8. Do you normally go Black Friday shopping?
  9. If you could have one famous person, dead or alive, sit at your Thanksgiving dinner table, who would you invite?

Christmas Holiday Icebreaker Questions

Christmas Holiday Icebreaker Questions
  1. White Christmas tree lights or multi-colored lights?
  2. Twinkling lights or static lights?
  3. How early do you put up your Christmas tree, lights, and holiday decorations?
  4. Icicle lights hanging from the roof… beautiful or tacky?
  5. When do you start listening to Christmas music? Or do you never listen do it?
  6. What’s your favorite Christmas song? Favorite Winter / holiday song in general?
  7. What’s one holiday song you just can not stand?
  8. If you couldn’t have a lot for Christmas, but there was just one thing you needed, underneath the Christmas Tree, what would it be?
  9. Have you ever made mulled wine? Why not? It’s sooo good!
  10. Can you name the 12 days of Christmas? Go around in a circle taking turns naming them, without repeating any, to see if as a team you can get them all correct.
  11. Have you ever roasted chestnuts on an open fire?
  12. Are you an expert gift wrapper? Wrapping paper or gift bags?
  13. Have you ever decked the halls with boughs of holly?
  14. Thoughts on mistletoe?
  15. Which celebrity would you want to meet under the mistle toe?

Icebreaker Questions About Holidays

Icebreaker Questions About Holidays
  1. Who do you typically celebrate Xmas with? Who are you celebrating with this year?
  2. What’s your family’s go-to activity for Christmas afternoon? Movie, hike, football, cocktails, something else?
  3. If Santa didn’t have a sleigh, how would he deliver presents to all the children?
  4. Which character in Rudolph the Red Nosed Reindeer do you most relate with?
  5. If you were an elf, what would be your name? What toy would you make?
  6. If you were Santa Claus, would you give coal to the bad kids, or give them something else?
  7. What’s your favorite thing to do on Christmas Eve?
  8. Candy canes… meh or heck yea?
  9. Did you ever leave out a snack for Santa? What was it? If you have kids, do they leave a snack out and do you eat it?

I hope you can use these holiday icebreaker questions to impress your co-workers, friends and family.

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