Best Holiday Icebreaker Questions For The Holiday Season
The holidays are the best time of the year. Everyone’s excited and full of energy and there are always so many holiday-themed parties or work functions to attend.
If you’re looking for a way to get everyone to loosen up, whether during a virtual meeting or a party, then you need to try some holiday icebreaker questions. Asking fun questions can help people relax and get to know each other better. The best holiday icebreaker questions can help set the tone and bring some holiday spirit to the event.
The Best Holiday Icebreaker Questions For All Occasions
Below, we’ve put together a compilation of some of our best holiday icebreaker questions. A convenient lifeline for any and all occasions all in one space.
Christmas Icebreaker Questions
Christmas is a biggie, we know. Everyone wants to celebrate it, and the pressure is on to make it the best holiday of the year. Use some of our icebreakers to have fun and get everyone talking.
- What is your all-time favorite Christmas flavor?
- Tell us the best or most unexpected Christmas decoration you’ve ever seen.
- What is your favorite Christmas movie?
- Is Die Hard a Christmas movie or not?
- What is one of your Christmas traditions?
- What was your most memorable Christmas ever?
- Have you ever experienced a white Christmas before?
- When do you start decorating for Christmas?
- What is your best Christmas “fail” or funny story?
- When you were young, did you ever try to wait up and see if you could catch Santa?
- Has there ever been a Christmas present that you’ve regifted?
- Tell us about your favorite Christmas party.
- Which would you prefer: a lot of small presents or one big present?
- What is the strangest gift you’ve ever received?
- Which Christmas gift have you been secretly wishing someone gives you?
- When you were a kid, was there ever a Christmas present you really wanted but never got? What was it?
- If you could replace one Christmas tradition with your own what would it be?
- Which Christmas food from a movie do you wish you could eat?
- Have you ever made up a story to get out of a Christmas party?
- Is there a specific holiday movie you watch every year? What is it?
Generate Random Icebreaker
St. Patrick's Day Icebreaker Questions
St. Patrick’s Day is the best time to meet and get to know new people. Above anything, St. Patrick’s Day is fun, green, and a great time to let loose! So why not try out some new icebreakers to really get to know those around you? After all, you may end up celebrating together until two o’clock in the morning!
- What is the best St. Patrick’s day joke you’ve ever heard?
- Name your favorite St. Patrick’s day drink.
- Name your favorite St. Patrick’s day tradition.
- Sum up your usual St. Patrick’s day celebration in five words.
- What is the happiest thing that has ever happened to you?
- What is the luckiest thing that has ever happened to you?
- Name the greenest thing closest to you.
- Have you ever been to Ireland?
- Do you think that Leprechauns are real? Why?
- If you found the pot of gold at the end of the rainbow, what would you do with it?
- Tell us your craziest St. Patrick’s day story.
- What is your lucky charm or superstition?
- What would your Leprechaun name be? Why?
- Can you do an Irish jig? Can you show us?
- If you had three wishes what would they be? ( You can’t wish for more wishes, or you have to tell us all of your extra wishes)
- Which celebrities would you invite to celebrate St. Patrick’s day with you?
Generate Random Icebreaker
New Years Icebreaker Questions
Ah yes, the New Year. Whether your celebrations for the New Year begin at the office or at a gathering with a bunch of new people, you can still start the year off right…with a good icebreaker.
- What is one of your favorite New Year traditions?
- How would you sum up this last year in one sentence?
- What are you looking forward to the most in the New Year?
- Tell us one new food/drink you’re going to try this year.
- What is one resolution you make every year but never do?
- What are you going to miss the most from last year?
- Is there something new that you are going to try in the new year?
- What is one piece of advice you would give yourself this time last year?
- What is the best thing to have happened to you this year?
- Tell us about your strangest New Year’s.
- What is your funniest New Year’s story?
- List your New Year’s resolutions for this year.
- What is something you regret from last year, and what will you do differently in the new year?
- Name one thing you want to take with you into the new year and why.
- What is one thing you are expecting from the new year?
Generate Random Icebreaker
Thanksgiving Icebreaker Questions
When it comes to Thanksgiving, we all have one thing in common. We’re excited to eat! So why not give some of these icebreakers a whirl while you dig in?
- If you had to choose only two items from this table to eat for the rest of your life, what would they be and why?
- What is your best and worst traditional Thanksgiving food?
- If you could replace any Thanksgiving food with a new item, what would it be and why?
- What is your guilty pleasure for Thanksgiving alone?
- What was your favorite Thanksgiving tradition as a child?
- Would you rather make all the food or wash all the dishes?
- What is the best Thanksgiving joke you have ever heard?
- Do you prefer Black Friday Shopping or watching the football?
- What are you the most grateful for this Thanksgiving?
- Would you prefer Thanksgiving with complete strangers or family?
- If our group would have a sitcom, what would it be called, who would be the star and what would the theme song be?
- What is the most unique Thanksgiving dish you’ve ever had, and would you have it again?
- What is the strangest Thanksgiving tradition you’ve ever heard of or experienced?
- If you could be any food or dessert on the table what would you be and why?
- What is one of your favorite Thanksgiving memories, and what memory are cherishing from this Thanksgiving?
- Which famous person would you invite to Thanksgiving dinner and who do you think they would get along with best?
Generate Random Icebreaker
Halloween Icebreaker Questions
Well, we’ve come to the end of our list of icebreakers… TRICK! We’ve got lots more lined up to TREAT you with. This spooky holiday season is all about fun, horror, treats, and tricks. Why not really pump up the fun element at your event or meeting with these icebreakers?
- What is your favorite scary movie?
- What is your favorite Halloween costume that you’ve ever worn or are planning on wearing?
- If you could only eat one candy while trick or treating, what would it be?
- Would you rather go to a haunted house or stay home watching a scary movie?
- What was the best Halloween party you’ve ever been to?
- Would you rather go trick or treating or go to a party?
- What is the best-decorated house you’ve seen for Halloween, would you try and decorate your house the same?
- What is the best Halloween-themed food you’ve ever eaten?
- If you found a witch's broom just lying about, where is the first place you would fly to?
- Say you were a witch for all of one Halloween, what spell would you cast or potion would you make?
- What is your scariest Halloween story ever and when did it happen?
- What is your favorite ghost story?
- Which would you rather meet and why, a vampire or a werewolf?
- What is the worst Halloween prank you’ve ever pulled and did you get away with it?
- Tell us about one Halloween tradition that you would like to start.
Generate Random Icebreaker
Holiday Icebreaker Questions For Work
If you’re specifically looking for icebreakers to use during a work function or meeting, we’ve got you covered. These are some of the best holiday icebreaker questions that you can use with your colleagues to get to know them a bit better and start some conversations.
- Tell us about a holiday tradition you celebrate that may surprise us.
- What is your go-to holiday karaoke song?
- Which holiday do you love celebrating and which one do you hate celebrating?
- What is your favorite holiday dish?
- Tell us your favorite bad holiday movie.
- Which do you prefer: a company retreat or a company holiday party?
- If you could immediately celebrate one holiday, which would it be?
- Are you more of a holiday decorator, holiday baker, or holiday experiencer?
- What is the best and worst $5 present you’ve ever gotten?
- Would or have you ever tried returning a holiday present for some store credit?
- Which present was the weirdest or worst that you ever received, and did you try to regift it?
- Tell us your favorite holiday tradition from childhood.
- If you could be in any holiday movie, which would it be and who would you play?
- If you could swap with someone for one day and do any job, what would it be?
- Are you a last-minute holiday shopper or an all-year-long hoarder?
- What is one thing you say you will change every holiday but never do?
- Do you have a favorite holiday spot or event you go to every year?
- Draw a picture that summarizes your holiday so far.
Generate Random Icebreaker
Fun Holiday Icebreaker Questions
There’s nothing better than stirring up some fun with bizarre icebreakers that really make people think. From here, these are just crazy fun icebreakers that you can use at any time.
- Which holiday would be the best for the start of a zombie apocalypse and which holiday character would be the first to turn?
- Which holiday character would be the worst to be stranded on an island with and why?
- If you were an elf, what would your elf name be (it has to be holiday themed)?
- What is the coolest gift you’ve ever received from Secret Santa and what is the coolest gift you’ve ever given to someone for Secret Santa?
- If you had the chance to create your own holiday, what would it be called, what would you celebrate, and what traditions would it include?
- Which holiday do you find the strangest and reluctantly celebrate; and which holiday do you plan for all year long?
- What is your favorite holiday TV commercial, and what is your worst?
- Tell us about the worst holiday food you’ve ever eaten that you had to pretend was amazing.
- Would you rather be Santa Clause or the Easter Bunny? Why?
- Would you prefer a year-long celebration of Christmas, Thanksgiving, Easter, or Halloween? Why?
- Be honest, how long did it take you to realize Santa Claus and the Easter Bunny weren’t real?
- If you could go back in time, where, when, and how would you go? What would you be excited to celebrate?
- Which holiday feast do you look forward to or hate going to?
- If the Easter Bunny and Santa Claus were in a wrestling match, who would win and why?
- Which board game are you the best in and would you be interested to see if you can be outmatched?
- What is the worst or best lie you’ve told over the holidays?
Generate Random Icebreaker
Final Thoughts
The holidays are the best time of the year to really start connecting with people and having some fun.
Whether you’re at an office party, a get-together with new people, or even just out to lunch with some friends, you never have to feel wordless or awkward.
Using the best holiday icebreakers is a fun and interesting way of really getting to know those around you. It’s also great for getting everyone more comfortable around each other. And hey, who knows, maybe these icebreakers will help turn acquaintances or colleagues into friends.
You can use the icebreakers listed above as stepping stones and you’ll find that soon enough you’ll be writing your own.