150 Funny Holiday Questions, Trivia and Icebreakers for Work Parties

As the year races to the finish line, most workplace conversations revolve around “How much more time do we need?” or “What’s the project status?” In all that hustle, it’s easy for teams to lose the holiday spirit based on this survey, where 41% report a drop in productivity at work. That’s why now’s the perfect time to add a little festive fun to your routine.  A few well-picked holiday questions can drive cheerful conversations that go beyond project talk. Whether it’s favorite holiday movies, travel plans, or funny gift exchange stories, they’re sure to add warmth and laughter to your workdays.

We’ve rounded up 150 holiday questions that are perfect for festive-themed trivia, happy hours or end-of-year team celebrations at work.

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How Can Holiday Questions Bring Teams Closer?

Holiday questions get teammates to break the ice, engage with each other and naturally build common ground on their favorites and preferences. These could be fun discussions over a holiday movie, a funny gift exchange story, or a travel plan. Team members find it easier to relate with each and this helps them grow closer.

150 Holiday Questions to Spice Up the Office Party

Whether you’re hosting a trivia or planning a casual holiday hangout with your team, these holiday-based questions will make your celebration extra fun.

1. Holiday Trivia Questions for Teams

Warm up your team with these fun holiday trivia questions to see who’s the real holiday expert on your team.

Q: Which reindeer was originally left out of the classic poem “A Visit from St. Nicholas” but later became Santa’s start helper?

A: Rudolph

Q: In the song “12 Days of Christmas,” how many gifts are given in total?

A: 364

Q: Which popular holiday drink was once called “milk punch”?

A: Eggnog

Q: What holiday do people celebrate by lighting a menorah?

A: Hanukkah

Q: What year was the first Thanksgiving celebrated?

A: 1621 

Q: Which country is credited with inventing the modern snowman tradition?

A: The Netherlands

Q: What’s the cozy Danish concept of comfort and contentment that became a global winter trend?

A: Hygge

Q: What’s the main course in a traditional British Christmas dinner? 

A: Roast turkey 

Q: What’s Frosty the Snowman’s nose made of?

A: A button

Q: What do you call the day after Christmas?

A: Boxing Day

Q: What vegetable is often left out for Santa’s reindeer?

A: Carrots

Q: What do most people break for good luck at the Thanksgiving table? 

A: The wishbone 

Q: Which NFL team has played on Thanksgiving Day the most? 

A: The Detroit Lions 

Q: What does the word “Hanukkah” mean in Hebrew? 

A: Dedication

Q: What day comes after Thanksgiving and is known for big sales?

A: Black Friday

Q: What sport is often watched on Thanksgiving Day?

A: Football

Q: What traditional Hanukkah food is fried in oil to celebrate the miracle of the oil? 

A: Latkes (potato pancakes) 

Q: The first Thanksgiving feast lasted how many days?

A: Three days

Q: What game is played using a four-sided spinning top during Hanukkah? 

A: Dreidel 

Q: Which winter celebration marks the shortest day and longest night of the year?

A: Winter Solstice

2. This or That Holiday Questions

From candy canes to pie, these questions will have your team picking their holiday favorites and revisiting fond memories.    

• Christmas lights or candles?
• Hot chocolate or coffee?
• Turkey or ham?
• Home for the holidays or travel away?
• Ugly sweater or cozy pajamas?
• Pumpkin pie or apple pie?
• Watching sports or watching movies?
• Thanksgiving Pecan pie or Christmas cookies?
• Sleigh ride or snowball fight?
• Staying in or going out on New Year’s Eve?
• Thanksgiving parade or football game?
• Holiday Bingo or Holiday Trivia?
• Build a snowman or decorate a tree?
• Gift exchange or potluck?
• Shopping in stores or online deals?
• Black Friday or Cyber Monday?

3. Would You Rather Holiday Questions

These Would You Rather questions on holidays are perfect for getting to know your teammates’ festive preferences in a lighthearted way.

• Would you rather build a snowman or decorate a gingerbread house?
• Would you rather spend Christmas in NYC or Hawaii?
• Would you rather get unlimited hot chocolate or holiday cookies?
• Would you rather drink eggnog or hot cocoa?
• Would you rather sing carols or watch Christmas movies?
• Would you rather enjoy Northern Lights in Iceland or a fireworks show in Times Square?
• Would you rather roast marshmallows by a campfire or bake cookies in a warm kitchen?
• Would you rather cook the Thanksgiving turkey or bake Thanksgiving pies?
• Would you rather go ice skating or stay in for board games?
• Would you rather participate in a Secret Santa or White Elephant swap?

4. Never Have I Ever Holiday Questions

These Never Have I Ever questions based on holidays are sure to get your team exchanging fun confessions, and plenty of memorable stories.

• Never have I ever peeked at my gifts before Christmas morning.
• Never have I ever built a gingerbread house.
• Never have I ever attended a Kwanzaa feast. 
• Never have I ever broken a wishbone. 
• Never have I ever taken a selfie with a mall Santa..
• Never have I ever watched the Times Square ball drop live.
• Never have I ever watched the Macy’s Thanksgiving Day Parade.
• Never have I ever worn an ugly Christmas sweater to a party.
• Never have I ever watched holiday movies during the season.
• Never have I ever gone ice skating during the holidays.
• Never have I ever participated in a Secret Santa.
• Never have I ever gone Black Friday shopping.
• Never have I ever roasted marshmallows or made s’mores.
• Never have I ever made pumpkin pie.

5. Questions on Holiday Treats and Drinks

Every team has their share of foodies, and these questions give everyone a chance to talk about the holiday treats they love most.

Q: Which holiday treat was first created in Germany and originally hung on Christmas trees?

A: Gingerbread cookies

Q: What traditional holiday drink is made with milk, cream, sugar, and eggs?

A: Eggnog

Q: What do people eat for good luck on New Year’s Day in the South?

A: Black-eyed peas, leafy greens (like collards), and cornbread

Q: What dessert roll is known as a Yule Log?

A: Bûche de Noël

Q: What jelly-filled doughnut is eaten to celebrate Hanukkah?

A: Sufganiyah 

Q: What cookie often comes in the shape of a man or a house?

A: Gingerbread

Q: What fruit is traditionally eaten for luck in Spain and some Latin American cultures at midnight on New Year’s?

A: Grapes

Q: What drink is often mixed with orange juice for brunch on New Year’s Day?

A: Mimosa

Q: What sweet side dish for holidays is topped with toasted marshmallows?

A: Sweet potato casserole

Q: What’s a popular fall flavor in lattes around Thanksgiving?

A: Pumpkin spice

Q: What green leafy vegetable is a staple in many Kwanzaa meals? 

A: Collard greens 

Q: What drink is most often used for toasts at New Year’s?

A: Champagne

Q: What sweet bread filled with dried fruit is traditionally served at Christmas in Germany?

A: Christstollen

Q: What nut pie is a Southern Thanksgiving staple?

A: Pecan pie

Q: What peanut butter candy comes in orange and black foil at Halloween?

A: Peanut Butter Kisses Taffy Candy

Q: What type of stew featuring okra and seafood is often served during Kwanzaa celebrations?

A: Gumbo

Q: What dish made with black-eyed peas is said to bring good luck in the new year? 

A: Hoppin’ John 

Q: What dessert is baked with a hidden charm or bean in some New Year traditions? 

A: King cake

Q: What type of chocolate coins are given to children during Hanukkah games? 

A: Gelt 

Q: What spiced dessert bread filled with candied fruit is popular in Italy during Christmas?

A: Panettone

Q: Which oil symbolizes the miracle during Hanukkah meals?

A: Olive oil

6. Funny Holiday Questions for Teams

These questions add a dose of humor to your team’s holiday gatherings and make your festive celebrations more joyful at work. 

• If your stocking could be filled with one thing for the rest of your life, what would it be?
• What’s the funniest thing that’s happened during a holiday party at work?
• If your pet could give you a holiday present, what would it be?
• Which reindeer would make the worst Zoom teammate  and why?
• If your team had to make a holiday movie, what would the title be?
• If snowmen had jobs, what job would your snowman have?
• If you could rename Santa, what would his new name be?
• What’s your most over-the-top holiday purchase?
• If you had to live inside one holiday movie forever, which would you pick?
• If you had one “holiday magic wish” at work, what would you use it for- endless coffee, no deadlines, or instant PTO?

7. Holiday Icebreaker Questions for Work

These holiday icebreaker questions will help teams break the ice and have more festive conversations with each other.

• What’s one holiday dish you could eat all season?
• Where would you want to spend your Christmas?
• What’s the best holiday gift you’ve ever received?
• What’s one food you secretly avoid at holiday parties?
• What’s one childhood Thanksgiving memory you’ll never forget?
• Have you ever tried a Hanukkah recipe?
• Which Christmas movie character do you relate to most?
• What’s your favorite holiday song?
• Have you ever made a custom gift for New Year’s?
• Have you ever hosted a Thanksgiving dinner yourself?

8. Pop Culture Holiday Questions

These questions cover all things holiday pop culture, from iconic movies and music to fun trends everyone remembers.

Q: In Home Alone, where is Kevin’s family traveling to for Christmas?

A: Paris

Q: Which holiday movie features a boy who wants a Red Ryder BB gun?

A: A Christmas Story

Q: What traditional Christmas ballet features a young girl named Clara?

A: The Nutcracker

Q: What Netflix series became a surprise holiday favorite with its “snarky letters and gothic winter vibes”?

A: Wednesday

Q: In The Grinch Who Stole Christmas, what is the Grinch’s dog’s name?

A: Max

Q: What’s the name of the snowman in the movie Frozen?

A: Olaf

Q: Which actor voices The Grinch in the 2018 animated movie The Grinch?

A: Benedict Cumberbatch

Q: In The Polar Express, what’s the first gift of Christmas?

A: A bell from Santa’s sleigh

Q: Which classic holiday comedy stars Chevy Chase?

A: National Lampoon’s Christmas Vacation

Q: What’s the name of the black cat in Hocus Pocus?

A: Thackery Binx

Q: In The Nightmare Before Christmas, who is the Pumpkin King?

A: Jack Skellington

Q: Which balloon has appeared the most times in the Macy’s Thanksgiving Day Parade? 

A: Snoopy 

Q: Which Friends character gets a turkey stuck on their head?

A: Joey Tribbiani

Q: What toy becomes the must-have Christmas gift in Jingle All the Way?

A: Turbo Man action figure 

Q: In A Charlie Brown Thanksgiving, what food does Snoopy serve instead of turkey?

A: Meal made of buttered toast, popcorn, pretzels, and jelly beans. 

Q: Which animated movie features a turkey named Reggie who tries to stop Thanksgiving from happening?

A: Free Birds

Q: Who starred in Eight Crazy Nights, a Hanukkah-themed animated movie?

A: Adam Sandler

Q: In How I Met Your Mother, what’s the nickname of their Thanksgiving celebration?

A: Slapsgiving

Q: Which Rugrats special explains the story of Hanukkah to kids?

A: A Rugrats Chanukah 

Q: In the New Year’s Eve movie, which actress plays the Times Square event director?

A: Hilary Swank

Q: What talk show host has helped bring Kwanzaa awareness to mainstream audiences?

A: Oprah Winfrey

9. Holiday Travel Questions

These questions explore popular holiday destinations around the world, like New York City, Florida, Mexico, Hawaii, and more. 

Q: What U.S. state is famous for its beaches during Christmas vacations?

A: Florida and Hawaii

Q: What city in Germany is known for its world-famous Christmas markets?

A: Nuremberg

Q: What Hawaiian island is a popular destination for holiday getaways?

A: Oahu

Q: Which U.S. city hosts the famous “River Walk” filled with thousands of holiday lights? 

A: San Antonio, Texas

Q: Which U.S. state is a favorite for winter cabin holiday getaways?

A: Colorado, Montana, and Vermont

Q: What city in Canada is famous for its winter carnival?

A: Quebec City

Q: Where would you visit to see the Northern Lights around Christmas time?

A: Norway, Iceland, or Finland

Q: What city in Scotland is famous for its Hogmanay New Year’s celebration?

A: Edinburgh

Q: Where do travelers go to see the giant Thanksgiving parade balloons?

A: New York City

Q: What country is home to Lapland, where travelers visit Santa’s Village?

A: Finland

10. Around the World- Holiday Questions

These questions explore how different countries celebrate holidays such as Thanksgiving, Christmas, Hanukkah, Kwanzaa, and New Year’s Day in accordance with their local customs.

Q: Which country is famous for starting the tradition of Christmas trees?

A: Germany

Q: Which city drops a giant ball on New Year’s Eve?

A: New York City

Q: Which Caribbean island is known for its “Junkanoo” Christmas parade?

A: The Bahamas

Q: In which country do people celebrate Christmas by roller-skating to early morning church services?

A: Venezuela

Q: Where is the famous Christmas market held at Marienplatz Square?

A: Munich, Germany

Q: Where do people in Eastern Europe celebrate Christmas with a meal that traditionally includes 12 meatless dishes?

A: Ukraine and Poland

Q: What countries celebrate Christmas on January 7th instead of December 25th?

A: Russia, Belarus, Serbia, and Ukraine

Q: Which city hosts a “Christmas Boat Parade” with hundreds of decorated yachts every year?

A: The city of Newport Beach, California

Q: In which South American country do children get gifts from “El Niño Dios” instead of Santa Claus?

A: Colombia and parts of Mexico and Venezuela

Q: What’s the name of the Jewish Festival of Lights?

A: Hanukkah

Q: Which country celebrates Christmas with a feast called “Réveillon”?

A: France

Q: Where is the tradition to toss old furniture out the window on New Year’s Eve to symbolize a fresh start?

A: South Africa

Q: Which horned anthropomorphic figure is known to be Santa’s helper?

A: Krampus

Q: In which country do people decorate spider webs on Christmas trees as a symbol of good luck?

A: Ukraine

Q: In which country do people hide all their brooms on Christmas Eve to keep witches away?

A: Norway

Q: In which country do people jump off chairs at midnight to “leap” into the New Year?

A: Denmark

Q: Where do people celebrate Christmas with a “Feast of Seven Fishes”?

A: Italy

Q: In which country do people build giant paper figures called “Años Viejos” and burn them to say goodbye to the old year?

A: Ecuador

Q: Where do people eat pickled herring at midnight for good luck on New Year’s Eve?

A: Poland

Frequently Asked Questions

What kinds of holiday-based questions are best for workplace teams?

You can go with questions about holiday food, traditions, music, and movies that are inclusive and fun for workplace teams. 

When should we use holiday questions at work?

You can use them at the start of team meetings, during holiday virtual events, or as quick icebreakers before games or trivia rounds.

Where can we find fun questions on holidays for my team?

You can find ready-made questions on various sites on the web, as well as in this blog above. 

How long is a game of Holiday trivia?

The Holiday trivia game usually lasts for around 60 minutes, but you can customize the duration based on your team’s schedule and preferences.

What are some holiday morning meeting questions?

These can include Holiday get to know you questions for teams, such as:

1. What’s your go-to drink to start a holiday morning?
2. What’s one thing that instantly puts you in a holiday mood?
3. What’s your favorite holiday tradition?
4. If you could invite one fictional character to your holiday breakfast, who would it be?