100 Christmas would you rather questions for work and holiday parties
Good Christmas would you rather questions give two fun, equal holiday choices anyone can answer in a second, with nothing personal to share. Here are 100 clean ones for work in five sets. Tap the picker for a random card to share on screen.
Cozy winterWould you rather spend a snow day reading by a window or watching movies under a pile of blankets?
Read one aloud, everyone votes at once, and one person from each side says why. With reasons, five questions fill about 10 minutes; as a quick vote, you can get through 15. The sets run from cozy (the safest opener) to funny, work, food and travel, and every question is clean: no drinking, money, dating or looks, and the cozy and travel sets work for people who don’t celebrate Christmas.
20 cozy Christmas would you rather questions
Gentle picks for a meeting opener. Nobody has a wrong answer, and people love explaining their perfect snow day.
1. Would you rather spend a snow day reading by a window or watching movies under a pile of blankets?
2. Would you rather wake up to fresh snow every December morning or to the smell of cinnamon rolls baking?
3. Would you rather have a fireplace in every room or heated floors everywhere you walk?
4. Would you rather wear fuzzy socks to every meeting or a favorite sweater every day of the year?
5. Would you rather live in a cabin covered in twinkle lights or an apartment above a holiday market?
6. Would you rather finish a 1,000-piece winter puzzle or knit a scarf from scratch?
7. Would you rather spend a winter evening making paper snowflakes or stringing a popcorn garland?
8. Would you rather have a window seat facing the snow or a reading nook with every book you love?
9. Would you rather spend a December afternoon at a holiday craft fair or in a cozy used bookstore?
10. Would you rather decorate one tree that touches the ceiling or a tiny tree on every windowsill?
11. Would you rather hear holiday music from November 1 or not a single carol until December 20?
12. Would you rather have a snowman that never melts or a gingerbread house that never goes stale?
13. Would you rather spend a winter night stargazing in the cold or playing board games by the fire?
14. Would you rather ice skate on a frozen pond or ride a horse-drawn sleigh through the woods?
15. Would you rather have a mug that keeps cocoa hot all day or a blanket that is always the perfect warmth?
16. Would you rather own the softest robe ever made or slippers that warm up when you put them on?
17. Would you rather see a meteor shower on a clear winter night or wake up to a white Christmas every year?
18. Would you rather spend a quiet holiday morning with a book or a loud one with a house full of guests?
19. Would you rather light candles that smell like pine or candles that smell like sugar cookies?
20. Would you rather walk around to see the neighborhood lights or drive past them with the heat on high?
Want a host to run the holiday games?
A would you rather round fills 10 minutes of a meeting. For the party itself, a hosted holiday game show gives the whole team an hour of rounds, teams and a scoreboard, and the host does all the talking. It works for 15 people or 150 on one call, and you prep nothing in a busy December. Hosted games book about 2 weeks ahead.
Live-hosted, about an hour, on Zoom (Teams, Google Meet or Webex on request). Today’s prices:
Festive Family FeudStarting at $34 USD / person
Christmas Trivia PartyStarting at $34 USD / person
Holiday Fun & GamesStarting at $39 USD / person
20 funny Christmas would you rather questions
Silly choices where both sides are a little ridiculous. Best right before the party games start.
21. Would you rather be in charge of every elf in the workshop or be the reindeer who pulls the sleigh?
22. Would you rather have a talking ornament that critiques your decorating or a tree that drops needles only on you?
23. Would you rather jingle like sleigh bells every time you walk or hum a carol every time you're nervous?
24. Would you rather untangle every string of lights in the building or find the one burnt-out bulb in a strand of 500?
25. Would you rather laugh only in ho ho hos all December or leave a trail of glitter everywhere you go?
26. Would you rather be the elf who tests every toy or the elf who reads every wish list out loud?
27. Would you rather drive Santa's sleigh through a snowstorm or deliver every gift in town by snowmobile?
28. Would you rather own a singing fish that only plays carols or a dancing snowman that never turns off?
29. Would you rather have every elevator play holiday music or every phone call start with sleigh bells?
30. Would you rather live in a snow globe someone keeps shaking or inside a music box that never stops?
31. Would you rather answer every question in rhyme all December or speak only in carol lyrics?
32. Would you rather have a tree that moves to a new room every night or one that hums along to every song?
33. Would you rather trade places with a shopping mall Santa for a day or with a gingerbread house judge?
34. Would you rather own a sweater that knits itself a new pattern daily or one that compliments you out loud?
35. Would you rather have reindeer camp on your lawn all winter or penguins move into your garage?
36. Would you rather be the one who hides the pickle ornament or the one who has to find it?
37. Would you rather receive a gift that wraps itself badly or one that shouts what it is when you pick it up?
38. Would you rather fight a snowball battle against ten kids or build a snow fort with ten adults who all want to lead?
39. Would you rather have a reindeer as your rideshare driver or a polar bear as your mail carrier?
40. Would you rather have a snowman narrate your day out loud or a choir of elves sing your emails?
Love the moment the room splits? A virtual Family Feud game turns “which side are you on” into a full team game with a host and buzzers.
20 Christmas would you rather questions for work
About the office party, December meetings and the year-end rush. Light enough for a team with a new manager.
41. Would you rather plan the office holiday party in three days or have three months but no say on the theme?
42. Would you rather hold every December meeting by a fireplace or in a room full of twinkle lights?
43. Would you rather have the office decorated by the team's biggest decorator or by its biggest minimalist?
44. Would you rather end the year with a team talent show or a team trivia game?
45. Would you rather draw your manager's name in the gift exchange or have your manager draw yours?
46. Would you rather accidentally reply all on the party RSVP or forget to RSVP at all?
47. Would you rather have a meeting-free last week of December or a no-email week in January?
48. Would you rather judge the office cookie bake-off or the door decorating contest?
49. Would you rather have an elf decorate your desk overnight or have an elf sort your inbox?
50. Would you rather take the year-end team photo in the snow or in front of a giant gingerbread house?
51. Would you rather emcee the year-end awards or write a funny award for every person on the team?
52. Would you rather wrap every present for the team gift swap or organize who draws whom?
53. Would you rather have Santa write your out of office message or an elf on a sugar rush?
54. Would you rather start every December standup with a holiday fun fact or end each one with a joke?
55. Would you rather have the holiday party in the office at lunch or in the evening somewhere new?
56. Would you rather play a party game with the whole company or with just your own team?
57. Would you rather keep the office decorations up until February or take them all down on December 26?
58. Would you rather your gift exchange have a strict theme or a strict size limit?
59. Would you rather have the desk next to the party snack table or the desk next to the giant tree?
60. Would you rather plan next year's goals at a cozy cabin offsite or on a video call in your pajamas?
Planning the whole party, not just the icebreaker? See our virtual holiday party ideas with live prices.
20 holiday food would you rather questions
The set that starts the longest arguments. Save it for a lunch meeting or the cookie swap.
61. Would you rather have gingerbread cookies or sugar cookies as the only December dessert?
62. Would you rather eat only holiday cookies for a day or only candy canes for a day?
63. Would you rather stir your hot cocoa with a peppermint stick or a cinnamon stick?
64. Would you rather eat a holiday dinner of only side dishes or only desserts?
65. Would you rather build a gingerbread house you can't eat or a cookie platter you can't decorate?
66. Would you rather have warm cinnamon rolls every holiday morning or pancakes shaped like snowflakes?
67. Would you rather snack on roasted chestnuts or candied pecans at a holiday market?
68. Would you rather have fruitcake at every meal or no cookies at all until January?
69. Would you rather bake 12 dozen cookies for the office or eat whatever the office bakes for you?
70. Would you rather have peppermint bark or chocolate fudge as the only treat on the table?
71. Would you rather have a cookie decorating station or a s'mores station at the office party?
72. Would you rather dip everything in melted chocolate or top everything with crushed candy canes?
73. Would you rather eat a gingerbread person head first or feet first?
74. Would you rather join a cookie swap where everyone bakes or a potluck where nobody brings the same dish?
75. Would you rather have breakfast for dinner every holiday night or a build-your-own pizza night?
76. Would you rather make mac and cheese or roasted vegetables the star of the holiday table?
77. Would you rather eat the cookies left out for Santa or the carrots left out for the reindeer?
78. Would you rather have your cocoa always a little too hot or always a little too cold?
79. Would you rather decorate cookies with only red icing or only green icing forever?
80. Would you rather have a fridge full of holiday leftovers or a cupboard full of holiday chocolate?
20 holiday travel and time-off would you rather questions
Works for everyone, whether or not they celebrate. Great for teams spread across cities.
81. Would you rather spend the holidays in a snowy Alpine village or on a tropical island?
82. Would you rather ride a holiday train through the mountains or road trip from one light display to the next?
83. Would you rather visit a new holiday market every weekend in December or stay home every weekend?
84. Would you rather travel on the busiest day of the year with no delays or on a quiet day with one long delay?
85. Would you rather ring in the new year in a big city or in a small mountain town?
86. Would you rather visit Lapland to meet reindeer or Iceland to look for the northern lights?
87. Would you rather pack for two winter weeks in one backpack or bring three suitcases and carry them all yourself?
88. Would you rather spend your time off with zero plans or with every day planned?
89. Would you rather take one long December break or spread the same days off across the year?
90. Would you rather ski down a mountain for the first time or ice skate in front of a crowd?
91. Would you rather sleep in a hotel made of ice or a treehouse covered in snow?
92. Would you rather fly somewhere warm for the break or drive somewhere snowy?
93. Would you rather see the Rockefeller Center tree in New York or the lights on Regent Street in London?
94. Would you rather explore your own city like a tourist over the break or visit a city you've never seen?
95. Would you rather be snowed in at a cozy lodge for three days or stuck at a sunny airport for one?
96. Would you rather take a night train with a sleeper cabin or a short flight with a window seat?
97. Would you rather have a staycation with a personal chef or a trip somewhere with no phone signal?
98. Would you rather send a postcard from every stop of a winter trip or keep a photo diary of all of it?
99. Would you rather go dog sledding in the snow or ride a gondola over a snowy valley?
100. Would you rather come back from the break to an empty inbox or a desk covered in thank-you notes?
Team more into facts than opinions? Christmas Trivia Party is an hour of holiday movie, music and tradition rounds with a live host.
How to play Christmas would you rather at work
Four steps that turn a list into a game, then one line for each setting.
- Pick the set that fits the room. Cozy or travel for a first meeting with a new team, funny or food for the party, work for a team that knows each other.
- Everyone votes at the same moment. Red card or green card, one finger or two, or a chat emoji. A count of three keeps people from waiting to see what others pick.
- Hear from the smaller side first. The minority usually has the better reason. Give one person 20 seconds, then one from the bigger side.
- Keep the team's official picks. Write down each majority answer. By the end you have the team's holiday rules: cocoa too hot, decorations up until February.
In the office, hybrid or on video
- In the office: hand out red and green napkins or cards. Red is the first option, green the second, and everyone holds one up on three.
- Hybrid: the room votes with cards, the call votes in the chat, and the host reads both tallies before anyone defends a pick.
- On video: share the picker, vote with a snowflake or a tree emoji, and spotlight one speaker from each side.
- In a team channel: post one question each workday until the break and reveal the team's full list of official picks on the last day.
Over about 60 people, a show of hands stops being fun to count. A host-run virtual game show splits a big group into teams and keeps everyone playing.
More holiday questions
Our Christmas questions add funny and get-to-know-you rounds, the holiday this or that questions are the two-word version, and our holiday icebreaker questions suit a first meeting. For January, try the winter would you rather questions; for any month, our funny would you rather questions and would you rather questions for work. Want a game with paper and a timer? Play Christmas Scattergories.
