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Questions & Games

Would You Rather Questions for an Office Christmas Party

If you need Would You Rather Questions for an Office Christmas Party, the best approach is to keep them light, inclusive, and easy to answer aloud. The questions below are designed for coworkers, managers, and mixed teams, with options that work well in a professional holiday setting.

Use them as an icebreaker, a table game, a team-building round, or a quick filler between food, music, and gift exchange. They are playful without being too personal, and they avoid the kind of jokes that can make a workplace party uncomfortable.

How to use these questions at an office Christmas party

Read the question aloud and let each person choose one of the two options. You can have people raise hands, move to opposite sides of the room, or simply call out their choice.

For a bigger group, keep the pace brisk and move on after a few people explain their answer. For a smaller team, invite short reasons so the conversation stays lively.

  • Best for: office holiday parties, team lunches, virtual celebrations, and after-work gatherings
  • Ideal tone: cheerful, harmless, and work-appropriate
  • Good group size: 4 to 40+ people
  • Time needed: 10 to 30 minutes, depending on how many questions you use

Easy icebreaker questions

These are simple, low-pressure choices that help everyone warm up quickly.

  • Would you rather wear a Santa hat all day or reindeer antlers all day?
  • Would you rather drink hot chocolate for every break or eat Christmas cookies for every break?
  • Would you rather have a desk covered in tinsel or a chair that jingles every time you sit down?
  • Would you rather receive one big gift or five small surprises?
  • Would you rather work in a room with holiday music on repeat or holiday lights everywhere?
  • Would you rather be the person who wraps all the office gifts or the person who labels them all?
  • Would you rather have a snow day or a bonus vacation day?
  • Would you rather attend the party in a cozy sweater or a formal holiday outfit?
  • Would you rather have peppermint bark or gingerbread cookies as your party snack?
  • Would you rather decorate the office tree or decorate the break room?

Funny but still office-friendly choices

These questions bring out personality without drifting into awkward territory.

  • Would you rather have your email signature automatically add “Happy Holidays” to every message or your keyboard play sleigh bells every time you type?
  • Would you rather accidentally call your boss “Santa” or accidentally call Santa “boss”?
  • Would you rather have to sing every greeting you say for one day or speak only in holiday puns for one day?
  • Would you rather have a meeting that lasts five minutes too long or a party that lasts five minutes too long?
  • Would you rather have glitter on your clothes for the rest of the day or confetti in your shoes for the rest of the day?
  • Would you rather be known as the office gift-wrapper champion or the office cookie-taster champion?
  • Would you rather have to wear a blinking necklace or a loud jingle bracelet to work?
  • Would you rather have to answer every phone call with “Ho ho hello” or every email with “Warm holiday wishes”?
  • Would you rather get trapped in a conversation with the office elf or the office snowman?
  • Would you rather have your chair squeak like a sleigh or your shoes squeak like snow?

Holiday-themed choices for coworkers

These questions are a little more festive and help people share preferences without getting too personal.

  • Would you rather build a gingerbread house or decorate sugar cookies?
  • Would you rather have a Christmas tree in every room or lights around every window?
  • Would you rather spend the holiday season in a snowy town or a sunny beach town?
  • Would you rather receive a handwritten holiday card or a thoughtful small gift?
  • Would you rather listen to classic carols or upbeat holiday pop songs?
  • Would you rather attend a cozy potluck or a catered holiday dinner?
  • Would you rather give all your gifts early or wait until Christmas morning?
  • Would you rather have a giant office tree or a giant office wreath?
  • Would you rather wear matching holiday pajamas or matching ugly sweaters?
  • Would you rather have a winter wonderland theme or a classic red-and-green theme?

Team-building questions that spark conversation

These choices are especially good if you want people to explain their answers and learn a little about one another.

  • Would you rather work on a team that moves fast or a team that plans carefully?
  • Would you rather celebrate with a big group activity or a quiet team lunch?
  • Would you rather be the person who organizes the party or the person who brings the best dessert?
  • Would you rather get a surprise holiday task or choose your own holiday task?
  • Would you rather have a manager who loves holiday spirit or one who keeps things very low-key?
  • Would you rather have a gift exchange with funny gifts or practical gifts?
  • Would you rather decorate a shared office space or host a virtual holiday background contest?
  • Would you rather have a team karaoke round or a team trivia round?
  • Would you rather plan the menu or plan the playlist?
  • Would you rather have a party on a weekday afternoon or a Friday evening?

Quick-fire questions for a large group

If you want to move fast, these are easy to answer in a few seconds each.

  • Would you rather have cinnamon or peppermint?
  • Would you rather have lights or candles?
  • Would you rather have cookies or cake?
  • Would you rather have snow or sunshine?
  • Would you rather have music or games?
  • Would you rather have a sweater or a scarf?
  • Would you rather have cocoa or coffee?
  • Would you rather have a tree or a wreath?
  • Would you rather have a gift card or a wrapped surprise?
  • Would you rather have a sit-down dinner or a buffet?

Questions that work well in a virtual office party

These are easy to use on video calls and still feel festive.

  • Would you rather have your camera background be a snowy cabin or a decorated office?
  • Would you rather send a holiday emoji in every chat message or wear a festive headset for the whole call?
  • Would you rather receive a digital gift card or a surprise package in the mail?
  • Would you rather join a virtual cookie decorating contest or a virtual trivia game?
  • Would you rather have a holiday playlist playing softly in the background or a silent call with everyone in costume?
  • Would you rather mail a card to everyone on the team or record a short holiday message for the group?
  • Would you rather have a virtual ugly sweater contest or a virtual ornament contest?
  • Would you rather spend the call sharing favorite holiday movies or favorite holiday foods?
  • Would you rather have a virtual toast or a virtual talent show?
  • Would you rather have a holiday-themed profile picture or a holiday-themed background?

Lighthearted questions for managers and leaders

These keep the atmosphere fun while staying respectful.

  • Would you rather give the opening toast or close the party with a thank-you speech?
  • Would you rather have your team choose the playlist or choose the dessert table?
  • Would you rather be the one handing out prizes or the one announcing winners?
  • Would you rather join the ugly sweater contest or judge it?
  • Would you rather host a formal holiday dinner or a casual pizza-and-games party?
  • Would you rather have everyone bring a dish or have everything catered?
  • Would you rather lead a trivia round or a gift exchange?
  • Would you rather have a short party with lots of activities or a longer party with just one main activity?
  • Would you rather have your team vote on the menu or vote on the theme?
  • Would you rather be remembered for the best decorations or the best playlist?

Optional house rules to keep the game flowing

Keep the rules simple so the game feels like part of the party, not a formal competition.

  1. Read each question once, then repeat it only if needed.
  2. Allow a brief explanation, but cap it at 15 to 20 seconds per person.
  3. Skip any question that feels too personal for your group.
  4. If the room gets quiet, switch to easier or sillier questions.
  5. For a prize round, award one point for the most creative explanation rather than for “correct” answers.

A ready-to-use mini round

If you want a short set to read straight through, this one works well at the table or during dessert.

  • Would you rather have a mug of hot cocoa or a mug of coffee?
  • Would you rather decorate the tree or wrap the presents?
  • Would you rather wear a festive tie or a festive sweater?
  • Would you rather listen to carols or holiday pop music?
  • Would you rather have cookies or candy canes?
  • Would you rather be the first one at the party or the last one to leave?
  • Would you rather have snow outside or warm lights inside?
  • Would you rather receive a funny gift or a useful gift?
  • Would you rather host the party or simply enjoy it?
  • Would you rather end the night with dessert or dancing?

For the smoothest flow, mix easy questions, funny questions, and a few team-focused ones so everyone gets a chance to jump in without the game feeling repetitive.

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