300 would you rather questions for holidays

Two choices. A surprisingly good conversation.

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Showing 1-100 of 300 questions

Good stories

  1. Would you rather bake cookies shaped like planets or make a holiday playlist with old favorites?

  2. Would you rather make a tiny cardboard holiday village or prepare a menu of everyone's favorites?

  3. Would you rather share the story of a familiar holiday tradition or celebrate with a family picnic indoors?

  4. Would you rather host a holiday craft afternoon or visit a small winter market?

  5. Would you rather wear a very cheerful knitted hat or make a paper garland for every window?

  6. Would you rather choose a silly homemade surprise gift or visit a neighborhood light display?

  7. Would you rather decorate one beautiful tree or prepare a mystery festive menu?

  8. Would you rather wear a very cheerful patterned scarf or visit a neighborhood light display?

  9. Would you rather start a tradition of a holiday film or organize a festive book swap?

  10. Would you rather have a lively celebration with storytelling or decorate an entire doorway?

  11. Would you rather host a holiday board-game evening or wrap every gift in hand-drawn paper?

  12. Would you rather visit a neighborhood light display or start a tradition of a holiday film?

  13. Would you rather decorate an entire doorway or celebrate with a neighborhood potluck?

  14. Would you rather have a lively celebration with storytelling or make a holiday playlist with brand-new discoveries?

  15. Would you rather make a holiday playlist with old favorites or have a quiet celebration with puzzles?

A little more curious

  1. Would you rather organize a festive recipe swap or choose a silly homemade surprise gift?

  2. Would you rather make a holiday playlist with old favorites or host a holiday craft afternoon?

  3. Would you rather bake cookies shaped like planets or wrap every gift in reused maps?

  4. Would you rather make a holiday playlist with brand-new discoveries or visit a small winter market?

  5. Would you rather decorate an entire doorway or make a paper garland for every window?

  6. Would you rather make handmade decorations for a small gathering or make dozens of simple decorations?

  7. Would you rather host a festive breakfast or give a friend a handmade keepsake?

  8. Would you rather host a holiday craft afternoon or give a friend a day of useful help?

  9. Would you rather make a paper garland for every window or host a festive breakfast?

  10. Would you rather have a lively celebration with storytelling or wear a very cheerful patterned scarf?

  11. Would you rather start a tradition of a holiday film or bake cookies shaped like tiny houses?

  12. Would you rather start a tradition of a holiday walk or organize a festive book swap?

  13. Would you rather give a friend a day of useful help or make one elaborate decoration?

  14. Would you rather visit a neighborhood light display or decorate one beautiful tree?

  15. Would you rather decorate one beautiful tree or share the story of a familiar holiday tradition?

Easy openers

  1. Would you rather invent a new holiday game for your family or decorate one beautiful tree?

  2. Would you rather host a festive afternoon tea or wear a very cheerful knitted hat?

  3. Would you rather make a paper garland for every window or learn about an unfamiliar holiday tradition?

  4. Would you rather learn about an unfamiliar holiday tradition or host a festive afternoon tea?

  5. Would you rather celebrate with a family picnic indoors or choose a practical surprise gift?

  6. Would you rather wear a very cheerful patterned scarf or make handmade decorations for a small gathering?

  7. Would you rather bake cookies shaped like planets or wrap every gift in hand-drawn paper?

  8. Would you rather make handmade decorations for a small gathering or start a tradition of a holiday walk?

  9. Would you rather choose a silly homemade surprise gift or send handwritten holiday cards?

  10. Would you rather learn about an unfamiliar holiday tradition or visit a small winter market?

  11. Would you rather host a holiday board-game evening or make dozens of simple decorations?

  12. Would you rather share the story of a familiar holiday tradition or host a holiday board-game evening?

  13. Would you rather decorate one beautiful tree or record cheerful holiday greetings?

  14. Would you rather host a festive afternoon tea or bake cookies shaped like planets?

  15. Would you rather host a holiday board-game evening or make a tiny cardboard holiday village?

Little adventures

  1. Would you rather make a tiny cardboard holiday village or wrap every gift in reused maps?

  2. Would you rather invent a new holiday game for your family or host a festive afternoon tea?

  3. Would you rather decorate one beautiful tree or make a holiday playlist with brand-new discoveries?

  4. Would you rather prepare a mystery festive menu or choose a silly homemade surprise gift?

  5. Would you rather choose a silly homemade surprise gift or have a lively celebration with storytelling?

  6. Would you rather prepare a menu of everyone's favorites or choose a practical surprise gift?

  7. Would you rather make a holiday playlist with brand-new discoveries or bake cookies shaped like planets?

  8. Would you rather start a tradition of a holiday walk or wrap every gift in hand-drawn paper?

  9. Would you rather celebrate with a family picnic indoors or bake cookies shaped like planets?

  10. Would you rather host a festive afternoon tea or record cheerful holiday greetings?

  11. Would you rather decorate an entire doorway or wrap every gift in hand-drawn paper?

  12. Would you rather bake cookies shaped like planets or invent a new holiday game for your family?

  13. Would you rather organize a festive book swap or make a paper garland for every window?

  14. Would you rather start a tradition of a holiday film or host a festive afternoon tea?

  15. Would you rather visit a small winter market or give a friend a day of useful help?

Creative corners

  1. Would you rather start a tradition of a holiday film or make a holiday playlist with old favorites?

  2. Would you rather prepare a menu of everyone's favorites or share the story of a familiar holiday tradition?

  3. Would you rather organize a festive recipe swap or make one elaborate decoration?

  4. Would you rather record cheerful holiday greetings or host a festive breakfast?

  5. Would you rather visit a neighborhood light display or wear a very cheerful knitted hat?

  6. Would you rather make one elaborate decoration or share the story of a familiar holiday tradition?

  7. Would you rather record cheerful holiday greetings or prepare a menu of everyone's favorites?

  8. Would you rather organize a festive recipe swap or bake cookies shaped like planets?

  9. Would you rather choose a silly homemade surprise gift or make handmade decorations for a small gathering?

  10. Would you rather have a quiet celebration with puzzles or send handwritten holiday cards?

  11. Would you rather make a holiday playlist with old favorites or make a paper garland for every window?

  12. Would you rather record cheerful holiday greetings or host a holiday craft afternoon?

  13. Would you rather make a tiny cardboard holiday village or start a tradition of a holiday walk?

  14. Would you rather make one elaborate decoration or prepare a mystery festive menu?

  15. Would you rather organize a festive book swap or bake cookies shaped like tiny houses?

Everyday surprises

  1. Would you rather visit a small winter market or wrap every gift in hand-drawn paper?

  2. Would you rather give a friend a handmade keepsake or give a friend a day of useful help?

  3. Would you rather bake cookies shaped like planets or host a holiday board-game evening?

  4. Would you rather have a lively celebration with storytelling or make dozens of simple decorations?

  5. Would you rather decorate one beautiful tree or wrap every gift in hand-drawn paper?

  6. Would you rather send handwritten holiday cards or wrap every gift in hand-drawn paper?

  7. Would you rather host a festive breakfast or prepare a mystery festive menu?

  8. Would you rather wear a very cheerful patterned scarf or visit a small winter market?

  9. Would you rather have a lively celebration with storytelling or bake cookies shaped like planets?

  10. Would you rather organize a festive recipe swap or wear a very cheerful knitted hat?

  11. Would you rather choose a practical surprise gift or wrap every gift in reused maps?

  12. Would you rather choose a practical surprise gift or make handmade decorations for a small gathering?

  13. Would you rather wear a very cheerful patterned scarf or start a tradition of a holiday walk?

  14. Would you rather make handmade decorations for a small gathering or bake cookies shaped like planets?

  15. Would you rather send handwritten holiday cards or wear a very cheerful knitted hat?

How to play with holidays

Read both choices aloud. Everyone chooses one, then shares why. There are no correct answers. For a holidays round, let everyone choose a comfortable prompt. You can play with people in the room or share the screen remotely.

Let's play

A quick round

Pick ten prompts and keep each answer to one sentence. Stop when the group wants to talk more.

A story round

Use fewer prompts and invite an optional follow-up. Let the person answering decide how much to share.

A paper round

Print a small set, cut out the cards, and let willing players draw a prompt. Keep a skip pile on the table.

Make it your game.

Simple rules, plenty of room for your group.

How do you play would you rather with holidays?

Read both choices aloud. Everyone chooses one, then shares why. There are no correct answers. For a holidays round, let everyone choose a comfortable prompt. You can play with people in the room or share the screen remotely.

Can we play without an account or an app?

Yes. Open play mode in your browser, read a prompt aloud, and move to the next one. Every control also works without JavaScript.

Can I print these questions as cards?

Yes. Choose Print cards, select how many you want, and download a PDF with cut lines and an optional rules card. Printing is free.

Can someone skip an uncomfortable question?

Always. Skip without explaining, choose another prompt, or stop the round. Nobody owes the group a personal answer or a performance.

Are these questions appropriate for this group?

This bank is rated general. Kids and school banks are separate from adult banks. All our content is non-explicit, and even flirty prompts stay light.

Try a different kind of question.