300 would you rather questions for holidays

Two choices. A surprisingly good conversation.

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Rated general. Everyone can skip.

Showing 1-100 of 100 questions

Easy openers

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

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

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

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

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

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

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

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

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

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

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

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

  13. Would you rather give a friend a day of useful help or make a holiday playlist with brand-new discoveries?

  14. Would you rather visit a small winter market or choose a practical surprise gift?

  15. Would you rather prepare a menu of everyone's favorites or wear a very cheerful knitted hat?

  16. Would you rather wear a very cheerful patterned scarf or celebrate with a family picnic indoors?

  17. Would you rather visit a neighborhood light display or invent a new holiday game for your family?

  18. Would you rather wrap every gift in reused maps or host a holiday craft afternoon?

  19. Would you rather send handwritten holiday cards or start a tradition of a holiday film?

  20. Would you rather host a festive afternoon tea or make a holiday playlist with brand-new discoveries?

  21. Would you rather invent a new holiday game for your family or celebrate with a neighborhood potluck?

  22. Would you rather make a paper garland for every window or make a holiday playlist with brand-new discoveries?

  23. Would you rather prepare a mystery festive menu or make a holiday playlist with old favorites?

  24. Would you rather decorate an entire doorway or make handmade decorations for a small gathering?

  25. Would you rather visit a neighborhood light display or make dozens of simple decorations?

  26. Would you rather celebrate with a neighborhood potluck or wrap every gift in reused maps?

  27. Would you rather choose a practical surprise gift or have a quiet celebration with puzzles?

  28. Would you rather host a holiday board-game evening or wear a very cheerful patterned scarf?

  29. Would you rather give a friend a handmade keepsake or make one elaborate decoration?

  30. Would you rather visit a neighborhood light display or prepare a menu of everyone's favorites?

  31. Would you rather learn about an unfamiliar holiday tradition or make dozens of simple decorations?

  32. Would you rather host a holiday craft afternoon or have a lively celebration with storytelling?

  33. Would you rather decorate one beautiful tree or bake cookies shaped like tiny houses?

  34. Would you rather make handmade decorations for a small gathering or have a lively celebration with storytelling?

  35. Would you rather record cheerful holiday greetings or decorate an entire doorway?

  36. Would you rather bake cookies shaped like planets or bake cookies shaped like tiny houses?

  37. Would you rather bake cookies shaped like planets or learn about an unfamiliar holiday tradition?

  38. Would you rather make a holiday playlist with brand-new discoveries or prepare a mystery festive menu?

  39. Would you rather learn about an unfamiliar holiday tradition or make one elaborate decoration?

  40. Would you rather host a festive breakfast or learn about an unfamiliar holiday tradition?

  41. Would you rather wrap every gift in reused maps or have a quiet celebration with puzzles?

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

  43. Would you rather prepare a menu of everyone's favorites or give a friend a handmade keepsake?

  44. Would you rather give a friend a handmade keepsake or choose a practical surprise gift?

  45. Would you rather host a holiday board-game evening or host a festive breakfast?

Everyday surprises

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

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

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

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

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

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

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

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

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

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

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

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

  13. Would you rather host a festive afternoon tea or host a holiday board-game evening?

  14. Would you rather make a holiday playlist with old favorites or send handwritten holiday cards?

  15. Would you rather prepare a mystery festive menu or visit a small winter market?

  16. Would you rather have a quiet celebration with puzzles or make dozens of simple decorations?

  17. Would you rather wear a very cheerful knitted hat or make dozens of simple decorations?

  18. Would you rather bake cookies shaped like tiny houses or celebrate with a neighborhood potluck?

  19. Would you rather visit a small winter market or start a tradition of a holiday film?

  20. Would you rather make dozens of simple decorations or record cheerful holiday greetings?

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

  22. Would you rather make a tiny cardboard holiday village or decorate an entire doorway?

  23. Would you rather make a paper garland for every window or host a holiday craft afternoon?

  24. Would you rather choose a silly homemade surprise gift or decorate one beautiful tree?

  25. Would you rather celebrate with a neighborhood potluck or send handwritten holiday cards?

  26. Would you rather bake cookies shaped like planets or start a tradition of a holiday walk?

  27. Would you rather host a festive breakfast or invent a new holiday game for your family?

  28. Would you rather make one elaborate decoration or wear a very cheerful patterned scarf?

  29. Would you rather celebrate with a neighborhood potluck or start a tradition of a holiday film?

  30. Would you rather invent a new holiday game for your family or host a holiday board-game evening?

  31. Would you rather give a friend a handmade keepsake or decorate one beautiful tree?

  32. Would you rather visit a small winter market or wrap every gift in reused maps?

  33. Would you rather celebrate with a family picnic indoors or prepare a mystery festive menu?

  34. Would you rather give a friend a handmade keepsake or make dozens of simple decorations?

  35. Would you rather make handmade decorations for a small gathering or bake cookies shaped like tiny houses?

  36. Would you rather choose a silly homemade surprise gift or organize a festive book swap?

  37. Would you rather start a tradition of a holiday walk or have a lively celebration with storytelling?

  38. Would you rather host a holiday board-game evening or make handmade decorations for a small gathering?

  39. Would you rather organize a festive book swap or choose a practical surprise gift?

  40. Would you rather celebrate with a family picnic indoors or make one elaborate decoration?

  41. Would you rather send handwritten holiday cards or decorate an entire doorway?

  42. Would you rather make handmade decorations for a small gathering or learn about an unfamiliar holiday tradition?

  43. Would you rather have a lively celebration with storytelling or wear a very cheerful knitted hat?

  44. Would you rather wear a very cheerful patterned scarf or organize a festive book swap?

  45. Would you rather prepare a menu of everyone's favorites or choose a silly homemade surprise gift?

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.