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Winter Would You Rather Questions

Looking for winter would you rather questions? Would you rather is a simple and fun game to play with friends, family, loved ones, kids, and colleagues. It’s a simple game of A or B. A question gets asked and the players have to choose either the A or B option in the prompt.

The intention of the game is for two people to get to know each other on a deeper level. Or even just to learn each other’s preferences.

Winter edition would you rather

  1. Would you rather be at home by the fire or in a bar?
  2. Would you rather build a snowman or have a snowball fight?
  3. Would you rather shovel by hand or use a snowblower?
  4. Would you rather decorate for Christmas or leave it as is?
  5. Would you rather celebrate NYE or stay home?
  6. Would you rather be the DD or go HAM with everyone else?
  7. Would you rather spend a snowy night inside or outside?
  8. Would you rather go for a snowy hike or stay inside and warm?
  9. Would you rather make hot cocoa or hot cider?
  10. Would you rather have apple pie or pumpkin pie?
  11. Would you rather bundle up or go on vacation?
  12. Would you rather go to a winter vacation spot or a warm vacation spot?
  13. Would you rather stick your tongue out or keep it it in to catch snowflakes?
  14. Would you rather throw an ice ball or a snowball?
  15. Would you rather celebrate with kids or with your family?
  16. Would you rather your family came over for the holidays or you went there?
  17. Would you rather wear snow boots or sneakers?
  18. Would you rather have wet socks or wet t-shirts in the snow?
  19. Would you rather listen to holiday music or jazz?
  20. Would you rather go out to listen to live music or stay in?
  21. Would you rather go out to dinner or make dinner?
  22. Would you rather have pizza or pasta for a winter meal?
  23. Would you rather go the gym or stay home when it’s snowing?
  24. Would you rather go on a date or make a date indoors?
  25. Would you rather walk the dogs or play with them inside?
  26. Would you rather clean or do the dishes in the winter?
  27. Would you rather make a snow fort or make a snow castle?
  28. Would you rather be hot and sweaty or cold and chilly?
  29. Would you rather get an ice ball to the gut or the face?
  30. Would you rather sit on snow or take an ice bath?
  31. Would you rather try to get cold or try to get warm?
  32. Would you rather have smores or other deserts outside?
  33. Would you rather build a camp fire or build a snow fort?
  34. Would you rather grill outside or keep it inside?
  35. Would you rather make snow angels or make snow men?
  36. Would you rather drink whiskey or drink holiday mixers?
  37. Would you rather drink wine or drink holiday drinks?
  38. Would you rather order pizza out or try to make it ourselves?
  39. Would you rather watch football or holiday movies?
  40. Would you rather watch a comedy or a sappy holiday movie?
  41. Would you rather wear waterproof jackets or wool jackets?
  42. Would you rather be listen to jazz or holiday rock?
  43. Would you rather go to the church or skip it for the holidays?
  44. Would you rather give the neighbors gifts or skip it?
  45. Would you rather write holiday cards or skip them?
  46. Would you rather dress up for the holidays or keep it casual?
  47. Would you rather add extra blankets to the bed or turn up the heat?
  48. Would you rather save money by turning down the heat or turning off the lights?
  49. Would you rather watch Elf or Santa Claus?
  50. Would you rather write letters to Santa or go visit him in the mall?

More fun games to play

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Fact checked:
Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.

About the author

Ryan Sanderson (LCSW) Ryan is a game and relationship enthusiast who enjoys all things quizzes, games, fun, love, relationships, and family. He's a licensed social worker and helps families, couples, and children in need. He's spoken about love and relationships on Salon.com, Forbes, and Mirror, to name a few.

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