75 Holiday Would You Rather Questions

Prompts (75)

• 1. Would you rather have every day be a snow day or have every day be a gift-opening day?

  Winter holidays around the world
  have every day be a snow dayhave every day be a gift-opening day

• 2. Would you rather celebrate the new year twice a year or get an extra week of winter break once?

  Winter holidays around the world
  celebrate the new year twice a yearget an extra week of winter break once

• 3. Would you rather live in a house where the lights decorate themselves or have a fridge that refills with holiday treats?

  Winter holidays around the world
  live in a house where the lights decorate themselveshave a fridge that refills with holiday treats

• 4. Would you rather spend the holidays at a winter festival in Sweden or watch fireworks over a harbor on New Year's Eve?

  Winter holidays around the world
  spend the holidays at a winter festival in Swedenwatch fireworks over a harbor on New Year's Eve

• 5. Would you rather see the northern lights on the longest night of the year or ring in the new year at the first time zone to celebrate?

  Winter holidays around the world
  see the northern lights on the longest night of the yearring in the new year at the first time zone to celebrate

• 6. Would you rather spin a dreidel for chocolate coins all night or build a gingerbread village for hours?

  Winter holidays around the world
  spin a dreidel for chocolate coins all nightbuild a gingerbread village for hours

• 7. Would you rather light a new candle each night for a week or wake up to a surprise every morning for a week?

  Winter holidays around the world
  light a new candle each night for a weekwake up to a surprise every morning for a week

• 8. Would you rather have your town's holiday parade pass right by your window or have the biggest light display on your street?

  Winter holidays around the world
  have your town's holiday parade pass right by your windowhave the biggest light display on your street

• 9. Would you rather be in charge of the countdown at a New Year's party or be in charge of the confetti?

  Winter holidays around the world
  be in charge of the countdown at a New Year's partybe in charge of the confetti

• 10. Would you rather have a holiday where everyone wears pajamas in public or have a holiday where everyone must speak in rhyme?

  Winter holidays around the world
  have a holiday where everyone wears pajamas in publichave a holiday where everyone must speak in rhyme

• 11. Would you rather celebrate every winter holiday you've ever heard of or perfect just one tradition each year?

  Winter holidays around the world
  celebrate every winter holiday you've ever heard ofperfect just one tradition each year

• 12. Would you rather live where it's summer during the winter holidays or live where it snows every single holiday?

  Winter holidays around the world
  live where it's summer during the winter holidayslive where it snows every single holiday

• 13. Would you rather help plan a Kwanzaa feast for fifty people or decorate a giant town tree with a crane?

  Winter holidays around the world
  help plan a Kwanzaa feast for fifty peopledecorate a giant town tree with a crane

• 14. Would you rather make a resolution you must keep forever or make no resolution but redo one day of last year?

  Winter holidays around the world
  make a resolution you must keep forevermake no resolution but redo one day of last year

• 15. Would you rather lounge in pajamas until noon on New Year's Day or start New Year's Day with a chilly polar plunge?

  Winter holidays around the world
  lounge in pajamas until noon on New Year's Daystart New Year's Day with a chilly polar plunge

• 16. Would you rather receive only handmade gifts this year or receive only gifts that someone else picked from your wish list?

  Gifts
  receive only handmade gifts this yearreceive only gifts that someone else picked from your wish list

• 17. Would you rather know what every present is before you open it or never know who any gift came from?

  Gifts
  know what every present is before you open itnever know who any gift came from

• 18. Would you rather get one gift you love or get ten gifts you just like?

  Gifts
  get one gift you loveget ten gifts you just like

• 19. Would you rather wrap 100 gifts by yourself or untangle 100 strings of lights by yourself?

  Gifts
  wrap 100 gifts by yourselfuntangle 100 strings of lights by yourself

• 20. Would you rather give a gift that makes someone cry happy tears or give a gift that makes everyone laugh out loud?

  Gifts
  give a gift that makes someone cry happy tearsgive a gift that makes everyone laugh out loud

• 21. Would you rather get socks every year forever or get a mystery box that could be amazing or totally weird?

  Gifts
  get socks every year foreverget a mystery box that could be amazing or totally weird

• 22. Would you rather have your presents wrapped in newspaper comics or have them hidden somewhere in the house with clues?

  Gifts
  have your presents wrapped in newspaper comicshave them hidden somewhere in the house with clues

• 23. Would you rather only give gifts you made yourself or only give gifts that cost under five dollars?

  Gifts
  only give gifts you made yourselfonly give gifts that cost under five dollars

• 24. Would you rather open all your presents in one minute or open one present a day for a month?

  Gifts
  open all your presents in one minuteopen one present a day for a month

• 25. Would you rather receive a gift card every year or receive a surprise gift you might not like?

  Gifts
  receive a gift card every yearreceive a surprise gift you might not like

• 26. Would you rather forget to buy a gift for someone or accidentally give someone the gift you bought for someone else?

  Gifts
  forget to buy a gift for someoneaccidentally give someone the gift you bought for someone else

• 27. Would you rather have a gift exchange where every gift is a book or have one where every gift is a snack?

  Gifts
  have a gift exchange where every gift is a bookhave one where every gift is a snack

• 28. Would you rather be the person who gives the best gifts or be the person who always gets the best gifts?

  Gifts
  be the person who gives the best giftsbe the person who always gets the best gifts

• 29. Would you rather get a tiny robot that fetches your snacks or get a stuffed animal that whispers compliments?

  Gifts
  get a tiny robot that fetches your snacksget a stuffed animal that whispers compliments

• 30. Would you rather re-gift something and get caught or receive a re-gift you gave that person last year?

  Gifts
  re-gift something and get caughtreceive a re-gift you gave that person last year

• 31. Would you rather eat only holiday cookies for a week or eat only holiday leftovers for a week?

  Food
  eat only holiday cookies for a weekeat only holiday leftovers for a week

• 32. Would you rather have unlimited hot cocoa or have unlimited fresh-baked cinnamon rolls?

  Food
  have unlimited hot cocoahave unlimited fresh-baked cinnamon rolls

• 33. Would you rather wrap every gift for the whole family or write every holiday card for the whole family?

  Food
  wrap every gift for the whole familywrite every holiday card for the whole family

• 34. Would you rather give up gingerbread forever or give up peppermint forever?

  Food
  give up gingerbread forevergive up peppermint forever

• 35. Would you rather eat fruitcake at every meal for a day or eat only plain toast on the holiday?

  Food
  eat fruitcake at every meal for a dayeat only plain toast on the holiday

• 36. Would you rather have your cookies always come out a little burnt or have them always come out a little raw in the middle?

  Food
  have your cookies always come out a little burnthave them always come out a little raw in the middle

• 37. Would you rather have a chocolate fountain at every party or have a never-ending tray of mini latkes?

  Food
  have a chocolate fountain at every partyhave a never-ending tray of mini latkes

• 38. Would you rather let a toddler decorate your holiday cake or let a dog guard the cookie plate?

  Food
  let a toddler decorate your holiday cakelet a dog guard the cookie plate

• 39. Would you rather bake 500 cookies for the neighborhood or deliver 500 cookies to the neighborhood?

  Food
  bake 500 cookies for the neighborhooddeliver 500 cookies to the neighborhood

• 40. Would you rather have a holiday meal of only desserts or have a holiday meal of only appetizers?

  Food
  have a holiday meal of only dessertshave a holiday meal of only appetizers

• 41. Would you rather taste-test every dish at a potluck or get the first full plate of your favorite dish?

  Food
  taste-test every dish at a potluckget the first full plate of your favorite dish

• 42. Would you rather drink cocoa that is always too hot or drink cocoa that is always lukewarm?

  Food
  drink cocoa that is always too hotdrink cocoa that is always lukewarm

• 43. Would you rather have the recipe for the world's best pie or have the recipe for the world's best stuffing?

  Food
  have the recipe for the world's best piehave the recipe for the world's best stuffing

• 44. Would you rather only eat candy canes for dessert all December or never have dessert in December at all?

  Food
  only eat candy canes for dessert all Decembernever have dessert in December at all

• 45. Would you rather drive twelve hours to see family or fly with three layovers?

  Travel
  drive twelve hours to see familyfly with three layovers

• 46. Would you rather spend the holidays in a tiny cabin with your whole family or spend them in a huge house with total strangers?

  Travel
  spend the holidays in a tiny cabin with your whole familyspend them in a huge house with total strangers

• 47. Would you rather travel home by sleigh or travel home by train with a dining car full of cocoa?

  Travel
  travel home by sleightravel home by train with a dining car full of cocoa

• 48. Would you rather be stuck in an airport for a day or be stuck in a snowed-in car with your family for six hours?

  Travel
  be stuck in an airport for a daybe stuck in a snowed-in car with your family for six hours

• 49. Would you rather host a holiday party at your place or be a guest at three parties in one night?

  Travel
  host a holiday party at your placebe a guest at three parties in one night

• 50. Would you rather visit a city famous for its winter markets or visit a beach town covered in twinkle lights?

  Travel
  visit a city famous for its winter marketsvisit a beach town covered in twinkle lights

• 51. Would you rather sit next to a chatty stranger on a holiday flight or sit next to a crying toddler?

  Travel
  sit next to a chatty stranger on a holiday flightsit next to a crying toddler

• 52. Would you rather have every relative visit you or visit every relative in one week?

  Travel
  have every relative visit youvisit every relative in one week

• 53. Would you rather pack only one bag for a two-week trip or pack five bags for a two-day trip?

  Travel
  pack only one bag for a two-week trippack five bags for a two-day trip

• 54. Would you rather spend the holidays on a snowy mountain or spend them on a cruise ship?

  Travel
  spend the holidays on a snowy mountainspend them on a cruise ship

• 55. Would you rather get lost on the way to a holiday party or show up to the right house on the wrong day?

  Travel
  get lost on the way to a holiday partyshow up to the right house on the wrong day

• 56. Would you rather sleep on an air mattress that slowly deflates or sleep on a couch that is a foot too short?

  Travel
  sleep on an air mattress that slowly deflatessleep on a couch that is a foot too short

• 57. Would you rather wear an ugly holiday sweater every day in December or wear holiday pajamas to every event?

  Cozy traditions
  wear an ugly holiday sweater every day in Decemberwear holiday pajamas to every event

• 58. Would you rather have a blanket that is always warm or have slippers that are always warm?

  Cozy traditions
  have a blanket that is always warmhave slippers that are always warm

• 59. Would you rather spend a snow day building a fort or spend a snow day baking?

  Cozy traditions
  spend a snow day building a fortspend a snow day baking

• 60. Would you rather have the power to make it snow whenever you want or have the power to melt snow whenever you want?

  Cozy traditions
  have the power to make it snow whenever you wanthave the power to melt snow whenever you want

• 61. Would you rather have every mitten dry instantly or have every scarf knot itself perfectly?

  Cozy traditions
  have every mitten dry instantlyhave every scarf knot itself perfectly

• 62. Would you rather go sledding down the world's biggest hill or go ice skating on a frozen lake under the stars?

  Cozy traditions
  go sledding down the world's biggest hillgo ice skating on a frozen lake under the stars

• 63. Would you rather listen to the same holiday song all season or hear no holiday music at all?

  Cozy traditions
  listen to the same holiday song all seasonhear no holiday music at all

• 64. Would you rather have a fireplace in every room or have twinkle lights on every ceiling?

  Cozy traditions
  have a fireplace in every roomhave twinkle lights on every ceiling

• 65. Would you rather watch one holiday movie a hundred times or watch a hundred holiday movies once each?

  Cozy traditions
  watch one holiday movie a hundred timeswatch a hundred holiday movies once each

• 66. Would you rather be the best snowball thrower in town or build the best snowman in town?

  Cozy traditions
  be the best snowball thrower in townbuild the best snowman in town

• 67. Would you rather have the holidays last a whole month or have them come twice a year?

  Cozy traditions
  have the holidays last a whole monthhave them come twice a year

• 68. Would you rather spend the season in a cozy cottage or spend it in a grand castle?

  Cozy traditions
  spend the season in a cozy cottagespend it in a grand castle

• 69. Would you rather stay up late for a holiday movie marathon or wake up early for a sunrise winter walk?

  Cozy traditions
  stay up late for a holiday movie marathonwake up early for a sunrise winter walk

• 70. Would you rather be in charge of the family photo or be in charge of the family game night?

  Cozy traditions
  be in charge of the family photobe in charge of the family game night

• 71. Would you rather wear mittens that never get wet or wear a scarf that never gets itchy?

  Cozy traditions
  wear mittens that never get wetwear a scarf that never gets itchy

• 72. Would you rather have a snow globe of your favorite memory or have a holiday card of your favorite memory?

  Cozy traditions
  have a snow globe of your favorite memoryhave a holiday card of your favorite memory

• 73. Would you rather play board games all winter break or build puzzles all winter break?

  Cozy traditions
  play board games all winter breakbuild puzzles all winter break

• 74. Would you rather live in a giant gingerbread house or live in a giant snow globe?

  Cozy traditions
  live in a giant gingerbread houselive in a giant snow globe

• 75. Would you rather have a talking snowman for a neighbor or have a reindeer that does your chores?

  Cozy traditions
  have a talking snowman for a neighborhave a reindeer that does your chores

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