50 Fun Holiday “Would You Rather” Questions

Thanksgiving is less than two weeks away. 🦃 What better way to connect and make magic memories with family and friends than with these 50 fun, holiday-themed “would you rather” questions!

You’ll get everyone into the holiday spirit and might learn a new thing or two about your loved ones. Easy, family-friendly, and FUN!

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While you can play this year’s game by reading the list below using your phone or PC, a printable version is available here.

Would You Rather…

Questions 1-25

1. Decorate for Christmas before Thanksgiving or after?
2. Get one big gift or ten small ones?
3. Spend the day Christmas shopping or spend the day baking Christmas cookies?
4. Experience a Christmas celebration from 100 years ago or from 100 years in the future?
5. Be only allowed to listen to Christmas music or only allowed to watch Christmas movies?
6. Wrap presents or decorate the tree?
7. Go caroling or go ice skating?
8. Spend Christmas at home or on vacation?
9. Eat fruit cake or drink eggnog?
10. Shop for your boss or an in-law?
11. Receive money or gifts?
12. Celebrate Christmas once a month or once a decade?
13. Spend Christmas with family or friends?
14. Have snow every day in December or not at all?
15. Open presents on Christmas Eve or Christmas Day?
16. Be naughty or nice?
17. Watch The Grinch or Elf?
18. Know what your gifts are ahead of time or be surprised?
19. Be the only person giving gifts on Christmas or the only one receiving them?
20. Put up a fresh or artificial tree?
21. Have a beautifully styled, elegant tree or one filled with mismatched but sentimental ornaments collected over the years?
22. Eat sugar cookies or gingerbread men?
23. Wrap stocking stuffers or just put them in the stocking?
24. Read The Night Before Christmas or A Christmas Carol?
25. Sing O Holy Night in public or dance The Nutcracker?

Questions 26-50

26. Go to a cookie exchange or an ugly Christmas sweater party?
27. Have a red nose like Rudolph or be green like the Grinch?
28. Get run over by a reindeer or be visited by Scrooge’s three ghosts?
29. Attend the Rockefeller Center tree-lighting or mass at the Vatican?
30. Buy gifts for everyone or pick names?
31. Have a white elephant exchange or a Secret Santa exchange?
32. Volunteer your time during the holidays or donate money to charity?
33. Hang white lights or multicolor lights?
34. Wear Christmas PJ’s all day on Christmas or dress up?
35. Go on a Christmas light viewing drive or attend a Christmas market?
36. Sleep in on Christmas Day or get up early?
37. Have a star or an angel at the top of your tree?
38. Not make a gift list and get more gifts or make a list but only get one thing?
39. Invite cousin Eddy from National Lampoon’s Christmas Vacation to Christmas dinner or Ebeneezer Scrooge?
40. Visit the North Pole or Bethlehem?
41. Send Christmas cards or host a holiday party?
42. Receive an unwanted gift or a wanted gift covered with glitter?
43. Attend church on Christmas Eve or Christmas Day?
44. Take down Christmas decorations on December 26th or February 1^st?
45. Shovel your neighbor’s driveway or hang their Christmas lights for them?
46. Have a chocolate advent calendar or a boozy advent calendar?
47. Take a bath in cranberry sauce or gravy?
48. Have lots of leftovers or no leftovers?
49. Play in the snow in your swimsuit or go swimming in a snowsuit?
50. Have no presents or no Christmas tree?

More Holiday Fun

Need some more holiday games? Take a look at Festivus Feud and Holiday Lights Bingo. Consequently, if you want to add to your board game collection, check out the options below. All are available on Amazon and are interactive ways to build connections with family and friends!

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Until next time…keep cultivating a simple, stylish, and satisfying life!