The holidays are already magical, but let’s be honest, they can also get a little chaotic. Between the endless family dinners, the gift wrapping marathons, and the back-to-back parties, it’s easy to forget the little moments that make the season feel so special. That’s where holiday game nights come in. They’re the perfect way to slow down, gather everyone together, and share laughs that feel better than any present under the tree.

To make your holiday gatherings extra memorable, I’ve put together 100 holiday-inspired game night questions. These are festive, funny, and heartwarming enough to spark both silly laughter and meaningful conversations. Perfect for Christmas, Thanksgiving, New Year’s, or any family tradition you want to add a little sparkle to. Find more posts on conversation starters and game night questions here.

So grab your hot cocoa, pull on those cozy socks, and let’s jump right in.

100 Holiday Game Night Questions

Festive & Fun

1. What’s the funniest holiday gift you’ve ever received?
2. If you could only eat one holiday dish for the rest of your life, what would it be?
3. Who in this room would make the best Santa?
4. Which holiday song always gets stuck in your head?
5. If we had to create a new holiday mascot, what would it be?
6. Who’s most likely to peek at their presents early?
7. What’s the most creative stocking stuffer you’ve ever seen?
8. Who in this family would definitely get caught regifting?
9. What’s the best holiday-themed movie of all time?
10. Who’s most likely to dress up as an elf for fun?

Holiday Food & Treats

11. What’s your ultimate holiday dessert?
12. Who would win a holiday cookie-baking contest?
13. Eggnog: love it or hate it?
14. If you had to invent a new holiday dish, what would it be?
15. What’s the strangest holiday food tradition you’ve ever heard of?
16. Who eats the most leftovers?
17. Which holiday drink should stay year-round?
18. What’s the best pie flavor for Thanksgiving?
19. Who always sneaks into the kitchen for “just one more bite”?
20. Which holiday treat best describes your personality?

Holiday Traditions

21. What’s your favorite family holiday tradition?
22. What’s one tradition you’d love to start?
23. Who’s most likely to fall asleep during a holiday movie marathon?
24. If you could skip one holiday tradition forever, what would it be?
25. What’s the most hilarious holiday tradition you’ve seen?
26. Who’s always late to holiday dinner?
27. Which holiday tradition is the most competitive?
28. What’s one tradition you’d love to bring back from childhood?
29. Who’s in charge of holiday decorations, and do they take it too seriously?
30. What’s the funniest holiday card we’ve ever sent or received?

Gifts & Surprises

31. Who’s the best gift giver in the family?
32. Who always buys gifts last minute?
33. What’s the most unforgettable gift you’ve ever received?
34. Who’s most likely to give a gift that makes everyone laugh?
35. What’s the most random gift you’ve ever given someone?
36. If you had to wrap presents blindfolded, how would you do?
37. Who’s the hardest person to shop for?
38. Which family member would give the most over-the-top gift?
39. What’s one gift you secretly wished for as a kid but never got?
40. Who always guesses their gifts before opening them?

Holiday Mishaps

41. What’s the funniest holiday disaster story we have?
42. Who once burned the turkey (or came close)?
43. Which holiday decoration has caused the most chaos?
44. Who’s broken the most ornaments?
45. What’s the most embarrassing holiday photo ever taken?
46. Who once completely forgot a holiday gathering?
47. What’s the worst holiday fashion choice anyone has made?
48. Who has gotten stuck untangling the lights?
49. What’s the most stressful holiday errand?
50. Who once ate too much and regretted it big time?

Holiday “What If” Scenarios

51. If you could combine two holidays into one, which would it be?
52. If you had to invent a new holiday, what would we celebrate?
53. What if Santa was real—what job would each of us have at the North Pole?
54. If you could only listen to one holiday song forever, which would you pick?
55. Who would be the worst Santa’s helper?
56. If we hosted a holiday talent show, what would your act be?
57. What if snowstorms were rainbow-colored—how would that change the holidays?
58. If you had to eat candy canes with every meal, how long would you last?
59. What if the family got snowed in for a week—who would go stir crazy first?
60. If you had to invent a holiday game, what would it be?

New Year’s Fun

61. Who’s most likely to fall asleep before midnight on New Year’s Eve?
62. What’s your funniest New Year’s Eve memory?
63. What’s the best resolution you’ve ever made?
64. What’s one resolution you’ll never make again?
65. Who’s most likely to stick with their resolutions?
66. Who’s most likely to abandon them by January 5th?
67. What’s your dream way to spend New Year’s Eve?
68. Who always starts the countdown too early?
69. What’s the weirdest New Year’s tradition you’ve heard of?
70. Who’s most likely to sing “Auld Lang Syne” the loudest?

Cozy & Heartwarming

71. What’s your favorite holiday memory of all time?
72. Who gives the best holiday hugs?
73. What’s one little holiday moment that always makes you smile?
74. Who’s the most excited about the holidays every year?
75. What’s your favorite holiday smell?
76. What’s your dream holiday destination?
77. Who’s the best storyteller at holiday gatherings?
78. What’s one tradition you hope we never stop doing?
79. Which holiday do you think brings out the best in our family?
80. What’s the most magical holiday moment you’ve had?

Silly & Random

81. Who would be the funniest snowman?
82. If we had to sing Christmas carols door-to-door, who would embarrass us the most?
83. What’s the worst holiday sweater you’ve ever owned?
84. Who would win in a gingerbread house decorating contest?
85. Which holiday movie character are you most like?
86. Who’s most likely to eat all the holiday cookies in one sitting?
87. If we had to wear costumes for the holidays, what would yours be?
88. Who always sings the wrong lyrics to holiday songs?
89. What’s the most unusual holiday decoration idea you’ve seen?
90. Who would definitely try to catch Santa in the act?

Wrap-Up Cheer

91. What’s the funniest holiday argument we’ve ever had?
92. Who would win a holiday trivia game in this family?
93. What’s one thing you’re most thankful for this holiday season?
94. Who takes the longest to open presents?
95. What’s the silliest holiday photo idea we should try?
96. Who’s the best at holiday shopping on a budget?
97. What’s the coziest part of the holidays for you?
98. Who’s most likely to cry happy tears during holiday movies?
99. What’s one holiday tradition you hope lasts forever?
100. What’s the first holiday memory that comes to your mind right now?

Amazon Holiday Game Night Essentials

Make your holiday game nights even more fun and festive with these Amazon finds:

• Holiday Charades Game – a seasonal twist on the classic guessing game.
• Christmas Trivia Card Game – perfect for testing everyone’s holiday knowledge.
• Gingerbread House Kit – get competitive while decorating your own edible creations.
• Festive Holiday Mugs – ideal for hot cocoa or mulled cider while you play.
• Cozy Sherpa Throw Blanket – because no holiday game night is complete without snuggles.