New Year’s Eve is one of those rare nights where everyone is in the same room, slightly overdressed, and willing to talk to each other. That makes it the perfect setting for a round of “Would You Rather.” Whether you’re counting down to midnight at a house party, hosting a low-key dinner, or stuck waiting for the ball to drop, these questions will fill the gaps between champagne toasts and keep the energy going all night.
We put together 100 New Year’s-themed Would You Rather questions covering resolutions, party chaos, the year behind you, and the year ahead. Grab a drink, pick a section, and get the conversation started. Or skip the reading and play our Would You Rather game!
How to play “Would You Rather”
It takes about ten seconds to learn. Someone reads a question out loud – two options, both plausible, sometimes both terrible. Everyone picks one. No skipping, no “both,” no “neither.” You commit.
The real fun is in the follow-up. Once someone picks, you ask them why. That’s where people reveal things about themselves they didn’t plan on sharing at a New Year’s party. Expect debates, confessions, and at least one “wait, seriously?”
For NYE specifically, it works well as a warm-up game early in the night or as something to keep people entertained during the last hour before midnight. Throw in a rule where the person who takes the longest to answer has to do the countdown speech.
Play “Would You Rather” online
Rather just tap and play? Our app has hundreds of questions across every category – including holiday and party themes. No reading off a list required.
New Year’s resolution Would You Rather questions
Resolutions are easy to make and brutal to keep. These questions dig into the annual ritual of promising to be a better person – and the creative ways we talk ourselves out of it by February.
1. Would you rather commit to one resolution and actually follow through or make ten resolutions and half-complete all of them?
Focused discipline vs. scattered effort. Most of us end up with option B anyway.
2. Would you rather give up your phone for all of January or give up sugar for all of January?
Both sound doable on January 1st. Neither sounds doable by January 4th.
3. Would you rather have a personal trainer who follows you everywhere for a year or a financial advisor who controls your spending for a year?
One shapes your body, the other shapes your bank account. Both will judge you.
4. Would you rather read 50 books this year or travel to 5 new countries?
The classic introvert vs. extrovert resolution showdown.
5. Would you rather wake up at 5 AM every day for a year or go to bed at 9 PM every day for a year?
Early birds and early sleepers both have their trade-offs.
6. Would you rather give up coffee for the entire year or give up alcohol for the entire year?
One fuels your mornings, the other fuels your weekends. Choose wisely.
7. Would you rather learn a new language this year or learn to play an instrument?
Both take about 1,000 hours. Neither will happen if you start in March.
8. Would you rather run a marathon by December or save $10,000 by December?
Sweat equity vs. actual equity.
9. Would you rather delete all social media for the year or stop watching TV and streaming for the year?
The doomscroll or the binge – which vice goes first?
10. Would you rather journal every single day or meditate every single day?
Writing your thoughts down or sitting quietly with them. Both are harder than they sound.
11. Would you rather have your resolution progress publicly tracked online or keep it totally secret and have no accountability?
Public shame vs. private failure – pick your motivator.
12. Would you rather resolve to say “yes” to everything for a month or say “no” to everything for a month?
One turns you into a human adventure, the other into a hermit.
13. Would you rather cook every meal at home for a year or never eat the same meal twice for a year?
Discipline vs. creativity in the kitchen.
14. Would you rather give up complaining for the whole year or give up lying for the whole year (even white lies)?
“How’s the casserole?” is about to get very uncomfortable.
15. Would you rather go the entire year without buying new clothes or without buying new tech?
Your wardrobe or your gadgets – one has to freeze.
16. Would you rather spend the year fixing one big thing about yourself or improving ten small habits?
The deep work approach vs. the marginal gains approach.
17. Would you rather your resolution be chosen by your best friend or by your worst enemy?
Your friend knows your weaknesses. Your enemy might actually pick something useful out of spite.
18. Would you rather have a resolution that makes you healthier but miserable or one that makes you happier but less productive?
The grind-culture question nobody wants to answer honestly.
19. Would you rather keep every resolution you’ve ever made retroactively or get a clean slate with perfect willpower for one year?
Imagine if all those abandoned gym memberships suddenly kicked in.
20. Would you rather resolve to spend more time with family or more time on yourself?
Both matter. But on January 2nd, one of these sounds way more appealing.
21. Would you rather have a resolution buddy who keeps you accountable or go completely solo?
Partners in crime or lone wolf mode.
22. Would you rather resolve to forgive someone who wronged you or finally confront them about it?
The high road and the honest road don’t always overlap.
23. Would you rather commit to zero screen time after 8 PM or zero snacking after 8 PM?
Evening you is about to be very bored or very hungry.
24. Would you rather have last year’s version of you set this year’s resolutions or next year’s version of you?
Past you knows where you failed. Future you knows what actually worked.
25. Would you rather break every resolution by March but have an amazing year anyway, or keep every resolution but have an unremarkable year?
Results vs. discipline – which matters more?
NYE party Would You Rather questions
The countdown is hours away, the playlist is on, and someone needs to keep the conversation going. These are built for the party energy of New Year’s Eve – loud rooms, big groups, and zero patience for boring questions.
26. Would you rather kiss a stranger at midnight or miss the midnight kiss entirely?
The classic NYE dilemma in its purest form.
27. Would you rather host the New Year’s party or be the guest who shows up last and leaves first?
All the stress or none of the credit – your call.
28. Would you rather have the best NYE outfit but terrible shoes or perfect shoes but an outfit you hate?
Comfort vs. the group photo. This one divides rooms.
29. Would you rather DJ the entire party but not dance or dance all night but have no control over the music?
Power or freedom on the dance floor.
30. Would you rather be the first person to fall asleep at the NYE party or the last one standing at 6 AM?
One gets drawn on. The other sees the sunrise and questions everything.
31. Would you rather have your NYE toast go viral for being amazing or have nobody record it?
Fame or privacy at your most champagne-fueled moment.
32. Would you rather relive the best New Year’s party you’ve ever had or go to a mystery party that could be the best or worst night of your life?
The sure thing or the gamble.
33. Would you rather spend NYE at a massive concert or an intimate dinner party with your closest friends?
10,000 strangers or 10 people who actually know you.
34. Would you rather count down to midnight in Times Square in the freezing cold or watch it on TV from a warm couch?
The experience vs. the comfort. Neither crowd is wrong.
35. Would you rather have unlimited food at the party but no drinks or unlimited drinks but no food?
Your stomach will have strong opinions about this by 1 AM.
36. Would you rather accidentally send your ex a “Happy New Year” text or post an embarrassing photo from the party?
Both haunt you on January 1st. One just haunts you longer.
37. Would you rather have a NYE party where everyone brings their pet or one where everyone brings their weirdest friend?
Chaos either way, but one version has more fur.
38. Would you rather play party games all night or have deep one-on-one conversations?
The group entertainer or the corner-of-the-room philosopher.
39. Would you rather have the power to make any song play at midnight or the power to stop time for one minute at midnight?
One sets the vibe. The other breaks physics.
40. Would you rather wear a ridiculous “2027” headband all night or blow a noisemaker every 15 minutes?
Both are annoying. One is just louder.
41. Would you rather spill champagne on someone important at the party or trip on the dance floor in front of everyone?
Wet or bruised – either way, people remember.
42. Would you rather have a NYE party with incredible food but terrible music or incredible music but terrible food?
Your ears and your stomach are in a custody battle.
43. Would you rather do karaoke at midnight or lead the entire room in a conga line?
Both require zero shame and maximum commitment.
44. Would you rather have a party where phones are banned or one where everything is livestreamed?
Total presence or total documentation.
45. Would you rather ring in the new year on a rooftop with a skyline view or on a beach with fireworks over the water?
City energy or ocean calm – where does your midnight belong?
46. Would you rather have the party end perfectly at 1 AM or keep going until sunrise but it gets weird after 3 AM?
Clean endings vs. the chaotic beauty of an after-party.
47. Would you rather be the person who gives the best toast or the person who starts the best dance?
Words or moves – which one defines your night?
48. Would you rather have a confetti cannon go off in your face at midnight or accidentally pop a champagne cork into the ceiling?
One is messy, the other is destructive. Both are extremely NYE.
49. Would you rather go to a themed costume NYE party or a black-tie formal one?
Silly or sophisticated. There’s no middle ground on December 31st.
50. Would you rather spend midnight stuck in an elevator with your crush or at the party but unable to find them?
Trapped together or searching alone – the rom-com writes itself.
Year in review Would You Rather questions
Before you look ahead, you have to look back. These questions turn the past twelve months into a conversation – the highs, the lows, and the stuff you’d rather forget but probably shouldn’t.
51. Would you rather relive the best day of this year or erase the worst day entirely?
One gives you joy again. The other removes the pain. Both change who you are right now.
52. Would you rather have a highlight reel of your year play for everyone at the party or keep it completely private?
Pride vs. privacy – how confident are you in your 12 months?
53. Would you rather undo one decision you made this year or lock in one decision so you could never doubt it?
Regret removal or confidence injection.
54. Would you rather get back all the money you wasted this year or all the time you wasted?
Check your bank account. Check your screen time. Now choose.
55. Would you rather remember every single detail of this year or forget the boring parts and only keep the big moments?
Full memory or curated highlights.
56. Would you rather have taken more risks this year or played it safer?
Hindsight is cruel because both answers feel wrong.
57. Would you rather publicly share your most embarrassing moment from this year or your browser history from one random day?
One is a story. The other is evidence.
58. Would you rather have spent more time with people this year or more time alone?
The social battery question that gets more honest after midnight.
59. Would you rather re-read every text you sent this year or re-watch every video you posted?
Your past self is cringing either way.
60. Would you rather have this year’s best meal again or this year’s best night out again?
The taste or the memory – which hit harder?
61. Would you rather get a grade on how you handled this year or detailed feedback from everyone in your life?
A letter grade is vague but safe. Feedback is useful but brutal.
62. Would you rather know exactly how many hours you spent on your phone this year or how many hours you spent worrying about things that never happened?
Both numbers would make you uncomfortable.
63. Would you rather have said “yes” more this year or “no” more?
One opens doors. The other protects your energy.
64. Would you rather have this year’s biggest lesson taught to you on January 1st or learn it the hard way like you did?
Knowing in advance sounds nice. But would you have actually listened?
65. Would you rather swap one month of your year with someone else’s or keep everything exactly as it happened?
Whose October are you eyeing?
66. Would you rather have been braver this year or kinder?
They’re not opposites, but when you have to pick one, it says something.
67. Would you rather forget one argument you had this year or remember one compliment you forgot?
Erasing tension or recovering warmth.
68. Would you rather have your year rated by your friends or by your younger self?
Your friends grade on a curve. Your younger self does not.
69. Would you rather have documented more of this year or been more present in the moment?
The photos vs. the memories debate, annual edition.
70. Would you rather admit the thing you avoided dealing with this year or keep pushing it to next year?
Midnight is a deadline for honesty if you let it be.
71. Would you rather have traveled more this year or saved more?
The passport stamps or the savings account – both represent freedom in different ways.
72. Would you rather have your year described by your best friend or your worst critic?
The generous version or the honest version.
73. Would you rather learn that this year was your peak or that your best year is still ahead?
Terrifying either way, for different reasons.
74. Would you rather go back and attend one event you skipped this year or skip one event you actually went to?
The FOMO question and the regret question, rolled into one.
75. Would you rather have a do-over on one conversation from this year or one email you sent?
Spoken words or written ones – which did more damage?
Fresh start Would You Rather questions
January 1st hits different. Everything feels possible for about 72 hours. These questions tap into that clean-slate energy – new beginnings, big changes, and the optimism that comes with turning the calendar.
76. Would you rather start the new year in a completely new city or in your hometown with a completely new routine?
New place, same you – or same place, new you?
77. Would you rather wake up on January 1st with a perfect plan for the year or with no plan but total confidence you’ll figure it out?
Structure vs. instinct.
78. Would you rather start the year by quitting something or starting something?
Subtraction or addition – both can change your life.
79. Would you rather have one guaranteed great month this year or a consistently okay year with no bad months?
The peak or the plateau.
80. Would you rather enter the new year with zero debt or zero regrets?
Financial freedom or emotional freedom.
81. Would you rather start the year by telling someone how you really feel or by finally letting go of someone?
Both take guts. Both clear space for something better.
82. Would you rather have a fresh start on your career or your relationships?
The work life or the personal life – which one needs a reboot?
83. Would you rather begin the year with a new skill fully learned or a bad habit fully broken?
Addition vs. subtraction, round two.
84. Would you rather know what the best decision you’ll make this year is or what the worst one will be?
Chasing the win or dodging the loss.
85. Would you rather start the year with a clean apartment or a clean conscience?
One takes an afternoon. The other might take longer.
86. Would you rather have the new year bring you one incredible opportunity or remove one major obstacle?
An open door or a cleared path.
87. Would you rather enter the year with the wisdom of an 80-year-old or the energy of a 20-year-old?
Perspective or stamina – you can’t have both.
88. Would you rather make one drastic life change on January 1st or make twelve small changes (one per month)?
The cold plunge or the slow burn.
89. Would you rather know that this year will be hard but worth it, or easy but forgettable?
Growth usually hurts. Comfort usually doesn’t teach much.
90. Would you rather reconnect with an old friend this year or make a brand new one?
History or potential.
91. Would you rather start the year by donating half your closet or half your savings?
Material generosity or financial generosity – which one stings more?
92. Would you rather spend the first week of the new year completely alone or surrounded by people 24/7?
Solitary reset or social sprint.
93. Would you rather set a goal everyone laughs at or play it safe with something nobody questions?
Big dreams get big doubters. Safe goals get polite nods.
94. Would you rather change one thing about your appearance or one thing about your personality this year?
The mirror fix or the inner work.
95. Would you rather enter the year knowing exactly when you’ll be happiest or not knowing but being surprised by it?
Anticipation or spontaneity.
96. Would you rather have the new year bring back something you lost or introduce something you’ve never had?
Recovery or discovery.
97. Would you rather spend the year becoming the best at one thing or decent at ten things?
The specialist or the generalist debate, on a calendar.
98. Would you rather have a year where everything changes or a year where everything finally settles?
Chaos that moves you forward or stability that lets you breathe.
99. Would you rather be remembered for something you did this year or something you said?
Actions or words – which one lasts longer in people’s minds?
100. Would you rather go into the new year with the same people by your side or a completely new circle?
Loyalty or reinvention. Most people know their answer immediately.
If you’re looking for more seasonal games, our Christmas Would You Rather questions keep the holiday momentum going. For groups of all sizes, the Would You Rather for friends list has crowd-tested picks. Turn any party into a proper event with our Would You Rather drinking game rules. And if you just want to laugh, the funny Would You Rather collection never disappoints.
