150 Best Funny Holiday Would You Rather Questions to Spark Laughter and Joy

Looking to spice up your holiday gatherings? Dive into the world of funny holiday would you rather questions! These quirky prompts not only spark laughter but also ignite engaging conversations among friends and family.

Imagine the joy of choosing between outrageous scenarios that challenge your creativity and humor. Whether you’re hosting a festive party or simply enjoying a cozy night in, these hilarious dilemmas will keep everyone entertained and guessing. Get ready to discover the ultimate way to bring joy and laughter to your celebrations!

Best Funny Holiday Would You Rather Questions to Spark Laughter and Joy

Would You Rather: Spend every holiday dressed as a giant turkey?

Option 1: Yes, and embrace the quirkiness!

Option 2: No, I’d rather keep my dignity.

Would You Rather: Only be able to celebrate holidays with a sing-along of cheesy songs?

Option 1: Absolutely, let the cringe begin!

Option 2: No way, I’d prefer a quiet gathering.

Would You Rather: Always receive gifts that are hilariously inappropriate?

Option 1: Yes, those awkward moments are priceless!

Option 2: No, I’d rather have something thoughtful.

Would You Rather: Have to wear a Christmas sweater every day in December?

Option 1: Yes, I love the festive spirit!

Option 2: No, I prefer to stay stylish.

Would You Rather: Only eat fruitcake for every holiday meal?

Option 1: Sure, a fruity tradition sounds fun!

Option 2: No, I need variety on my plate.

Would You Rather: Attend a holiday party where everyone is dressed as elves?

Option 1: Yes, I’d bring my best elf costume!

Option 2: No, I’d rather stick with normal attire.

Would You Rather: Have to take holiday photos with a goofy prop every year?

Option 1: Yes, I’m all about creating memories!

Option 2: No, I prefer to keep it classic.

Would You Rather: Have to sing “Jingle Bells” every time you walk into a room during the holidays?

Option 1: Sure, I’d be the life of the party!

Option 2: No, I’d rather sneak in quietly.

Would You Rather: Only be able to give gifts that are made from toilet paper?

Option 1: Yes, I’d make it a fun challenge!

Option 2: No, I’d rather give something useful.

Would You Rather: Spend New Year’s Eve in a onesie at home?

Option 1: Absolutely, comfort over glam!

Option 2: No, I’d prefer a fancy party.

Would You Rather: Get stuck in a never-ending Thanksgiving dinner?

Option 1: Yes, I’d feast until I burst!

Option 2: No, I’d prefer to stretch it out.

Would You Rather: Celebrate your birthday with a clown as your only guest?

Option 1: Yes, I’d embrace the silliness!

Option 2: No, I’d rather have my friends around.

Would You Rather: Have to replace all holiday lights with rubber ducks?

Option 1: Yes, that would be hilarious!

Option 2: No, I prefer traditional decorations.

Would You Rather: Only be able to send holiday cards with terrible puns?

Option 1: Yes, puns are the best way to spread cheer!

Option 2: No, I’d rather keep my messages sincere.

Would You Rather: Have to wear a Santa hat year-round?

Option 1: Yes, I’d be the festive one all the time!

Option 2: No, I’d prefer to switch it up with the seasons.

See Also – Engaging Holiday Would You Rather Questions for Memorable Conversations

Funny Holiday Would You Rather Questions for Family Gatherings

Gathering with family during the holidays is the perfect time to spark laughter and connection. Funny holiday “Would You Rather” questions can lighten the mood and ignite hilarious debates. Imagine choosing between wearing a Santa suit all day or only eating fruitcake! These quirky prompts are sure to create unforgettable…

Would You Rather: Spend the entire holiday season dressed as a giant turkey?

Option 1: Cluck around like a chicken for a week.

Option 2: Gobble like a turkey for a week.

Would You Rather: Have to sing every holiday song at the top of your lungs in public?

Option 1: Dance like nobody’s watching while you sing.

Option 2: Wear a Santa suit while doing it.

Would You Rather: Accidentally send a funny meme to the family group chat?

Option 1: Send a video of yourself trying to cook the holiday dinner.

Option 2: Send a picture of your pet dressed as a reindeer.

Would You Rather: Have to eat fruitcake every day for a week?

Option 1: Only eat holiday leftovers for a month.

Option 2: Drink only eggnog for a week.

Would You Rather: Get stuck in a holiday movie plot for a week?

Option 1: Be the sidekick in a rom-com.

Option 2: Play the villain in a family drama.

Would You Rather: Spend a holiday with a mischievous elf?

Option 1: Have a grumpy snowman as your companion.

Option 2: Live with a family of singing reindeer.

Would You Rather: Be known for your terrible holiday puns?

Option 1: Have a reputation for your amazing holiday cookies.

Option 2: Be the family member who starts awkward conversations.

Would You Rather: Have to decorate your house in a Christmas theme all year?

Option 1: Leave your Halloween decorations up until New Year.

Option 2: Only use Thanksgiving decorations every month.

Would You Rather: Unwrap a gift that’s an ugly sweater?

Option 1: Open a box filled with holiday socks.

Option 2: Get a lifetime supply of fruitcake.

Would You Rather: Get stuck in an elevator with a group of carolers?

Option 1: Be trapped with someone who only talks about their New Year’s resolutions.

Option 2: Share the space with a person dressed as Santa who won’t stop laughing.

Would You Rather: Have to tell the same holiday joke every day?

Option 1: Sing “Jingle Bells” in a silly voice every morning.

Option 2: Wear a holiday hat that keeps changing its design.

Would You Rather: Spend every holiday dinner eating a dish you hate?

Option 1: Only drink holiday-themed smoothies for a week.

Option 2: Have to wear a silly hat at every gathering.

Would You Rather: Have a holiday party where everyone must wear pajamas?

Option 1: Host a formal dinner where everyone must wear costumes.

Option 2: Organize a potluck with the strangest dishes imaginable.

Would You Rather: Write a holiday song that becomes super popular but is really silly?

Option 1: Create a holiday dance that everyone has to learn.

Option 2: Make a viral video of your holiday cooking fails.

Would You Rather: Spend the day with your relatives who always argue?

Option 1: Hang out with your friends who always tell embarrassing stories about you.

Option 2: Join a group of strangers who are obsessed with holiday trivia.

See Also – Engaging Holiday Would You Rather Questions for Adults to Inspire Fun Conversations

Creative Funny Holiday Would You Rather Questions to Spark Laughter

Get ready to spark laughter this holiday season with creative “Would You Rather” questions! These funny prompts encourage playful debates among family and friends, from choosing between wearing a Christmas sweater made of tinsel or a turkey costume. Perfect for gatherings, they add joy and humor to any festive celebration!

Would You Rather: Spend the holidays dressed as a giant turkey?

Option 1: Gobble around the dinner table.

Option 2: Strut through the neighborhood like a festive peacock.

Would You Rather: Have your holiday shopping done by a raccoon?

Option 1: Watch them steal from the store.

Option 2: Enjoy their quirky gift choices.

Would You Rather: Only be able to communicate through holiday carols for a week?

Option 1: Sing every time you want to talk.

Option 2: Dance around while you sing to get your point across.

Would You Rather: Have to eat fruitcake every day for a month?

Option 1: Bake your own creative versions.

Option 2: Rate different brands like a food critic.

Would You Rather: Hang out with elves who can’t stop telling dad jokes?

Option 1: Laugh until your sides hurt.

Option 2: Try to out-joke them.

Would You Rather: Wear Christmas lights as a fashionable accessory?

Option 1: Become the human disco ball.

Option 2: Light up the night during holiday parties.

Would You Rather: Only be able to watch holiday movies featuring talking animals?

Option 1: Enjoy a furry version of classic tales.

Option 2: Make up your own animal holiday stories.

Would You Rather: Get stuck in a snow globe for a day?

Option 1: Enjoy the endless winter wonderland.

Option 2: Be the center of attention for a curious kid.

Would You Rather: Have a holiday feast prepared by a famous chef with a terrible sense of humor?

Option 1: Savor gourmet dishes with punchlines.

Option 2: Try to keep a straight face while eating.

Would You Rather: Receive a gift that is a lifetime supply of ugly holiday sweaters?

Option 1: Host the ultimate ugly sweater party.

Option 2: Create a fashion line that’s all about the “charm.”

Would You Rather: Have mistletoe permanently stuck to your head?

Option 1: Become the most sought-after person at every party.

Option 2: Attempt to dodge every awkward kiss.

Would You Rather: Celebrate New Year’s Eve in a giant inflatable bouncy castle?

Option 1: Bounce your way into the New Year.

Option 2: Challenge friends to a bouncy battle.

Would You Rather: Have your holiday decorations come to life?

Option 1: Enjoy animated ornaments creating chaos.

Option 2: Lead a merry band of singing decorations.

Would You Rather: Only be able to eat holiday cookies for every meal?

Option 1: Design your own cookie-based menu.

Option 2: Go on a cookie tasting tour.

Would You Rather: Have a pet reindeer that thinks it’s a dog?

Option 1: Take it for walks in the park.

Option 2: Teach it tricks like rolling over and playing fetch.

See Also – Engaging Holiday Would You Rather Questions for Festive Fun

Unique Funny Holiday Would You Rather Questions for Office Parties

Spice up your office holiday party with unique and funny “Would You Rather” questions! Imagine your colleagues choosing between wearing a reindeer onesie all day or singing carols in the break room. These quirky dilemmas spark laughter, break the ice, and create unforgettable memories, making your festive gathering truly memorable…

Would You Rather: Spend the entire office holiday party dressed as a Christmas tree?

Option 1: Be the talk of the party with glitter and ornaments.

Option 2: Wear an inflatable Santa costume that keeps deflating.

Would You Rather: Only be able to sing holiday carols in the office for a week?

Option 1: Belt them out loudly every hour on the hour.

Option 2: Whisper them under your breath during meetings.

Would You Rather: Have to eat fruitcake at every holiday gathering?

Option 1: Take a bite of fruitcake before every speech.

Option 2: Make fruitcake the only dessert at the office potluck.

Would You Rather: Have to wear holiday-themed socks on your hands instead of gloves?

Option 1: Show off your festive toe-socks while shaking hands.

Option 2: Use your “sock-hands” to serve snacks at the party.

Would You Rather: Have a work holiday party with karaoke?

Option 1: Sing your worst rendition of “Jingle Bells.”

Option 2: Only be allowed to perform holiday rap songs.

Would You Rather: Receive a gift card for an awful restaurant for the holidays?

Option 1: Spend a night dining at a place famous for bad reviews.

Option 2: Share the experience with a colleague as part of a team bonding event.

Would You Rather: Have to tell a cringeworthy holiday joke every hour at the party?

Option 1: Start every conversation with a pun about mistletoe.

Option 2: End every chat with a cheesy one-liner about snowmen.

Would You Rather: Be the designated “holiday cheerleader” at the office?

Option 1: Wear a reindeer antler headband all day.

Option 2: Lead a line dance to “Frosty the Snowman.”

Would You Rather: Have to decorate the office with only paper snowflakes?

Option 1: Create an elaborate snowflake design that takes all day.

Option 2: Use only one type of snowflake in a minimalist style.

Would You Rather: Spend the whole party stuck in the “Secret Santa” gift exchange?

Option 1: Give and receive the most bizarre gifts ever.

Option 2: Have to guess who bought each gift without any hints.

Would You Rather: Only be able to eat candy canes for the duration of the holiday season?

Option 1: Use candy canes to stir your coffee.

Option 2: Try to create savory dishes using crushed candy canes.

Would You Rather: Have to wear a Christmas sweater that sings every time you move?

Option 1: Boast a light-up sweater that plays “Deck the Halls.”

Option 2: Sport a sweater that only sings off-key holiday tunes.

Would You Rather: Have a holiday potluck with only side dishes?

Option 1: Feast on a buffet of endless mashed potatoes and stuffing.

Option 2: Try to create a holiday meal with just salads.

Would You Rather: Be the only one in the office who doesn’t celebrate the holidays?

Option 1: Listen to holiday music while pretending to enjoy it.

Option 2: Start a “Grinch” trend by wearing all black.

Would You Rather: Have to take all your holiday photos using a selfie stick?

Option 1: Capture every moment at the party in awkward angles.

Option 2: Make everyone pose with you for a group selfie every hour.

See Also – Top 150 Fun Holiday Would You Rather Questions for Kids

Hilarious Funny Holiday Would You Rather Questions for Friends’ Hangouts

Looking to spice up your next holiday hangout? Dive into hilarious “Would You Rather” questions that will have your friends laughing uncontrollably! From choosing between a holiday spent in a snowstorm or a heatwave to deciding on the ultimate festive food, these quirky dilemmas are perfect for unforgettable moments together!

Would You Rather: Have to sing every Christmas carol at the top of your lungs in public?

Option 1: Yes, and bring joy to everyone!

Option 2: No, I’d rather keep my voice to myself.

Would You Rather: Spend the holidays dressed as an elf for a week?

Option 1: Absolutely, I love the festive spirit!

Option 2: No way, I’d rather stay cozy in my pajamas.

Would You Rather: Only be able to eat fruitcake for every holiday meal?

Option 1: Bring it on, I love fruitcake!

Option 2: No thanks, I’d rather go hungry.

Would You Rather: Have to tell dad jokes all through Thanksgiving dinner?

Option 1: Yes, I’m the family comedian!

Option 2: No, I’d rather hear the turkey talk.

Would You Rather: Get stuck in a snowstorm with your least favorite relative?

Option 1: Sure, at least we have time to bond!

Option 2: No way, I’d rather stay home.

Would You Rather: Wrap every gift in bright pink polka dot paper?

Option 1: Yes, it’ll be the most fabulous holiday!

Option 2: No, I’d rather use plain old brown paper.

Would You Rather: Only be able to watch holiday movies that starred dogs?

Option 1: Yes, I love a good pup story!

Option 2: No, I’d rather skip movie night.

Would You Rather: Have to wear a giant turkey costume to every holiday gathering?

Option 1: Definitely, I’d be the life of the party!

Option 2: No, I’d rather blend in with the crowd.

Would You Rather: Celebrate New Year’s by eating only black-eyed peas?

Option 1: Yes, I’m all about good luck!

Option 2: No, I’d rather feast on something tastier.

Would You Rather: Receive a holiday sweater that plays music every time you move?

Option 1: Yes, I’ll rock that sweater!

Option 2: No, I’d rather not be a walking concert.

Would You Rather: Have to decorate a Christmas tree with only toilet paper?

Option 1: Absolutely, it’ll be a fun challenge!

Option 2: No, I’d rather have a naked tree.

Would You Rather: Go caroling dressed as a snowman?

Option 1: Yes, I’m ready to spread cheer!

Option 2: No, I’d rather stay warm inside.

Would You Rather: Attend every holiday party wearing a Santa hat?

Option 1: Yes, I’m all about the festive flair!

Option 2: No, I’d rather keep my head bare.

Would You Rather: Have to eat candy canes for breakfast every day in December?

Option 1: Yes, I love the sweet start!

Option 2: No, I’d rather have pancakes.

Would You Rather: Only be able to communicate using holiday-themed puns for a week?

Option 1: Yes, I’m ready to pun it up!

Option 2: No, I’d rather speak normally.

See Also – Top 150 Family Fun Would You Rather Questions for Bonding Activities

Outrageous Funny Holiday Would You Rather Questions for Road Trips

Looking to spice up your next road trip? Try outrageous funny holiday “Would You Rather” questions! From choosing between a sunburned beach day or a snowball fight in July, these hilarious dilemmas spark laughter and ignite conversations. Perfect for breaking the ice and making memories, they’ll keep everyone entertained on…

Would You Rather: Spend an entire road trip singing holiday jingles at the top of your lungs?

Option 1: Sing only classic carols.

Option 2: Make up silly holiday-themed songs on the spot.

Would You Rather: Drive for hours with a backseat full of holiday gifts that keep falling over?

Option 1: Have to re-stack them every 30 minutes.

Option 2: Let them take over the entire backseat.

Would You Rather: Only eat fruitcake for every meal during the trip?

Option 1: Have to eat it while driving.

Option 2: Have to eat it while sitting in a traffic jam.

Would You Rather: Have a holiday-themed GPS that only speaks in puns?

Option 1: Listen to puns about Christmas.

Option 2: Listen to puns about New Year celebrations.

Would You Rather: Wear a ridiculous holiday sweater for the entire trip?

Option 1: Choose one that’s two sizes too small.

Option 2: Choose one that’s three sizes too big.

Would You Rather: Have to decorate your car with tinsel and ornaments for the whole journey?

Option 1: Make it look like a Christmas tree.

Option 2: Make it look like a giant snowman.

Would You Rather: Be stuck in a car with someone who only wants to listen to holiday music?

Option 1: Listen to the same song on repeat.

Option 2: Listen to a mix of holiday songs sung badly.

Would You Rather: Have a holiday-themed snack attack during the trip?

Option 1: Only eat candy canes.

Option 2: Only eat gingerbread cookies.

Would You Rather: Get lost in a holiday-themed maze while road-tripping?

Option 1: Navigate with a paper map.

Option 2: Navigate with a singing elf as your guide.

Would You Rather: Have to wear a Santa hat for the entire road trip?

Option 1: Wear it while driving.

Option 2: Wear it while sleeping in the car.

Would You Rather: Stop at every quirky holiday roadside attraction?

Option 1: Visit a giant Santa statue.

Option 2: Take a picture with a reindeer.

Would You Rather: Share the car with an overly enthusiastic holiday caroler?

Option 1: Listen to their performances for hours.

Option 2: Join in and sing along poorly.

Would You Rather: Have to play ‘I Spy’ with holiday decorations during the drive?

Option 1: Spy something red.

Option 2: Spy something shiny.

Would You Rather: Go on a holiday road trip with a playlist of the worst holiday songs?

Option 1: Listen to songs that make you cringe.

Option 2: Listen to songs that make you laugh out loud.

Would You Rather: Get a flat tire while stuck in holiday traffic?

Option 1: Change it yourself with a blindfold on.

Option 2: Call for help from a friend who only speaks in holiday jokes.

See Also – Top 150 Holiday Would You Rather Questions for Festive Fun

Whimsical Funny Holiday Would You Rather Questions for Virtual Celebrations

Spice up your virtual holiday gatherings with whimsical “Would You Rather” questions that spark laughter and creativity! Picture asking friends if they’d rather have a snowman as a roommate or a talking Christmas tree. These funny, lighthearted scenarios not only break the ice but also create unforgettable memories, making your…

Would You Rather: Celebrate Christmas in a summer beach setting with a Santa in flip-flops?

Option 1: Sip coconut drinks while singing carols.

Option 2: Build a sandman instead of a snowman.

Would You Rather: Have to wear a giant turkey costume for Thanksgiving dinner?

Option 1: Strut around the table while everyone eats.

Option 2: Take family photos and send them out as holiday cards.

Would You Rather: Receive only fruitcake as your holiday gift?

Option 1: Attempt to bake one yourself for a party.

Option 2: Use it as a doorstop for the entire year.

Would You Rather: Have a snowball fight with a snowman?

Option 1: Attempt to knock its carrot nose off.

Option 2: Challenge it to a dance-off after.

Would You Rather: Spend New Year’s Eve with a talking cat who makes terrible puns?

Option 1: Laugh along at its jokes while counting down.

Option 2: Try to teach it some better ones.

Would You Rather: Celebrate Halloween by dressing as your favorite holiday food?

Option 1: Go as a giant slice of pumpkin pie.

Option 2: Be a walking candy corn.

Would You Rather: Have to sing “Jingle Bells” in a karaoke competition?

Option 1: Accompany it with ridiculous dance moves.

Option 2: Get the audience to join in for a group performance.

Would You Rather: Spend a holiday in a haunted house filled with spooky decorations?

Option 1: Organize a ghost hunt with friends.

Option 2: Host a costume party with eerie themes.

Would You Rather: Have to eat only candy for the entire duration of a holiday?

Option 1: Devise a strategy to include vegetables disguised as candy.

Option 2: Try to create savory dishes using only candy ingredients.

Would You Rather: Have a holiday dinner where everyone speaks in rhyme?

Option 1: Attempt to keep up with a rap battle at the table.

Option 2: Write a hilarious poem about the meal that gets recited.

Would You Rather: Decorate your house with inflatable holiday characters?

Option 1: Compete to see who can make the silliest display.

Option 2: Host a contest for the best-designed inflatable.

Would You Rather: Have a secret Santa gift exchange with wacky items only?

Option 1: Give a rubber chicken as your gift.

Option 2: Receive a singing fish that hangs on the wall.

Would You Rather: Join a virtual holiday party where everyone wears outrageous hats?

Option 1: Create the most extravagant hat you can.

Option 2: Try to guess the stories behind everyone’s hats.

Would You Rather: Be on a holiday-themed game show with zany challenges?

Option 1: Compete in a gingerbread house building contest.

Option 2: Race to wrap gifts blindfolded.

Would You Rather: Experience a holiday season with a mischievous elf causing chaos?

Option 1: Team up to prank your friends.

Option 2: Try to catch it in the act for evidence.

See Also – Top 150 Holiday Would You Rather Questions for Festive Fun

Memorable Funny Holiday Would You Rather Questions for Seasonal Get-Togethers

Spice up your seasonal gatherings with memorable funny holiday “Would You Rather” questions! These light-hearted prompts not only spark laughter but also ignite lively conversations. Imagine choosing between wearing a Santa suit all year or singing carols in public! Perfect for breaking the ice, they guarantee unforgettable moments with family…

Would You Rather: Spend the holidays with your most annoying relative

Option 1: Wrapped in tinsel and glitter

Option 2: Dressed as a giant turkey

Would You Rather: Have Christmas carolers sing outside your window all night

Option 1: In perfect harmony

Option 2: Completely off-key

Would You Rather: Receive a gift you absolutely hate

Option 1: From your boss

Option 2: From your crush

Would You Rather: Eat fruitcake for every meal

Option 1: For a week straight

Option 2: For a month straight

Would You Rather: Have to wear a Santa costume every day until New Year’s

Option 1: In public

Option 2: In your own home

Would You Rather: Be stuck in an elevator with a family of holiday sneezers

Option 1: For an hour

Option 2: Until help arrives

Would You Rather: Have to sing “Jingle Bells” every time you enter a room

Option 1: For the entire holiday season

Option 2: For the rest of your life

Would You Rather: Have a snowball fight with your boss

Option 1: In the office parking lot

Option 2: During a company party

Would You Rather: Build a snowman that comes to life

Option 1: But is really grumpy

Option 2: But only speaks in jokes

Would You Rather: Decorate your house with only inflatable decorations

Option 1: That constantly deflate

Option 2: That are all the same color

Would You Rather: Spend New Year’s Eve in a crowded bar

Option 1: With no phone service

Option 2: With someone who talks too much

Would You Rather: Eat only gingerbread cookies for a week

Option 1: With no frosting

Option 2: With unlimited frosting

Would You Rather: Have to send out holiday cards with your worst photo

Option 1: To everyone you know

Option 2: To your entire family

Would You Rather: Get stuck in traffic on the way to a holiday party

Option 1: While wearing an ugly sweater

Option 2: While wearing a reindeer hat

Would You Rather: Have a holiday movie marathon of only the worst films

Option 1: With your friends

Option 2: With your family

See Also – Engaging Winter Holiday Would You Rather Questions for Fun Conversations

Nostalgic Funny Holiday Would You Rather Questions to Share with Generations

Gather around the holiday table and spark laughter across generations with nostalgic “Would You Rather” questions! These funny prompts, blending cherished memories with lighthearted dilemmas, invite everyone—from grandparents to kids—to share their quirkiest choices. It’s a delightful way to bond, reminisce, and create unforgettable moments filled with humor and joy!

Would You Rather: Relive your childhood Christmas morning every year forever?

Option 1: Unwrap the same gift every year.

Option 2: Eat the same holiday breakfast every year.

Would You Rather: Only be able to sing one holiday song for the rest of your life?

Option 1: “Jingle Bells” on repeat.

Option 2: “All I Want for Christmas Is You” on repeat.

Would You Rather: Have to wear a Santa costume all holiday season?

Option 1: Dress up as a reindeer for every holiday party.

Option 2: Wear elf shoes that jingle everywhere you go.

Would You Rather: Spend the holidays with your most annoying relative?

Option 1: Share a room with them for a week.

Option 2: Have to cook all the holiday meals together.

Would You Rather: Only be able to eat fruitcake or eggnog for the rest of your life?

Option 1: A lifetime supply of fruitcake.

Option 2: A lifetime supply of eggnog.

Would You Rather: Get a lump of coal every Christmas?

Option 1: Only receive socks as gifts for a decade.

Option 2: Have to wear a “Bah Humbug” shirt all season.

Would You Rather: Always celebrate the holidays in the tropics?

Option 1: Christmas in a swimsuit.

Option 2: Thanksgiving on the beach.

Would You Rather: Have to listen to holiday music year-round?

Option 1: Sing holiday carols everywhere you go.

Option 2: Only watch holiday movies for a whole year.

Would You Rather: Have a talking Christmas tree?

Option 1: A sarcastic tree that makes jokes.

Option 2: A sentimental tree that tells stories.

Would You Rather: Decorate your house with only inflatable holiday decorations?

Option 1: Have to blow them up every day.

Option 2: Leave them up all year round.

Would You Rather: Receive a gift you absolutely hate every holiday?

Option 1: Regift it to someone else every year.

Option 2: Keep it on display in your home forever.

Would You Rather: Have to tell the same holiday joke every year?

Option 1: A cringe-worthy dad joke.

Option 2: A pun that makes everyone groan.

Would You Rather: Only be allowed to eat holiday cookies for a week?

Option 1: Sugar cookies with sprinkles.

Option 2: Gingerbread cookies in funny shapes.

Would You Rather: Have to write and send holiday cards to everyone you’ve ever met?

Option 1: Handwrite each card.

Option 2: Send a video message instead.

Would You Rather: Only be able to use holiday-themed puns in conversations?

Option 1: Make every conversation a pun-off.

Option 2: Speak in rhymes about holiday cheer.

See Also – Engaging New Year’s Would You Rather Questions for Fun Conversations

Cultural Funny Holiday Would You Rather Questions for Diverse Celebrations

Looking to spice up your holiday gatherings? Dive into the laughter with cultural “Would You Rather” questions! From choosing between a wild Halloween costume or a traditional Diwali outfit, to debating quirky Christmas treats or festive foods from around the world, these playful prompts spark joy and celebrate diverse celebrations….

Would You Rather: Celebrate a holiday where you can only wear pajamas all day?

Option 1: Wear festive pajamas with holiday patterns.

Option 2: Wear mismatched pajamas from your childhood.

Would You Rather: Have to sing holiday carols in a crowded public place?

Option 1: Sing in a funny costume.

Option 2: Sing in a karaoke style with strangers.

Would You Rather: Attend a holiday dinner where everyone speaks in rhyme?

Option 1: Speak in rhymes too, no exceptions.

Option 2: Only listen and try to guess the meaning.

Would You Rather: Be the designated holiday gift wrapper for your entire family?

Option 1: Wrap gifts with duct tape and bright colors.

Option 2: Wrap gifts using only newspaper and string.

Would You Rather: Celebrate a holiday by eating only dessert for a week?

Option 1: Enjoy a variety of cakes and pastries.

Option 2: Indulge in nothing but ice cream every day.

Would You Rather: Have to wear a ridiculous holiday sweater every day in December?

Option 1: Wear a sweater that lights up.

Option 2: Wear a sweater with an embarrassing family photo.

Would You Rather: Spend a holiday in a location where it’s always snowing?

Option 1: Have to build a snowman every day.

Option 2: Have to wear snow boots and a parka nonstop.

Would You Rather: Be part of a holiday parade where you have to dance?

Option 1: Dance in a giant inflatable costume.

Option 2: Dance while juggling holiday-themed items.

Would You Rather: Celebrate a holiday that lasts for two weeks straight?

Option 1: Have a different theme each day.

Option 2: Repeat the same theme every day.

Would You Rather: Only receive gifts that are handmade by your family?

Option 1: Get quirky gifts that make you laugh.

Option 2: Receive gifts that are completely useless.

Would You Rather: Have to listen to holiday music on repeat for a month?

Option 1: Listen to the same song over and over.

Option 2: Listen to a mix of the worst holiday songs ever.

Would You Rather: Participate in a holiday cooking competition with no experience?

Option 1: Try to cook gourmet meals with bizarre ingredients.

Option 2: Attempt to make traditional dishes with a hilarious twist.

Would You Rather: Celebrate a holiday by dressing as your favorite cartoon character?

Option 1: Go as a goofy, oversized character.

Option 2: Go as a character that nobody recognizes.

Would You Rather: Have to tell a corny holiday joke every hour on the hour?

Option 1: Tell jokes that make people groan.

Option 2: Tell jokes that are so bad, they become funny.

Would You Rather: Get stuck in a holiday movie scenario for a day?

Option 1: Be in a romantic holiday comedy.

Option 2: Be in a chaotic family holiday drama.