150 Best Holiday Would You Rather Questions to Make You Laugh and Celebrate

The holiday season is the perfect time to gather with friends and family, sharing laughter and creating unforgettable memories. One fun way to spark joy and lighthearted conversation is through holiday would you rather questions. These quirky scenarios not only entertain but also reveal the hilarious differences in our preferences.

Imagine your loved ones debating whether they’d prefer to eat fruitcake for a week or wear an ugly sweater every day. Such playful dilemmas can ignite laughter and strengthen bonds. Dive into this collection of engaging questions that will keep the festive spirit alive and ensure your celebrations are filled with joy and amusement.

Best Holiday Would You Rather Questions to Make You Laugh and Celebrate

Would You Rather: Spend every holiday wearing a festive sweater that sings holiday songs on repeat?

Option 1: Yes, and dance to the tunes!

Option 2: No, I prefer silence with my holiday cheer.

Would You Rather: Only eat holiday cookies that are decorated to look like your least favorite food?

Option 1: Sure, I’ll get creative with the frosting!

Option 2: No way, I’ll stick to regular treats.

Would You Rather: Have a holiday movie marathon featuring only films where the main character is an animal?

Option 1: Absolutely, I love furry friends!

Option 2: No, I need my classic human stories.

Would You Rather: Receive a gift that is a lifetime supply of your favorite holiday treat but be required to eat it every day?

Option 1: Yes, I’d never run out of joy!

Option 2: No, I’d probably get sick of it!

Would You Rather: Have to sing your holiday greetings to everyone you meet?

Option 1: Yes, I’d make each greeting a performance!

Option 2: No, I prefer a friendly wave.

Would You Rather: Always have to wear a Christmas hat during the holiday season?

Option 1: Totally, I’d start a new trend!

Option 2: No, I cherish my hairstyle too much.

Would You Rather: Your holiday decorations could only be made of edible items?

Option 1: Yes, I’d have a delicious home!

Option 2: No, I want my decor to last!

Would You Rather: Have to swap holiday meals with a friend every year?

Option 1: Yes, I love trying new things!

Option 2: No, I need my family recipes!

Would You Rather: Have a festive pet that only responds to holiday-themed commands?

Option 1: Absolutely, that would be so fun!

Option 2: No, I’d prefer a normal pet.

Would You Rather: Have to send out holiday cards every day of the year?

Option 1: Yes, I love staying connected!

Option 2: No, that sounds exhausting!

Would You Rather: Spend the holidays in a location where it’s always sunny but no holiday spirit?

Option 1: Sure, I can make my own fun!

Option 2: No, I need some winter wonderland!

Would You Rather: Only be able to play holiday music sung by children?

Option 1: Absolutely, their voices are adorable!

Option 2: No, I need the classics sung by pros.

Would You Rather: Have a holiday-themed ice cream flavor named after you?

Option 1: Yes, I’d love to be famous for my flavor!

Option 2: No, I’d rather stay low-key.

Would You Rather: Celebrate a holiday where everyone wears pajamas all day?

Option 1: Yes, that sounds cozy!

Option 2: No, I enjoy getting dressed up for celebrations.

Would You Rather: Have to tell a holiday joke to everyone you meet during the season?

Option 1: Yes, I’m all about spreading laughter!

Option 2: No, I’d rather keep it low-pressure.

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

Holiday Would You Rather Questions for Family Gatherings

Holiday gatherings are the perfect time to spark laughter and connection with ‘Would You Rather’ questions! Picture this: Would you rather eat fruitcake for a week or wear a holiday sweater every day? These playful prompts not only lighten the mood but also create unforgettable memories with family and friends.

Would You Rather: Spend the holidays in a cozy cabin in the woods?

Option 1: Enjoy a roaring fire with hot cocoa and snow outside.

Option 2: Have a beach holiday with sunshine and sandcastles.

Would You Rather: Only eat fruitcake for the entire holiday season?

Option 1: Get creative with different fruitcake recipes.

Option 2: Stick to your regular holiday favorites but never have dessert.

Would You Rather: Wear an outrageous holiday sweater to every family gathering?

Option 1: Sport a blinking light-up sweater.

Option 2: Don a sweater with your face on it.

Would You Rather: Spend the day volunteering at a local shelter?

Option 1: Help serve meals to those in need.

Option 2: Organize a fun holiday party for the guests.

Would You Rather: Have to sing Christmas carols loudly in public?

Option 1: Perform a solo version of your favorite carol.

Option 2: Lead a group sing-along with strangers.

Would You Rather: Get a gift you absolutely hate every year?

Option 1: Smile and thank the giver anyway.

Option 2: Exchange it for something you like—every time!

Would You Rather: Have to decorate your house with only one color scheme?

Option 1: Choose a classic red and green.

Option 2: Go for a trendy silver and blue.

Would You Rather: Be the one to cook the holiday meal every year?

Option 1: Create a new recipe that becomes a family tradition.

Option 2: Always stick to the same old family recipes.

Would You Rather: Have your holiday shopping done in one day?

Option 1: Brave the crowds on Black Friday.

Option 2: Shop online with the best deals.

Would You Rather: Only watch holiday movies for a month straight?

Option 1: Binge your favorites multiple times.

Option 2: Try to discover new holiday films.

Would You Rather: Have a snowball fight with your family?

Option 1: Go all out and build snow forts.

Option 2: Have a friendly, light-hearted toss.

Would You Rather: Receive a gift that is handmade by a family member?

Option 1: Cherish it for its sentimental value.

Option 2: Politely accept but never use it.

Would You Rather: Spend the holidays without any technology?

Option 1: Embrace board games and storytelling.

Option 2: Write letters to friends and family instead.

Would You Rather: Make holiday crafts with the kids?

Option 1: Create decorations for the house.

Option 2: Design personalized gifts for everyone.

Would You Rather: Attend every holiday party in your neighborhood?

Option 1: Bring a dish to share at each one.

Option 2: Make new friends at every gathering.

See Also – Discover 150 Engaging New Year’s Would You Rather Questions for Fun and Laughter

Hilarious Holiday Would You Rather Questions for Friends

Gather your friends and dive into the festive spirit with hilarious holiday “Would You Rather” questions! From choosing between wearing a Christmas sweater every day or eating fruitcake for a week, these quirky dilemmas spark laughter and fun. Perfect for breaking the ice, they guarantee unforgettable moments this holiday season!

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

Option 1: Gobble around at every family gathering

Option 2: Have to explain your outfit to every stranger you meet

Would You Rather: Only be able to sing holiday songs in a high-pitched voice

Option 1: Serenade your friends at every party

Option 2: Annoy your neighbors with daily caroling

Would You Rather: Have to eat fruitcake for every meal during the holidays

Option 1: Enjoy it with a side of eggnog

Option 2: Mix it with mashed potatoes and gravy

Would You Rather: Get stuck in a holiday-themed escape room with your least favorite person

Option 1: Solve puzzles while wearing a Santa hat

Option 2: Have to listen to them complain the whole time

Would You Rather: Spend the holidays in a cabin with no internet or cell service

Option 1: Play board games by candlelight

Option 2: Engage in endless snowball fights

Would You Rather: Receive a gift that’s a terrible sweater every year

Option 1: Wear it proudly to every holiday event

Option 2: Use it as a holiday decoration

Would You Rather: Have to decorate a Christmas tree with spaghetti

Option 1: Use meatballs as ornaments

Option 2: Hang garlic as a garland

Would You Rather: Only be able to tell holiday jokes that no one finds funny

Option 1: Tell them at every family dinner

Option 2: Share them with your coworkers at the holiday party

Would You Rather: Have a pet reindeer that doesn’t know how to fly

Option 1: Take it for walks in the neighborhood

Option 2: Teach it how to fetch holiday gifts

Would You Rather: Spend the holidays in a snowstorm with no power

Option 1: Make s’mores by candlelight

Option 2: Play charades to pass the time

Would You Rather: Have to wrap every gift in duct tape

Option 1: Make it a holiday challenge for your family

Option 2: Get creative with duct tape designs

Would You Rather: Be the person who always forgets the secret Santa gift

Option 1: Apologize while making a funny excuse

Option 2: Create a hilarious last-minute gift on the spot

Would You Rather: Only watch holiday movies that are terrible remakes

Option 1: Critique them with friends

Option 2: Create your own holiday-themed drinking game

Would You Rather: Get a holiday card from your ex every year

Option 1: Display them proudly on your fridge

Option 2: Use them as a conversation starter at parties

Would You Rather: Only be able to eat candy canes for a week straight

Option 1: Experiment with different flavors

Option 2: Challenge yourself to create a candy cane dish

See Also – Ultimate Guide to 150 Fun Holiday Party Would You Rather Questions

Festive Holiday Would You Rather Questions for Kids

Get ready for giggles with festive holiday “Would You Rather” questions for kids! These playful prompts spark laughter and creativity, inviting children to choose between silly scenarios, like “Would you rather ride a snowman or a reindeer?” Perfect for family gatherings, they create joyful memories and endless fun during the…

Would You Rather: Have to wear a Santa suit every day for a month

Option 1: Wear a Santa suit

Option 2: Wear reindeer antlers

Would You Rather: Eat only candy canes for a week

Option 1: Eat candy canes

Option 2: Eat gingerbread cookies

Would You Rather: Get to decorate a giant Christmas tree

Option 1: Decorate a giant Christmas tree

Option 2: Build a snowman as tall as you

Would You Rather: Have a pet snowman that can talk

Option 1: A talking snowman pet

Option 2: A flying reindeer pet

Would You Rather: Have Christmas lights in your room all year

Option 1: Year-round Christmas lights

Option 2: Year-round holiday music

Would You Rather: Spend the holidays in a cozy cabin in the woods

Option 1: Cozy cabin in the woods

Option 2: Beach house with holiday sun

Would You Rather: Have a magical elf show up at your house

Option 1: A magical elf

Option 2: A friendly dragon

Would You Rather: Drink hot chocolate every day in December

Option 1: Drink hot chocolate

Option 2: Drink eggnog

Would You Rather: Make your own holiday cards

Option 1: Create holiday cards

Option 2: Bake holiday treats

Would You Rather: Have snow every Christmas

Option 1: Snow every Christmas

Option 2: Have a sunny Christmas

Would You Rather: Open presents on Christmas Eve

Option 1: Open presents early

Option 2: Wait until Christmas morning

Would You Rather: Sing holiday songs at the top of your lungs

Option 1: Sing holiday songs

Option 2: Dance like nobody’s watching

Would You Rather: Wear holiday pajamas every day in December

Option 1: Holiday pajamas

Option 2: A Christmas sweater

Would You Rather: Visit Santa at the North Pole

Option 1: Visit Santa

Option 2: Help elves in the workshop

Would You Rather: Have a holiday movie marathon

Option 1: Holiday movie marathon

Option 2: Play holiday games all day

See Also – Engaging Thanksgiving Would You Rather Questions for Fun Conversations

Creative Holiday Would You Rather Questions for Couples

Spice up your holiday gatherings with creative “Would You Rather” questions for couples! These entertaining prompts not only spark laughter but also deepen connections. Imagine choosing between a snowball fight or a cozy movie marathon! Perfect for breaking the ice, these light-hearted questions will keep the festive spirit alive and…

Would You Rather: Spend a week in a cozy cabin in the mountains for the holidays?

Option 1: Snuggle by the fireplace with hot cocoa.

Option 2: Go skiing every day and enjoy the winter sports.

Would You Rather: Have to wear matching holiday pajamas for the entire month of December?

Option 1: Embrace the festive spirit and take silly photos.

Option 2: Ignore fashion for comfort and warmth.

Would You Rather: Cook a holiday feast together from scratch?

Option 1: Experiment with new recipes and ingredients.

Option 2: Stick to traditional dishes and family favorites.

Would You Rather: Spend your holiday budget on an extravagant gift for each other?

Option 1: Go for one big surprise gift.

Option 2: Split the budget for several smaller gifts.

Would You Rather: Go ice skating on a frozen lake at sunset?

Option 1: Hold hands and glide together.

Option 2: Try to impress each other with tricks.

Would You Rather: Attend a holiday party where everyone is in costume?

Option 1: Dress up as your favorite holiday characters.

Option 2: Go as a classic Christmas tree and decorate yourselves.

Would You Rather: Watch your favorite holiday movie marathon?

Option 1: Cozy up with blankets and snacks all day.

Option 2: Create a themed drinking game with each movie.

Would You Rather: Spend the holidays volunteering together?

Option 1: Help at a local soup kitchen.

Option 2: Organize a toy drive for children in need.

Would You Rather: Have a holiday-themed scavenger hunt in your home?

Option 1: Hide gifts and treats for each other to find.

Option 2: Create clues that lead to special memories.

Would You Rather: Take a holiday-themed cooking class together?

Option 1: Learn to make gourmet desserts.

Option 2: Master traditional holiday dishes from around the world.

Would You Rather: Go on a holiday cruise with all-inclusive festivities?

Option 1: Enjoy relaxing spa treatments and sea views.

Option 2: Participate in themed parties every night.

Would You Rather: Have a snowball fight in your backyard?

Option 1: Build an epic snow fort together.

Option 2: Go for the classic snowman-building contest.

Would You Rather: Plan a surprise holiday getaway for each other?

Option 1: Choose a tropical destination to escape the cold.

Option 2: Stay local and explore a nearby city’s holiday cheer.

Would You Rather: Create a unique holiday card to send to friends and family?

Option 1: Make it a funny parody of a classic card.

Option 2: Go for a sentimental approach with personal photos.

Would You Rather: Decorate your home with the most outrageous holiday decorations?

Option 1: Go for a whimsical, over-the-top theme.

Option 2: Keep it elegant and sophisticated with a touch of glam.

See Also – Top 150 Christmas Would You Rather Questions for Holiday Fun and Laughter

Seasonal Holiday Would You Rather Questions for Office Parties

Spice up your office holiday party with a round of “Would You Rather” questions! These fun prompts not only spark laughter but also create memorable conversations among colleagues. From choosing between eggnog or hot cocoa to deciding if you’d rather wear a Santa suit or an elf costume, let the…

Would You Rather: Spend the entire office holiday party dressed as Santa Claus?

Option 1: Wear an elf costume for the whole night.

Option 2: Go as a giant Christmas tree.

Would You Rather: Have to sing a holiday carol in front of your coworkers?

Option 1: Perform a dramatic reading of “The Night Before Christmas.”

Option 2: Do a karaoke version of “Jingle Bells.”

Would You Rather: Receive a gift you absolutely hate from your Secret Santa?

Option 1: Have to re-gift it at next year’s party.

Option 2: Wear it for the rest of the day.

Would You Rather: Participate in a holiday-themed office trivia game?

Option 1: Compete in a gingerbread house decorating contest.

Option 2: Join a holiday dance-off.

Would You Rather: Only eat fruitcake for the entire holiday season?

Option 1: Drink eggnog every day for a month.

Option 2: Snack on candy canes exclusively.

Would You Rather: Have to wear a reindeer antler headband for the entire party?

Option 1: Sport a Christmas sweater that lights up.

Option 2: Put on a pair of festive socks that are three sizes too big.

Would You Rather: Have an office holiday party with no food?

Option 1: Attend a party with only fruit and vegetables.

Option 2: Enjoy a feast of only desserts.

Would You Rather: Watch a holiday movie marathon with your coworkers?

Option 1: Play holiday charades for three hours.

Option 2: Listen to holiday music on repeat for the entire evening.

Would You Rather: Be the person who tells the worst holiday jokes?

Option 1: Be the designated holiday dance leader.

Option 2: Lead the group in a holiday-themed sing-along.

Would You Rather: Have to decorate the office for the holidays all by yourself?

Option 1: Be the one to clean up after the party.

Option 2: Organize the holiday gift exchange.

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

Option 1: Miss the party entirely due to bad weather.

Option 2: Show up an hour late and be the subject of all jokes.

Would You Rather: Have to listen to holiday music on loop for an entire month?

Option 1: Watch a holiday movie every day for a month.

Option 2: Read holiday-themed books every night.

Would You Rather: Have to attend the office party in July instead of December?

Option 1: Celebrate Christmas in July with a tropical theme.

Option 2: Have a winter wonderland party in the summer heat.

Would You Rather: Be the first to leave the holiday party?

Option 1: Be the last to leave and help clean up.

Option 2: Get caught in an awkward conversation with the boss.

Would You Rather: Have a holiday party where everyone speaks in holiday puns?

Option 1: Enjoy a silent night where no one can talk.

Option 2: Have a themed costume party where everyone dresses as their favorite holiday character.

See Also – Top 150 Halloween Would You Rather Questions for Spooky Entertainment

Spooky Holiday Would You Rather Questions for Halloween Fun

Get ready for a thrilling twist on Halloween fun with spooky holiday “Would You Rather” questions! Perfect for parties or family gatherings, these prompts spark laughter and creativity. Imagine choosing between trick-or-treating with a ghost or dancing with zombies! Dive into the eerie excitement and watch everyone’s imaginations run wild!

Would You Rather: Spend a night in a haunted house with ghosts or go camping in a forest full of howling wolves?

Option 1: Spend a night in a haunted house with ghosts

Option 2: Go camping in a forest full of howling wolves

Would You Rather: Have a pet zombie or a pet vampire?

Option 1: Have a pet zombie

Option 2: Have a pet vampire

Would You Rather: Trick-or-treat for candy in a graveyard or walk through a haunted corn maze?

Option 1: Trick-or-treat for candy in a graveyard

Option 2: Walk through a haunted corn maze

Would You Rather: Be chased by a mummy or a werewolf?

Option 1: Be chased by a mummy

Option 2: Be chased by a werewolf

Would You Rather: Wear a costume that’s way too hot or one that’s way too cold?

Option 1: Wear a costume that’s way too hot

Option 2: Wear a costume that’s way too cold

Would You Rather: Have to eat a whole pumpkin pie in one sitting or drink a gallon of apple cider?

Option 1: Eat a whole pumpkin pie in one sitting

Option 2: Drink a gallon of apple cider

Would You Rather: Spend Halloween night watching horror movies or reading scary books?

Option 1: Watching horror movies

Option 2: Reading scary books

Would You Rather: Go to a Halloween party with a scary theme or one with a funny theme?

Option 1: Halloween party with a scary theme

Option 2: Halloween party with a funny theme

Would You Rather: Find a witch’s spellbook or a haunted treasure map?

Option 1: Witch’s spellbook

Option 2: Haunted treasure map

Would You Rather: Be a ghost for a day or a monster for a day?

Option 1: Be a ghost for a day

Option 2: Be a monster for a day

Would You Rather: Have to carve a thousand pumpkins or decorate a hundred houses for Halloween?

Option 1: Carve a thousand pumpkins

Option 2: Decorate a hundred houses

Would You Rather: Attend a Halloween parade or a spooky concert?

Option 1: Attend a Halloween parade

Option 2: Attend a spooky concert

Would You Rather: Be stuck in a room full of spiders or a room full of snakes?

Option 1: Room full of spiders

Option 2: Room full of snakes

Would You Rather: Have a Halloween party with unlimited treats or one with unlimited scary games?

Option 1: Unlimited treats

Option 2: Unlimited scary games

Would You Rather: Be the ghost that haunts your own home or the friendly spirit that helps others?

Option 1: The ghost that haunts your own home

Option 2: The friendly spirit that helps others

See Also – Top 150 Engaging Would You Rather Questions for Holiday Fun and Laughter

Joyful Holiday Would You Rather Questions for Christmas Celebrations

Get ready to spark laughter and joy this Christmas with delightful “Would You Rather” questions! These playful prompts ignite fun conversations among friends and family, whether you’re debating between sipping eggnog or hot cocoa, or choosing to wear a Santa hat or reindeer antlers. Spread holiday cheer and create unforgettable…

Would You Rather: Spend Christmas in a cozy cabin in the mountains?

Option 1: Enjoy a roaring fire with hot cocoa.

Option 2: Go skiing or snowboarding all day.

Would You Rather: Receive a gift you absolutely love?

Option 1: Get a surprise gift from Santa.

Option 2: Have a thoughtful handmade gift from a friend.

Would You Rather: Have a snowball fight on Christmas Day?

Option 1: Create the world’s largest snowman.

Option 2: Go ice skating with friends and family.

Would You Rather: Eat only Christmas cookies for an entire week?

Option 1: Indulge in a feast of holiday favorites.

Option 2: Enjoy a mix of both cookies and savory dishes.

Would You Rather: Watch classic holiday movies every night?

Option 1: Have a karaoke night with festive songs.

Option 2: Go caroling around the neighborhood.

Would You Rather: Get to decorate your Christmas tree with unlimited ornaments?

Option 1: Have a magical light display outside your house.

Option 2: Create unique homemade decorations with friends.

Would You Rather: Experience a Christmas with no gifts?

Option 1: Celebrate with an extravagant holiday party.

Option 2: Enjoy a quiet day filled with family traditions.

Would You Rather: Have a pet reindeer for the holidays?

Option 1: Own a talking snowman who tells jokes.

Option 2: Have a magical elf that helps with chores.

Would You Rather: Attend a fancy holiday gala?

Option 1: Enjoy a laid-back Christmas potluck with friends.

Option 2: Go to a festive theme park for the day.

Would You Rather: Have Christmas lights that never burn out?

Option 1: Have a Christmas tree that grows its own ornaments.

Option 2: Get to pick the best holiday music every year.

Would You Rather: Live in a world where it snows every Christmas?

Option 1: Celebrate Christmas on a tropical beach.

Option 2: Experience a Christmas in a bustling city.

Would You Rather: Help wrap gifts for everyone in your family?

Option 1: Bake cookies for the entire neighborhood.

Option 2: Select the perfect holiday movie for family night.

Would You Rather: Have a holiday feast that lasts for days?

Option 1: Enjoy a single, spectacular Christmas dinner.

Option 2: Sample a variety of holiday treats from around the world.

Would You Rather: Participate in a holiday-themed escape room?

Option 1: Go on a Christmas scavenger hunt with friends.

Option 2: Enjoy a holiday trivia night filled with fun facts.

Would You Rather: Get to meet Santa Claus in person?

Option 1: Go on a sleigh ride with Mrs. Claus.

Option 2: Have a private dinner with the entire North Pole crew.

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

Unique Holiday Would You Rather Questions for New Year’s Eve

As New Year’s Eve approaches, spice up your celebration with unique holiday “Would You Rather” questions! These playful prompts not only spark laughter but also ignite fun conversations. Picture choosing between a year of endless holiday parties or a lifetime of dessert. Get ready for unforgettable moments and belly laughs…

Would You Rather: Celebrate New Year’s Eve in a crowded city square with fireworks all around?

Option 1: Experience the energy of a live countdown with thousands of strangers.

Option 2: Enjoy a cozy, intimate gathering with close friends at home.

Would You Rather: Make a New Year’s resolution you actually stick to?

Option 1: Commit to a year of daily workouts.

Option 2: Pledge to read a book every week.

Would You Rather: Attend a New Year’s Eve party with a famous celebrity?

Option 1: Dance the night away with a pop star.

Option 2: Share a toast with a beloved movie star.

Would You Rather: Start the New Year with a big adventure?

Option 1: Go skydiving at midnight.

Option 2: Take a spontaneous road trip to a new city.

Would You Rather: Have to wear a silly hat all night on New Year’s Eve?

Option 1: Rock a giant inflatable party hat.

Option 2: Sport a flashy sequined top hat.

Would You Rather: Spend New Year’s Eve in a tropical paradise?

Option 1: Celebrate on the beach with a bonfire.

Option 2: Relax in a luxurious resort with ocean views.

Would You Rather: Have unlimited snacks at your New Year’s Eve party?

Option 1: Indulge in a variety of sweet treats.

Option 2: Feast on savory finger foods all night.

Would You Rather: Count down to the New Year with a fun twist?

Option 1: Do a silly dance every time the countdown hits a new minute.

Option 2: Share a funny joke with everyone at the party.

Would You Rather: Wake up on New Year’s Day to a surprise vacation?

Option 1: Head to a winter wonderland for skiing.

Option 2: Fly to a sunny beach for relaxation.

Would You Rather: Host a New Year’s Eve game night?

Option 1: Play board games until midnight.

Option 2: Compete in video game tournaments with friends.

Would You Rather: Have a never-ending supply of confetti for New Year’s Eve?

Option 1: Shower yourself and your guests in confetti at midnight.

Option 2: Create epic confetti art throughout the party.

Would You Rather: Celebrate New Year’s Eve with a themed costume party?

Option 1: Dress as your favorite movie character.

Option 2: Go all out in a retro style from a previous decade.

Would You Rather: Be the designated party planner for a New Year’s event?

Option 1: Organize a glamorous black-tie affair.

Option 2: Create a laid-back pajama party vibe.

Would You Rather: Make a toast to a future goal you want to achieve?

Option 1: Share a personal dream with everyone.

Option 2: Propose a group goal everyone can work towards together.

Would You Rather: Have a magical midnight kiss to ring in the New Year?

Option 1: Share a kiss with a crush.

Option 2: Get a warm hug from your closest friend.

See Also – Engaging Winter Wonderland Would You Rather Questions for Fun and Laughter

Silly Holiday Would You Rather Questions for Winter Break Adventures

Looking to spice up your winter break? Dive into a world of laughter with silly holiday “Would You Rather” questions! From choosing between building a snowman with marshmallows or snowballs to deciding whether to sled down a hill or ice skate on a frozen pond, these playful prompts promise endless…

Would You Rather: Spend a week in a snow globe where it snows all day?

Option 1: Be the star of your own holiday movie in a cozy cabin.

Option 2: Live in a giant gingerbread house with candy decorations.

Would You Rather: Have to wear a Santa suit every day of winter break?

Option 1: Wear reindeer antlers wherever you go.

Option 2: Dress up as an elf complete with pointy shoes.

Would You Rather: Only be able to sing holiday songs for the entire winter break?

Option 1: Dance like a snowman every time someone says “holiday.”

Option 2: Speak in holiday-themed puns at every gathering.

Would You Rather: Make snow angels that come to life?

Option 1: Build a snowman that tells jokes.

Option 2: Create a winter wonderland with magical talking animals.

Would You Rather: Drink hot chocolate that always has a marshmallow for a nose?

Option 1: Have cookies that sing when you eat them.

Option 2: Enjoy candy canes that change flavors every hour.

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

Option 1: Go on a wild sleigh ride through the snow.

Option 2: Attend a holiday party with quirky characters.

Would You Rather: Have a snowball fight with snowmen?

Option 1: Challenge a family of penguins to a snowball contest.

Option 2: Compete against elves in a festive snow fort battle.

Would You Rather: Travel to the North Pole to meet Santa?

Option 1: Visit a workshop where all the toys come to life.

Option 2: Go on a sleigh ride under the Northern Lights.

Would You Rather: Turn every snowflake you catch into a piece of candy?

Option 1: Make every icicle a tasty popsicle.

Option 2: Have every snowman you build offer you a warm hug.

Would You Rather: Have a pet snow cat that loves to cuddle?

Option 1: Own a talking polar bear that tells stories.

Option 2: Keep a magical owl that delivers holiday cheer.

Would You Rather: Get a lifetime supply of holiday cookies?

Option 1: Receive an endless supply of hot cocoa.

Option 2: Have a never-ending stash of festive candies.

Would You Rather: Write a letter to Santa that comes to life?

Option 1: Send a wish to the North Pole that gets delivered instantly.

Option 2: Have a holiday card that plays music when opened.

Would You Rather: Go ice skating on a lake made of chocolate?

Option 1: Sled down a mountain of whipped cream.

Option 2: Build a snow fort filled with marshmallow pillows.

Would You Rather: Have snow that sparkles like glitter?

Option 1: Enjoy winter nights with stars that twinkle like holiday lights.

Option 2: Experience a winter breeze that smells like gingerbread.

Would You Rather: Take a vacation on a tropical island decorated for winter?

Option 1: Spend a week in a cozy ski lodge filled with holiday cheer.

Option 2: Enjoy a snowy cabin retreat with a roaring fireplace.