150 Best Holiday Would You Rather Questions for Friends to Spark Fun Conversations

The holiday season is the perfect time to spark laughter and deepen connections with friends, and what better way to do that than with some fun “would you rather” questions? These playful prompts can ignite lively discussions and reveal surprising preferences, making your gatherings even more memorable.

Best Holiday Would You Rather Questions for Friends to Spark Fun Conversations
Best Holiday Would You Rather Questions for Friends to Spark Fun Conversations

Imagine sitting around the fire, sipping hot cocoa, and diving into whimsical dilemmas that challenge your creativity and spark joy. Whether you’re at a festive dinner or a cozy game night, holiday would you rather questions for friends can transform any gathering into a delightful experience filled with laughter and camaraderie.

Best Holiday Would You Rather Questions for Friends to Spark Fun Conversations

Would You Rather: Spend the holidays in a cozy cabin in the mountains with friends or on a tropical beach with friends?

Option 1: Cozy cabin in the mountains

Option 2: Tropical beach

Would You Rather: Only be able to listen to holiday music from the 80s or only watch holiday movies from the 90s during the festive season?

Option 1: Holiday music from the 80s

Option 2: Holiday movies from the 90s

Would You Rather: Host a holiday dinner where everyone brings a dish or go to a potluck where you have no idea what anyone is bringing?

Option 1: Host a holiday dinner

Option 2: Go to a potluck

Would You Rather: Receive a gift that is perfect for you but is handmade and not store-bought, or receive a high-end gift that you don’t really need?

Option 1: Handmade perfect gift

Option 2: High-end gift

Would You Rather: Spend the entire holiday season volunteering at a local charity or take a trip to a city you’ve never been to before?

Option 1: Volunteering at a local charity

Option 2: Trip to a new city

Would You Rather: Have a snowball fight with friends or go ice skating together during the holidays?

Option 1: Snowball fight

Option 2: Ice skating

Would You Rather: Create a new holiday tradition with friends or continue a beloved tradition that has been passed down for generations?

Option 1: Create a new holiday tradition

Option 2: Continue a beloved tradition

Would You Rather: Decorate your holiday tree with only homemade ornaments or with only decorations from around the world?

Option 1: Homemade ornaments

Option 2: Decorations from around the world

Would You Rather: Have to wear a holiday sweater that lights up every time you enter a room or a hat that plays festive music?

Option 1: Light-up holiday sweater

Option 2: Musical holiday hat

Would You Rather: Spend New Year’s Eve in a quiet cabin with friends or at a massive party in the city?

Option 1: Quiet cabin

Option 2: Massive city party

Would You Rather: Exchange gifts that you’ve re-gifted or only give handmade gifts that take a lot of time to make?

Option 1: Re-gifted gifts

Option 2: Handmade gifts

Would You Rather: Have a holiday movie marathon with friends or host a game night with holiday-themed games?

Option 1: Holiday movie marathon

Option 2: Holiday-themed game night

Would You Rather: Have unlimited hot chocolate for the entire season or unlimited cookies for the entire season?

Option 1: Unlimited hot chocolate

Option 2: Unlimited cookies

Would You Rather: Take a holiday-themed road trip with friends or stay home and throw an epic holiday party?

Option 1: Holiday-themed road trip

Option 2: Epic holiday party

Would You Rather: Get to have one wish granted for the holiday season or receive a surprise gift from your friends?

Option 1: One wish granted

Option 2: Surprise gift from friends

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

Holiday Would You Rather Questions for Friends: Fun Ideas for Festive Gatherings

Holiday gatherings are all about laughter and connection, and “Would You Rather” questions can spark unforgettable conversations! From choosing between a cozy night in with hot cocoa or a wild holiday party, to deciding on your favorite festive treat, these fun prompts add a playful twist to your celebrations with…

Holiday Would You Rather Questions for Friends: Fun Ideas for Festive Gatherings
Holiday Would You Rather Questions for Friends: Fun Ideas for Festive Gatherings

Would You Rather: Spend the holidays in a snowy cabin in the mountains?

Option 1: Cozy up with hot cocoa by the fire.

Option 2: Go skiing or snowboarding every day.

Would You Rather: Have to sing holiday carols at every gathering?

Option 1: Sing solo in front of everyone.

Option 2: Lead a group sing-along with dance moves.

Would You Rather: Receive a gift you absolutely hate?

Option 1: Smile and pretend to love it.

Option 2: Politely tell the giver you don’t like it.

Would You Rather: Only be able to eat fruitcake for a week?

Option 1: Embrace it and find new recipes.

Option 2: Fast until the holidays are over.

Would You Rather: Get stuck in a holiday movie marathon?

Option 1: Watch cheesy romantic comedies.

Option 2: Enjoy classic holiday dramas.

Would You Rather: Spend the holidays volunteering at a shelter?

Option 1: Help serve meals to those in need.

Option 2: Organize a toy drive for children.

Would You Rather: Only be able to wear holiday sweaters for a month?

Option 1: Go for the ugliest sweater possible.

Option 2: Style it up with accessories.

Would You Rather: Have a holiday feast with your favorite celebrities?

Option 1: Dine with musicians you admire.

Option 2: Share a table with famous actors.

Would You Rather: Be the one to host the holiday party?

Option 1: Plan every detail from start to finish.

Option 2: Delegate tasks to your friends.

Would You Rather: Receive a gift that’s handmade by a friend?

Option 1: Love it no matter what it is.

Option 2: Appreciate the effort but wish for something else.

Would You Rather: Have a holiday movie night with friends?

Option 1: Pick the movies everyone loves.

Option 2: Choose a surprise film none of you have seen.

Would You Rather: Decorate the house for the holidays?

Option 1: Go all out with lights and ornaments.

Option 2: Keep it simple with minimal decor.

Would You Rather: Play games at a holiday gathering?

Option 1: Engage in classic board games.

Option 2: Try new holiday-themed games.

Would You Rather: Go caroling around the neighborhood?

Option 1: Team up with friends for a fun night.

Option 2: Take a solo stroll and sing your heart out.

Would You Rather: Make holiday cards for everyone?

Option 1: Create personalized cards with photos.

Option 2: Write heartfelt messages in store-bought cards.

See Also – Engaging Thanksgiving Dinner Would You Rather Questions to Enhance Your Celebration

Holiday Would You Rather Questions for Friends: Creative Themes for Your Celebrations

Looking to spice up your holiday gatherings? Holiday “Would You Rather” questions are a fun and creative way to spark laughter and conversation among friends! From festive dilemmas like “Would you rather wear a Santa suit all day or eat fruitcake for a week?” to quirky themes, these questions can…

Holiday Would You Rather Questions for Friends: Creative Themes for Your Celebrations
Holiday Would You Rather Questions for Friends: Creative Themes for Your Celebrations

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

Option 1: With a roaring fireplace and hot cocoa

Option 2: In a bustling city with festive lights and events

Would You Rather: Receive a gift that you’ve wanted for years?

Option 1: But it’s the wrong size or color

Option 2: Or receive a surprise gift that you never knew you needed

Would You Rather: Have an endless supply of holiday treats?

Option 1: But you can’t share them with anyone

Option 2: Or have only one special treat to share with friends

Would You Rather: Spend New Year’s Eve at a glamorous party?

Option 1: With all your friends dressed to the nines

Option 2: At a laid-back home gathering with board games and snacks

Would You Rather: Go caroling around the neighborhood?

Option 1: In silly costumes with your friends

Option 2: Or stay inside and have a karaoke night with holiday songs

Would You Rather: Be the one to host the holiday dinner?

Option 1: With all the stress and preparation

Option 2: Or be a guest and enjoy all the delicious food without the hassle

Would You Rather: Get to decorate a giant holiday tree?

Option 1: With your favorite ornaments and lights

Option 2: Or create a unique and quirky alternative holiday decoration

Would You Rather: Spend the holidays in a warm tropical location?

Option 1: With sunshine and beaches

Option 2: Or in a snowy winter wonderland with snowball fights

Would You Rather: Only be able to watch classic holiday movies?

Option 1: For the rest of your life

Option 2: Or only watch new holiday releases every year

Would You Rather: Experience a holiday where you can only eat one type of food?

Option 1: For every meal during the celebration

Option 2: Or have to cook all meals for everyone else

Would You Rather: Give a present that brings someone to tears?

Option 1: Because it’s so heartfelt and meaningful

Option 2: Or receive a present that leaves you speechless

Would You Rather: Spend the holiday season volunteering for those in need?

Option 1: With friends and family by your side

Option 2: Or indulging in a luxury holiday getaway alone

Would You Rather: Only celebrate one holiday for the rest of your life?

Option 1: With all the traditions intact

Option 2: Or mix and match traditions from different holidays

Would You Rather: Have a holiday where everyone sings instead of speaks?

Option 1: For an entire day

Option 2: Or everyone communicates only through dance

Would You Rather: Have a magical holiday where anything you wish for comes true?

Option 1: But you can’t tell anyone about it

Option 2: Or have a holiday where everyone’s wishes come true, but you don’t get any for yourself

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

Holiday Would You Rather Questions for Friends: Icebreakers for Awkward Family Dinners

Looking to break the ice at awkward family dinners this holiday season? Holiday “Would You Rather” questions for friends can spark laughter and lively debates! From choosing between a snowball fight or a cozy movie marathon to deciding on sweet treats versus savory snacks, these fun prompts create unforgettable moments…

Holiday Would You Rather Questions for Friends: Icebreakers for Awkward Family Dinners
Holiday Would You Rather Questions for Friends: Icebreakers for Awkward Family Dinners

Would You Rather: Spend all holiday gatherings with your family’s pets instead of the humans?

Option 1: Spend the holidays with your pets.

Option 2: Spend the holidays with your family.

Would You Rather: Have to sing a holiday carol at every family gathering?

Option 1: Sing a solo in front of everyone.

Option 2: Sing as part of a group.

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

Option 1: Eat fruitcake for every meal.

Option 2: Skip dessert altogether.

Would You Rather: Be the one to host every family holiday dinner for the rest of your life?

Option 1: Host the dinner every year.

Option 2: Always be a guest and never host.

Would You Rather: Wear a holiday sweater that’s two sizes too small?

Option 1: Wear the small sweater.

Option 2: Wear a holiday onesie.

Would You Rather: Get a gift you really don’t want but have to pretend to love it?

Option 1: Fake being excited about the gift.

Option 2: Honestly tell the gift-giver you dislike it.

Would You Rather: Have to decorate a gigantic holiday tree with only one type of ornament?

Option 1: Use all red ornaments.

Option 2: Use all gold ornaments.

Would You Rather: Spend the holidays in a winter wonderland or on a tropical beach?

Option 1: Enjoy the snow and cozy fires.

Option 2: Relax in the sun and sand.

Would You Rather: Have to watch the same holiday movie every day for a week?

Option 1: Watch a classic like “It’s a Wonderful Life.”

Option 2: Watch a cheesy holiday rom-com.

Would You Rather: Give up holiday shopping or holiday baking?

Option 1: Stop shopping for gifts.

Option 2: Stop baking holiday treats.

Would You Rather: Be stuck in a holiday traffic jam for three hours?

Option 1: Sit in the car with family.

Option 2: Sit in the car alone.

Would You Rather: Receive a gift card to your least favorite store?

Option 1: Get the gift card.

Option 2: Get nothing at all.

Would You Rather: Have to eat only holiday leftovers for a week?

Option 1: Eat leftovers from a holiday dinner.

Option 2: Eat nothing but holiday snacks.

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

Option 1: Spend the time with them.

Option 2: Spend it alone.

Would You Rather: Have to tell a holiday joke at every family gathering?

Option 1: Tell a corny joke.

Option 2: Tell a pun.

See Also – 150 Creative Holiday Would You Rather Questions for Fun Conversations

Holiday Would You Rather Questions for Friends: Engaging Games for Virtual Gatherings

Holiday “Would You Rather” questions are a fantastic way to spark laughter and connection during virtual gatherings with friends. These playful prompts encourage creativity and reveal quirky preferences, making them perfect for breaking the ice. Whether you’re debating between holiday treats or festive activities, these games create unforgettable moments and…

Holiday Would You Rather Questions for Friends: Engaging Games for Virtual Gatherings
Holiday Would You Rather Questions for Friends: Engaging Games for Virtual Gatherings

Would You Rather: Spend the holidays in a snowy mountain cabin?

Option 1: Cozying up by the fireplace with hot cocoa

Option 2: Skiing down the slopes all day

Would You Rather: Have unlimited holiday cookies for a week?

Option 1: Get to decorate them however you want

Option 2: Have a different flavor every day

Would You Rather: Receive a gift that you’ve wanted for years?

Option 1: Get a surprise gift you didn’t expect

Option 2: Have a fun experience instead of a physical gift

Would You Rather: Go caroling in your neighborhood?

Option 1: Host a holiday movie marathon with friends

Option 2: Bake holiday treats for your neighbors

Would You Rather: Celebrate the holidays in a different country?

Option 1: Experience a unique holiday tradition

Option 2: Enjoy a holiday feast with local delicacies

Would You Rather: Give up your holiday decorations for a year?

Option 1: Skip holiday shopping completely

Option 2: Not participate in any holiday parties

Would You Rather: Have the ability to time travel to any past holiday?

Option 1: Relive a favorite childhood holiday

Option 2: Experience a famous historical holiday celebration

Would You Rather: Have a holiday-themed karaoke night?

Option 1: Participate in a holiday trivia contest

Option 2: Play a festive board game with friends

Would You Rather: Spend the holidays volunteering for a good cause?

Option 1: Go on a holiday vacation with friends

Option 2: Host a big holiday gathering at your place

Would You Rather: Only be able to listen to holiday music?

Option 1: Watch holiday movies on repeat

Option 2: Eat holiday treats every day

Would You Rather: Have a holiday where you can’t use any technology?

Option 1: Enjoy a holiday with unlimited tech gadgets

Option 2: Spend the day outdoors in nature

Would You Rather: Dress up as a holiday character for a party?

Option 1: Create a unique holiday-themed costume

Option 2: Wear matching holiday pajamas with friends

Would You Rather: Have a holiday feast with no dessert?

Option 1: Enjoy a dessert buffet with no main course

Option 2: Share a potluck meal where everyone brings their favorite dish

Would You Rather: Spend the holidays with family?

Option 1: Celebrate with your closest friends

Option 2: Travel solo to a new destination

Would You Rather: Have a secret Santa gift exchange?

Option 1: Organize a white elephant gift swap

Option 2: Make handmade gifts for everyone in your group

See Also – Ultimate Guide to 150 Hilarious Christmas Party Would You Rather Questions

Holiday Would You Rather Questions for Friends: Unique Scenarios to Spark Laughter

Holiday gatherings are the perfect backdrop for laughter and connection, and “Would You Rather” questions can elevate the fun! Imagine choosing between a snowball fight or decorating a tree with spaghetti—unique scenarios like these spark hilarious debates among friends. Dive into festive conversations and create unforgettable memories this season!

Holiday Would You Rather Questions for Friends: Unique Scenarios to Spark Laughter
Holiday Would You Rather Questions for Friends: Unique Scenarios to Spark Laughter

Would You Rather: Spend the entire holiday season stuck in a cabin with no Wi-Fi?

Option 1: Embrace the cozy vibes with board games and hot cocoa.

Option 2: Go crazy missing out on social media and streaming.

Would You Rather: Receive a gift that you absolutely hate?

Option 1: Smile and pretend to love it.

Option 2: Be honest and tell the giver how you feel.

Would You Rather: Have to sing holiday carols in public for an hour?

Option 1: Choose your favorite festive tunes.

Option 2: Perform original songs that nobody knows.

Would You Rather: Get a surprise visit from a distant relative every holiday?

Option 1: Enjoy the unexpected company.

Option 2: Wish for a quiet holiday instead.

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

Option 1: Try to make it gourmet with toppings.

Option 2: Refuse to eat it and go hungry.

Would You Rather: Spend the holidays in a winter wonderland?

Option 1: Build snowmen and have snowball fights.

Option 2: Relax by a warm fireplace with hot drinks.

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

Option 1: Embrace the fun and add accessories.

Option 2: Try to make it stylish against all odds.

Would You Rather: Be in charge of planning the holiday party?

Option 1: Go all out with decorations and activities.

Option 2: Keep it simple and low-key.

Would You Rather: Get stuck in a holiday movie marathon?

Option 1: Watch cheesy classics all day.

Option 2: Dive into a mix of holiday horror films.

Would You Rather: Have a holiday-themed pet for a month?

Option 1: Adopt a reindeer for fun.

Option 2: Care for a festive elf cat.

Would You Rather: Only be able to give handmade gifts this year?

Option 1: Get creative and craft unique presents.

Option 2: Feel stressed about your DIY skills.

Would You Rather: Experience a holiday tradition from another culture?

Option 1: Dive into unique foods and customs.

Option 2: Stick to your familiar holiday routines.

Would You Rather: Have to spend the day volunteering on a holiday?

Option 1: Spread joy to those in need.

Option 2: Miss out on holiday festivities with friends.

Would You Rather: Have the ability to teleport to any holiday destination?

Option 1: Visit a tropical beach for the holidays.

Option 2: Explore a snowy mountain retreat.

Would You Rather: Lose your voice during a holiday karaoke night?

Option 1: Enjoy the show and cheer on your friends.

Option 2: Attempt to communicate in funny gestures.

See Also – Engaging Holiday Would You Rather Questions for Office Parties

Holiday Would You Rather Questions for Friends: Seasonal Challenges to Test Your Bonds

Gather your friends for a festive twist on bonding with holiday “Would You Rather” questions! These seasonal challenges spark laughter and insight, as you navigate choices like “Would you rather build a snowman or bake cookies?” Dive into fun scenarios that reveal preferences and strengthen connections while creating unforgettable holiday…

Holiday Would You Rather Questions for Friends: Seasonal Challenges to Test Your Bonds
Holiday Would You Rather Questions for Friends: Seasonal Challenges to Test Your Bonds

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

Option 1: Enjoy snowy activities like skiing and hot cocoa by the fire.

Option 2: Relax on a beach with sand between your toes and a warm breeze.

Would You Rather: Exchange gifts that you personally made?

Option 1: Create a heartfelt DIY gift for your friend.

Option 2: Buy a thoughtful gift that you know they’ll love.

Would You Rather: Attend a holiday party dressed as Santa?

Option 1: Wear an outrageous holiday sweater instead.

Option 2: Go in formal attire to impress everyone.

Would You Rather: Spend New Year’s Eve at a wild party?

Option 1: Celebrate with a quiet night in playing board games.

Option 2: Go to a local fireworks show with friends.

Would You Rather: Have a holiday dinner with your favorite fictional characters?

Option 1: Dine with characters from a classic novel.

Option 2: Feast with superheroes from your favorite comic.

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

Option 1: Solve puzzles with friends to escape in time.

Option 2: Relax and enjoy a holiday movie marathon instead.

Would You Rather: Volunteer at a local shelter during the holidays?

Option 1: Donate your time to help those in need.

Option 2: Spend the time shopping for gifts for loved ones.

Would You Rather: Experience a white Christmas every year?

Option 1: Have a warm, sunny holiday season instead.

Option 2: Enjoy a mix of both snowy and sunny holidays.

Would You Rather: Sing holiday carols in public?

Option 1: Join a festive flash mob choir.

Option 2: Share a private karaoke session with friends.

Would You Rather: Create a holiday tradition that lasts a lifetime?

Option 1: Start a themed potluck every year.

Option 2: Go on a yearly holiday trip with friends.

Would You Rather: Get snowed in during the holidays?

Option 1: Have a cozy indoor celebration with friends.

Option 2: Be stuck somewhere tropical but without any holiday spirit.

Would You Rather: Have unlimited holiday treats for a week?

Option 1: Indulge in sweet desserts every day.

Option 2: Enjoy savory snacks and meals instead.

Would You Rather: Decorate a giant holiday tree together?

Option 1: Create a unique, themed tree with your friends.

Option 2: Go minimalistic with just a few ornaments.

Would You Rather: Host a holiday game night?

Option 1: Play classic board games with friends.

Option 2: Compete in holiday-themed trivia contests.

Would You Rather: Receive a gift that’s meaningful but not expensive?

Option 1: Get an extravagant gift that doesn’t resonate.

Option 2: Experience the joy of a handmade gift from a friend.

See Also – Top 150 Fun and Silly Holiday Would You Rather Questions for Your Celebrations

Holiday Would You Rather Questions for Friends: Thought-Provoking Dilemmas for Deeper Conversations

Holiday gatherings are the perfect backdrop for sparking deeper conversations with friends. Dive into thought-provoking “Would You Rather” questions that challenge perspectives and ignite laughter. These dilemmas can range from silly to profound, encouraging everyone to share their unique insights and bond over shared experiences. Make your holiday memorable with…

Holiday Would You Rather Questions for Friends: Thought-Provoking Dilemmas for Deeper Conversations
Holiday Would You Rather Questions for Friends: Thought-Provoking Dilemmas for Deeper Conversations

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

Option 1: Enjoying the snow and warmth of a fireplace

Option 2: Relaxing on a beach with sunshine and waves

Would You Rather: Have to sing all holiday songs instead of speaking for a day?

Option 1: Embrace the joy and cheer of the season

Option 2: Communicate through dance moves instead

Would You Rather: Receive one amazing gift this holiday season?

Option 1: A high-tech gadget you’ve always wanted

Option 2: A heartfelt handwritten letter from a friend

Would You Rather: Host a big holiday party with all your friends?

Option 1: Prepare all the food and decorations yourself

Option 2: Have everyone bring a dish and help decorate

Would You Rather: Spend a holiday volunteering for those in need?

Option 1: In a soup kitchen serving meals

Option 2: At an animal shelter caring for pets

Would You Rather: Have to wear a holiday sweater every day for a week?

Option 1: With reindeer and snowflakes

Option 2: With a giant Santa Claus face

Would You Rather: Celebrate the holidays in a different country each year?

Option 1: Exploring local traditions and customs

Option 2: Staying in your home country but trying new traditions

Would You Rather: Only be able to watch holiday movies or listen to holiday music?

Option 1: Enjoying classics like “Home Alone” and “Elf”

Option 2: Jamming to festive tunes like “Jingle Bells” and “Silent Night”

Would You Rather: Have a holiday feast with your favorite foods?

Option 1: A dessert table overflowing with sweets

Option 2: A savory spread of all your favorite dishes

Would You Rather: Get snowed in during the holidays?

Option 1: With your favorite people and plenty of games

Option 2: With just your pet and a stack of books

Would You Rather: Exchange gifts with a secret Santa?

Option 1: Choose the most thoughtful gift for your friend

Option 2: Receive a surprise gift from someone you barely know

Would You Rather: Attend a holiday parade with floats and performances?

Option 1: Taking part in the parade as a performer

Option 2: Watching from the sidelines with hot cocoa

Would You Rather: Create a new holiday tradition with friends?

Option 1: A yearly themed costume party

Option 2: A holiday movie marathon night

Would You Rather: Have your home decorated like a holiday wonderland?

Option 1: Full of lights, ornaments, and festive cheer

Option 2: Minimalist with subtle touches of holiday spirit

Would You Rather: Spend the holidays with family or with friends?

Option 1: Enjoying the warmth and chaos of family gatherings

Option 2: Embracing the fun and laughter with friends

See Also – Engaging Holiday Icebreaker Questions to Spark Joyful Conversations

Holiday Would You Rather Questions for Friends: Memorable Moments to Capture on Camera

Holiday gatherings are the perfect backdrop for laughter and memories, especially with ‘Would You Rather’ questions! These fun prompts spark hilarious debates and unexpected revelations among friends. Imagine capturing those candid moments on camera—joyful expressions, animated gestures, and shared giggles. It’s a festive way to bond and create unforgettable memories!

Holiday Would You Rather Questions for Friends: Memorable Moments to Capture on Camera
Holiday Would You Rather Questions for Friends: Memorable Moments to Capture on Camera

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

Option 1: Enjoy a winter wonderland with snowball fights and hot cocoa.

Option 2: Hike through scenic trails with breathtaking views and fresh air.

Would You Rather: Go on a tropical beach vacation for the holidays?

Option 1: Relax on the sand with a drink in hand.

Option 2: Try out exciting water sports like snorkeling and surfing.

Would You Rather: Experience a traditional holiday market in a foreign country?

Option 1: Sample delicious local foods and drinks.

Option 2: Shop for unique handmade gifts and souvenirs.

Would You Rather: Host a big holiday party at your place?

Option 1: Create a fancy dinner with all your friends.

Option 2: Have a fun potluck with everyone bringing their favorite dish.

Would You Rather: Go ice skating outdoors during the holidays?

Option 1: Glide under twinkling lights with festive music playing.

Option 2: Attend a lively ice skating show with professional skaters.

Would You Rather: Take a holiday road trip with friends?

Option 1: Visit multiple cities and attractions along the way.

Option 2: Enjoy spontaneous detours and roadside attractions.

Would You Rather: Attend a festive holiday concert or show?

Option 1: Sing along to classic holiday songs.

Option 2: Enjoy a seasonal play or musical performance.

Would You Rather: Spend a holiday volunteering for a local charity?

Option 1: Serve meals to those in need.

Option 2: Organize a toy drive for children.

Would You Rather: Have a holiday movie marathon with friends?

Option 1: Watch classic holiday films with all the nostalgia.

Option 2: Discover new holiday-themed movies you’ve never seen.

Would You Rather: Decorate cookies for the holidays with friends?

Option 1: Create fun and festive designs together.

Option 2: Have a cookie decorating competition.

Would You Rather: Go on a holiday-themed escape room adventure?

Option 1: Solve puzzles with a festive twist.

Option 2: Race against the clock with holiday decorations.

Would You Rather: Enjoy a holiday-themed dinner at a fancy restaurant?

Option 1: Indulge in a multi-course meal with seasonal flavors.

Option 2: Experience a themed dining experience with entertainment.

Would You Rather: Send out personalized holiday cards to friends?

Option 1: Create your own designs and add a personal touch.

Option 2: Choose a fun group photo from your adventures.

Would You Rather: Spend the holidays at a theme park?

Option 1: Enjoy festive rides and shows with holiday themes.

Option 2: Explore holiday festivities, parades, and character meet-and-greets.

Would You Rather: Capture a memorable holiday photo with friends?

Option 1: Dress up in matching holiday outfits.

Option 2: Choose a fun and quirky theme for the photo.

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

Holiday Would You Rather Questions for Friends: Customizable Options for Every Holiday Celebration

Holiday “Would You Rather” questions add a fun twist to any celebration! Tailor them for every occasion—whether it’s Halloween, Thanksgiving, or Christmas. Encourage laughter and conversation by mixing silly scenarios with heartfelt choices. Creating customizable options not only sparks joy but also strengthens bonds, making your gatherings unforgettable adventures filled…

Holiday Would You Rather Questions for Friends: Customizable Options for Every Holiday Celebration
Holiday Would You Rather Questions for Friends: Customizable Options for Every Holiday Celebration

Would You Rather: Spend the holidays in a snowy cabin in the mountains?

Option 1: Cozying up by the fire with hot cocoa.

Option 2: Going skiing or snowboarding every day.

Would You Rather: Celebrate New Year’s Eve at a big city party?

Option 1: With fireworks and live music.

Option 2: In a quiet, intimate gathering with close friends.

Would You Rather: Have a holiday feast with all your favorite foods?

Option 1: But absolutely no dessert.

Option 2: With the best desserts but only bland entrees.

Would You Rather: Receive an amazing gift you don’t need?

Option 1: Or a thoughtful gift that you really want?

Option 2: Or a gift card for your favorite store?

Would You Rather: Go on a holiday vacation to a tropical beach?

Option 1: Or explore a historic city filled with culture?

Option 2: Or attend a holiday festival in your hometown?

Would You Rather: Get to choose the holiday movie marathon?

Option 1: But everyone else hates your choices.

Option 2: Or watch a movie marathon chosen by your friends?

Would You Rather: Spend the holiday alone in luxury?

Option 1: Or with a big family gathering that’s a bit chaotic?

Option 2: Or volunteering to help those in need?

Would You Rather: Only be able to listen to holiday music for a month?

Option 1: Or only watch holiday movies for the same time?

Option 2: Or enjoy your usual music and movies with no holiday theme?

Would You Rather: Dress up in a festive holiday outfit?

Option 1: Or wear cozy pajamas all day long?

Option 2: Or have to wear an ugly holiday sweater for the entire season?

Would You Rather: Experience a holiday in a different country?

Option 1: Or host a holiday celebration for your friends at home?

Option 2: Or recreate a holiday tradition from your childhood?

Would You Rather: Have to choose between giving gifts or receiving gifts?

Option 1: For the rest of your life.

Option 2: Only during the holidays.

Would You Rather: Bake holiday cookies from scratch with friends?

Option 1: Or try out a new holiday recipe for a special dish?

Option 2: Or have a professional chef prepare a holiday meal for you?

Would You Rather: Go ice skating in a beautiful outdoor rink?

Option 1: Or attend a cozy holiday market with friends?

Option 2: Or take a scenic winter hike followed by hot cider?

Would You Rather: Have a holiday card photo with silly props?

Option 1: Or a perfectly posed, serious family photo?

Option 2: Or a candid shot capturing a genuine moment?

Would You Rather: Have a holiday that lasts an entire month?

Option 1: But with no days off from work.

Option 2: Or a short week of festivities with lots of free time?

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