150 Best Holiday Gathering Would You Rather Questions to Spark Fun and Laughter
The holiday season is a time for joy, laughter, and connection, but sometimes the conversation can hit a lull. That’s where “would you rather” questions come in, sparking delightful debates and hearty laughter among family and friends.
Imagine discussing everything from quirky traditions to festive food choices, all while deepening bonds with loved ones. These engaging inquiries not only lighten the mood but also create unforgettable memories, making your holiday gathering truly special.
Best Holiday Gathering Would You Rather Questions to Spark Fun and Laughter
Would You Rather: Have to listen to the same holiday song on repeat for 24 hours straight
Option 1: Jingle Bells
Option 2: Last Christmas
Would You Rather: Spend the holidays with your most chaotic relative
Option 1: Your loud, opinionated aunt
Option 2: Your overly dramatic cousin
Would You Rather: Only be able to eat fruitcake during the holiday gathering
Option 1: For every meal
Option 2: For dessert only
Would You Rather: Have to wear a silly holiday sweater every day for a week
Option 1: An ugly Christmas sweater
Option 2: A sweater covered in holiday puns
Would You Rather: Forget your holiday shopping list
Option 1: And have to wing it at the store
Option 2: Or find out all the items are sold out
Would You Rather: Spend the holiday gathering in a freezing cabin
Option 1: With no heat, only blankets and hot cocoa
Option 2: At a tropical beach with no holiday vibe
Would You Rather: Have to give a toast at the gathering
Option 1: That everyone has to listen to
Option 2: That no one wants to hear
Would You Rather: Experience a holiday movie marathon that never ends
Option 1: With all the classics
Option 2: With only terrible holiday films
Would You Rather: Swap your holiday gift with someone mid-exchange
Option 1: With someone who got a worse gift
Option 2: With someone who got a better gift
Would You Rather: Watch your favorite holiday movie for the first time again
Option 1: With your friends
Option 2: With your family
Would You Rather: Have to sing a holiday carol in front of everyone
Option 1: Solo
Option 2: In a group
Would You Rather: Bring a dish to the gathering that everyone loves
Option 1: But you hate
Option 2: That no one appreciates
Would You Rather: Have a holiday gathering with no dessert
Option 1: But unlimited savory snacks
Option 2: But with a cake that’s also a disaster
Would You Rather: Give a gift that you personally love
Option 1: But everyone else thinks is dumb
Option 2: That everyone else loves but you can’t stand
Would You Rather: Have to wear a holiday costume that’s uncomfortable
Option 1: For an entire day
Option 2: Just for the photo op
See Also – Top 150 Hilarious Holiday Would You Rather Questions for Festive Fun
Holiday Gathering Would You Rather Questions for Icebreaker Fun
Holiday gatherings are the perfect time to spark laughter and connection with “Would You Rather” questions. These fun icebreakers can help break the ice and get everyone talking. Imagine choosing between sipping eggnog or hot cocoa, or unwrapping gifts early versus saving them for last. It’s a delightful way to…
Would You Rather: Spend the holidays in a cozy cabin in the mountains?
Option 1: Enjoy a snowy retreat with hot cocoa by the fire.
Option 2: Experience a warm beach getaway with sun and sand.
Would You Rather: Host a large holiday gathering with all your friends and family?
Option 1: Prepare a festive feast and enjoy everyone’s company.
Option 2: Have a small, intimate dinner with just your closest loved ones.
Would You Rather: Receive a gift that’s thoughtful but not something you need?
Option 1: A personalized item that shows you were on their mind.
Option 2: A practical gift that you can use every day.
Would You Rather: Go caroling door-to-door in your neighborhood?
Option 1: Spread holiday cheer with your singing.
Option 2: Stay inside and enjoy hot drinks while listening to holiday music.
Would You Rather: Have to wear a silly holiday sweater to every family event?
Option 1: Embrace the festive fashion and have fun with it.
Option 2: Go for a classic and elegant outfit that’s less eye-catching.
Would You Rather: Play board games with family for hours?
Option 1: Engage in friendly competition and laughter.
Option 2: Watch holiday movies and enjoy classic film traditions.
Would You Rather: Make homemade holiday cookies from scratch?
Option 1: Experiment with unique recipes and decorations.
Option 2: Buy your favorite cookies from the local bakery.
Would You Rather: Travel to a different country for the holidays?
Option 1: Experience new traditions and cultures.
Option 2: Stay home and celebrate with familiar customs.
Would You Rather: Sing your favorite holiday songs in a karaoke contest?
Option 1: Belt out classics with enthusiasm.
Option 2: Cheer on others while enjoying the performances.
Would You Rather: Participate in a secret Santa gift exchange?
Option 1: Surprise someone with a thoughtful gift.
Option 2: Receive a mystery gift from a friend.
Would You Rather: Decorate your home with extravagant holiday lights?
Option 1: Go all out with a dazzling display.
Option 2: Keep it simple with a few tasteful decorations.
Would You Rather: Write heartfelt holiday cards to friends and family?
Option 1: Share personal messages that warm their hearts.
Option 2: Send out generic cards for convenience.
Would You Rather: Volunteer your time at a local charity during the holidays?
Option 1: Spread joy and help those in need.
Option 2: Focus on your own celebrations and traditions.
Would You Rather: Attend a holiday party with a theme?
Option 1: Dress up according to the theme and enjoy the fun.
Option 2: Go to a traditional party with no specific theme.
Would You Rather: Create new holiday traditions with your family?
Option 1: Establish unique rituals that everyone looks forward to.
Option 2: Stick to the beloved traditions that have been passed down.
See Also – Engaging New Year’s Eve Would You Rather Questions for Fun Conversations
Creative Holiday Gathering Would You Rather Questions for All Ages
Looking to spark lively conversations at your holiday gathering? Try “Would You Rather” questions tailored for all ages! These creative prompts invite everyone—from kids to grandparents—to share their quirky preferences and hilarious choices. It’s a fun way to break the ice, foster connections, and create unforgettable memories together this season!
Would You Rather: Spend the holidays in a snowy cabin in the mountains?
Option 1: Enjoy cozy nights by the fireplace with hot cocoa.
Option 2: Go sledding and skiing during the day.
Would You Rather: Have a holiday dinner with your favorite fictional characters?
Option 1: Dine with superheroes like Spider-Man and Wonder Woman.
Option 2: Feast with classic literary figures like Sherlock Holmes and Elizabeth Bennet.
Would You Rather: Receive a gift that is practical but boring?
Option 1: Get a new set of kitchen appliances.
Option 2: Receive a fancy pair of socks.
Would You Rather: Have to sing every holiday song at the gathering?
Option 1: Perform a solo rendition of “Jingle Bells.”
Option 2: Lead a group sing-along of “Rudolph the Red-Nosed Reindeer.”
Would You Rather: Celebrate the holidays in a tropical paradise?
Option 1: Enjoy a beach bonfire and holiday barbecue.
Option 2: Go snorkeling and explore underwater reefs.
Would You Rather: Create a new holiday tradition for your family?
Option 1: Start an annual holiday movie marathon.
Option 2: Organize a charity drive to help those in need.
Would You Rather: Give away a heartfelt homemade gift?
Option 1: Create a scrapbook filled with memories.
Option 2: Bake a batch of cookies decorated with love.
Would You Rather: Spend the day volunteering at a local shelter?
Option 1: Serve meals to those in need.
Option 2: Wrap gifts for children in the community.
Would You Rather: Host a holiday gathering with a theme?
Option 1: Have a cozy pajama party with festive treats.
Option 2: Throw a glamorous masquerade ball.
Would You Rather: Decorate your house with only one color scheme?
Option 1: Go all out with classic red and green.
Option 2: Opt for elegant gold and silver accents.
Would You Rather: Attend a holiday parade in person?
Option 1: Watch dazzling floats and performances.
Option 2: Join in the festivities by walking in the parade.
Would You Rather: Have to eat fruitcake at every holiday meal?
Option 1: Try a different fruitcake recipe each time.
Option 2: Pair it with a new flavor of ice cream.
Would You Rather: Get stuck in a snowstorm during the holidays?
Option 1: Enjoy a cozy day indoors with loved ones.
Option 2: Use the time to build an epic snow fort outside.
Would You Rather: Have a snowball fight with your friends?
Option 1: Compete in teams for ultimate victory.
Option 2: Go for a friendly one-on-one showdown.
Would You Rather: Experience the holiday season as a kid again?
Option 1: Relive the excitement of waiting for Santa.
Option 2: Enjoy the thrill of unwrapping gifts on Christmas morning.
See Also – Top 150 Family-Friendly Would You Rather Questions for Fun Holiday Bonding
Festive Holiday Gathering Would You Rather Questions to Spark Laughter
Gathering with loved ones during the holidays is a perfect opportunity to spark joy and laughter! Incorporating ‘Would You Rather’ questions can ignite playful debates and hilarious memories. Imagine choosing between a snowball fight or a gingerbread house competition! These questions not only entertain but also strengthen bonds, making your…
Would You Rather: Spend the entire holiday season wearing a Santa suit?
Option 1: Yes, bring on the festive fashion!
Option 2: No, I prefer my cozy pajamas.
Would You Rather: Have to sing a holiday carol at every family gathering?
Option 1: Absolutely, I’m ready for the spotlight!
Option 2: No way, I’ll stick to background cheerleading.
Would You Rather: Only eat fruitcake for the entire holiday?
Option 1: Bring on the fruitcake, it’s a holiday classic!
Option 2: No thank you, I’ll pass on the dense dessert.
Would You Rather: Give a gift to everyone at the gathering?
Option 1: Yes, spreading joy is my favorite!
Option 2: No, I’d rather just bring one great gift.
Would You Rather: Have to decorate the entire house with tinsel?
Option 1: Yes, I love the sparkle and shine!
Option 2: No, I prefer a minimalist holiday look.
Would You Rather: Host the holiday dinner for your entire family?
Option 1: Yes, I love being the center of attention!
Option 2: No, I’d rather be a guest and relax.
Would You Rather: Spend the holidays in a snowy cabin?
Option 1: Yes, cozy fires and hot cocoa!
Option 2: No, I’d rather enjoy a warm beach getaway.
Would You Rather: Get stuck in an elevator with holiday music on repeat?
Option 1: Yes, I’ll belt out the tunes!
Option 2: No, I would find that torture.
Would You Rather: Have a pet reindeer for the holidays?
Option 1: Yes, that would be magical!
Option 2: No, I’d rather stick with my dog.
Would You Rather: Only receive socks as holiday gifts?
Option 1: Yes, I can never have enough socks!
Option 2: No, I want something more exciting.
Would You Rather: Attend a holiday party with an embarrassing theme?
Option 1: Yes, I love a good laugh!
Option 2: No, I’d rather skip the awkwardness.
Would You Rather: Watch holiday movies all day long?
Option 1: Yes, I’m in for a movie marathon!
Option 2: No, I prefer to do something more active.
Would You Rather: Make gingerbread houses with your family?
Option 1: Yes, let’s get crafty and creative!
Option 2: No, I’ll leave the baking to the pros.
Would You Rather: Be the one to bring dessert to the gathering?
Option 1: Yes, I love baking and sharing!
Option 2: No, I’d rather bring drinks or snacks.
Would You Rather: Have to tell a holiday joke before every meal?
Option 1: Yes, I’m ready for some festive humor!
Option 2: No, I’d rather let the food speak for itself.
See Also – Engaging Thanksgiving Dinner Would You Rather Questions for a Memorable Celebration
Challenging Holiday Gathering Would You Rather Questions for the Bold
Looking to spice up your holiday gathering? Dive into “Challenging Holiday Gathering Would You Rather Questions for the Bold”! These thought-provoking prompts will ignite lively debates and laughter among family and friends. From choosing between awkward encounters to outrageous scenarios, these questions are perfect for breaking the ice and creating…
Would You Rather: Spend the holiday gathering with your least favorite relative for the whole day?
Option 1: Listen to their stories and nod along.
Option 2: Avoid them completely but miss out on other activities.
Would You Rather: Have to sing a holiday carol in front of everyone?
Option 1: Perform a solo rendition with no backing.
Option 2: Join a group performance where everyone else is out of tune.
Would You Rather: Play a board game with overly competitive family members?
Option 1: Endure their trash talk throughout the game.
Option 2: Be the referee and deal with their arguments.
Would You Rather: Eat a dish that you absolutely hate at the gathering?
Option 1: Smile and pretend to enjoy it.
Option 2: Take tiny bites and make excuses to avoid finishing it.
Would You Rather: Be stuck in a long, boring conversation with a distant cousin?
Option 1: Politely listen and nod for an hour.
Option 2: Try to change the subject and risk awkwardness.
Would You Rather: Dress up in a ridiculous holiday sweater that everyone laughs at?
Option 1: Embrace the attention and wear it proudly.
Option 2: Hide in a corner, hoping no one notices you.
Would You Rather: Have to host the holiday gathering next year?
Option 1: Prepare everything yourself from scratch.
Option 2: Delegate tasks to family, but risk them not doing it right.
Would You Rather: Listen to holiday music on repeat for hours?
Option 1: Sing along loudly, even if you can’t carry a tune.
Option 2: Sit in silence while everyone else enjoys the music.
Would You Rather: Be responsible for the holiday dessert that everyone loves?
Option 1: Experiment with a new recipe and risk it flopping.
Option 2: Buy a store-bought dessert and face judgment for it.
Would You Rather: Get stuck in the kitchen doing dishes while everyone else has fun?
Option 1: Turn up the music and make it a dance party.
Option 2: Grit your teeth and complain silently.
Would You Rather: Have to give a toast that everyone dreads?
Option 1: Make it heartfelt but awkwardly long.
Option 2: Keep it short but accidentally offend someone.
Would You Rather: Share a room with an overly chatty family member during the holidays?
Option 1: Engage in every conversation, no matter how trivial.
Option 2: Put on headphones and pretend to be asleep.
Would You Rather: Exchange gifts with someone who always gives you something you don’t like?
Option 1: Smile and accept it graciously.
Option 2: Re-gift it the following year.
Would You Rather: Attend a holiday gathering where the main topic is politics?
Option 1: Join the debate and risk family arguments.
Option 2: Stay silent and nod along, feeling uncomfortable.
Would You Rather: Have to wear a festive costume instead of regular holiday attire?
Option 1: Go all out and embrace the silliness.
Option 2: Wear it but constantly feel embarrassed.
See Also – 150 Engaging Would You Rather Questions for Holiday Fun
Sentimental Holiday Gathering Would You Rather Questions to Share Memories
During holiday gatherings, “Would You Rather” questions can spark laughter and nostalgia, inviting family and friends to share cherished memories. Imagine choosing between reliving a favorite childhood holiday or experiencing a magical winter wonderland. These playful prompts not only ignite fun conversations but also deepen connections, creating lasting memories that…
Would You Rather: Share a heartfelt story about a past holiday that still brings you joy?
Option 1: Recall a funny mishap that happened during a holiday gathering.
Option 2: Talk about a meaningful gift you received during the holidays.
Would You Rather: Create a new holiday tradition that everyone loves?
Option 1: Revive an old family tradition that holds special memories.
Option 2: Start a holiday recipe swap with loved ones.
Would You Rather: Spend the holidays with family members you haven’t seen in years?
Option 1: Enjoy a cozy holiday with just your immediate family.
Option 2: Host a gathering with friends who feel like family.
Would You Rather: Make a scrapbook of holiday memories to share with everyone?
Option 1: Record a video message sharing your favorite holiday moments.
Option 2: Write a heartfelt letter to each person at the gathering.
Would You Rather: Cook a traditional family recipe that has been passed down?
Option 1: Try your hand at a new, trendy holiday dish.
Option 2: Bake cookies together with loved ones to share.
Would You Rather: Relive a holiday where everything went perfectly?
Option 1: Experience a holiday filled with unexpected surprises.
Option 2: Create a holiday gathering that focuses on giving back.
Would You Rather: Share a favorite holiday song that brings back memories?
Option 1: Play a game that involves guessing holiday movie quotes.
Option 2: Host a karaoke session with holiday classics.
Would You Rather: Exchange heartfelt gifts that have personal significance?
Option 1: Participate in a fun gift exchange with silly or quirky items.
Option 2: Create handmade gifts for everyone to show your love.
Would You Rather: Spend time reminiscing about holidays past with elder family members?
Option 1: Engage in fun holiday activities with younger family members.
Option 2: Listen to holiday stories from friends who have different traditions.
Would You Rather: Decorate the house together, reminiscing about past ornaments?
Option 1: Go all out with a themed decorating party.
Option 2: Create DIY decorations that reflect everyone’s personality.
Would You Rather: Have a holiday dinner filled with everyone’s favorite dishes?
Option 1: Host a potluck where everyone brings a dish from their culture.
Option 2: Try experimental, fusion dishes that combine various traditions.
Would You Rather: Send out personalized holiday cards sharing favorite memories?
Option 1: Create a digital slideshow of collective holiday moments.
Option 2: Write a group email sharing what each person means to you.
Would You Rather: Spend the holiday volunteering as a family?
Option 1: Host a holiday party for those in need.
Option 2: Organize a toy drive to spread cheer to less fortunate children.
Would You Rather: Make a toast to celebrate everyone’s accomplishments over the year?
Option 1: Share a hopeful wish for the year ahead with everyone.
Option 2: Reflect on challenges faced and how you overcame them together.
Would You Rather: Capture candid photos throughout the holiday gathering?
Option 1: Hire a photographer to take professional family portraits.
Option 2: Set up a photo booth with props for everyone to enjoy.
See Also – Discover 150 Unique Holiday Would You Rather Questions for Engaging Conversations
Lighthearted Holiday Gathering Would You Rather Questions for Family Bonding
Lighthearted holiday gathering “Would You Rather” questions can spark laughter and deepen family bonds. Imagine debating whether to eat only fruitcake or gingerbread for a week! These playful prompts encourage storytelling and reveal quirky personalities, making your festive gatherings even more memorable. Embrace the fun and create lasting holiday memories…
Would You Rather: Spend the entire holiday gathering wearing a silly holiday sweater?
Option 1: A bright red sweater with reindeer on it
Option 2: A green sweater covered in snowflakes
Would You Rather: Have to sing your favorite holiday song in front of everyone?
Option 1: Belt it out like a superstar
Option 2: Sing it softly with everyone joining in
Would You Rather: Eat only your least favorite holiday dish for the whole gathering?
Option 1: A fruitcake that you can’t stand
Option 2: A dish of boiled Brussels sprouts
Would You Rather: Receive the most ridiculous holiday gift ever?
Option 1: A giant inflatable Santa
Option 2: A singing fish mounted on a plaque
Would You Rather: Have to play a holiday-themed game for the entire evening?
Option 1: Charades with holiday movies
Option 2: Pictionary with holiday songs
Would You Rather: Spend the day with relatives you rarely see?
Option 1: Catching up over coffee
Option 2: Playing board games with them
Would You Rather: Help prepare the holiday meal?
Option 1: Chopping vegetables for hours
Option 2: Baking a dozen pies
Would You Rather: Spend the gathering telling embarrassing family stories?
Option 1: Share your own embarrassing moments
Option 2: Listen to others’ funny tales
Would You Rather: Have to wear holiday-themed face paint for the entire event?
Option 1: A snowman face
Option 2: A Christmas tree design
Would You Rather: Only be able to eat sweet treats at the gathering?
Option 1: Cookies, pies, and cakes
Option 2: Candy canes and hot chocolate
Would You Rather: Have a snowball fight during the gathering?
Option 1: In the backyard
Option 2: Indoors with soft snowballs
Would You Rather: Listen to the same holiday song on repeat?
Option 1: “Jingle Bells”
Option 2: “All I Want for Christmas Is You”
Would You Rather: Have to wear a pair of reindeer antlers all day?
Option 1: Glittery antlers
Option 2: Simple brown antlers
Would You Rather: Tell a holiday joke that falls flat?
Option 1: A classic dad joke
Option 2: A pun that makes everyone groan
Would You Rather: Be the one to organize all the holiday decorations?
Option 1: Stringing lights outside
Option 2: Hanging ornaments on the tree
See Also – 150 Fun and Engaging Christmas Party Would You Rather Questions for Holiday Cheer
Food-Themed Holiday Gathering Would You Rather Questions to Tickle Taste Buds
Spice up your holiday gathering with food-themed “Would You Rather” questions! Imagine choosing between a lifetime supply of gourmet cheese or endless chocolate treats. These playful dilemmas not only spark laughter but also ignite delicious discussions, making your festive get-together memorable. Get ready to tickle those taste buds and share…
Would You Rather: Indulge in a towering slice of fruitcake?
Option 1: A rich, spiced fruitcake loaded with nuts and dried fruits.
Option 2: A light, fluffy cake topped with fresh seasonal fruits.
Would You Rather: Enjoy a holiday feast but skip dessert?
Option 1: A delicious turkey dinner with all the trimmings.
Option 2: A decadent dessert spread featuring pies and cakes.
Would You Rather: Have a never-ending supply of eggnog?
Option 1: Creamy, spiced eggnog served chilled.
Option 2: A non-alcoholic, festive eggnog with whipped cream.
Would You Rather: Only eat savory dishes for the holiday?
Option 1: A variety of roasted meats and hearty sides.
Option 2: A selection of gourmet cheeses and charcuterie.
Would You Rather: Taste a holiday dish from another culture?
Option 1: Traditional Italian panettone filled with candied fruits.
Option 2: Spicy Indian biryani with festive spices and saffron.
Would You Rather: Make a gingerbread house from scratch?
Option 1: Create an elaborate, decorated gingerbread mansion.
Option 2: Build a simple but charming gingerbread cottage.
Would You Rather: Have a holiday dinner with your favorite celebrity chef?
Option 1: Enjoy a meal prepared by a Michelin-starred chef.
Option 2: Dine with a beloved home-cooking personality.
Would You Rather: Experience a holiday without any leftovers?
Option 1: Enjoy a freshly prepared meal every time.
Option 2: Have a mountain of leftovers to enjoy later.
Would You Rather: Only eat candy canes for a week?
Option 1: Classic peppermint candy canes.
Option 2: Fruity rainbow candy canes.
Would You Rather: Attend a holiday gathering with a potluck theme?
Option 1: Bring your favorite dish to share.
Option 2: Try a variety of dishes from everyone else.
Would You Rather: Enjoy a cozy hot chocolate bar?
Option 1: Rich, gourmet hot chocolate with toppings.
Option 2: A variety of flavored hot chocolates to sample.
Would You Rather: Feast on a holiday brunch instead of dinner?
Option 1: Savory quiches and breakfast casseroles.
Option 2: Sweet pastries and fruit platters.
Would You Rather: Have to eat only one holiday dish for the rest of your life?
Option 1: Classic mashed potatoes with gravy.
Option 2: A perfectly roasted ham glazed with pineapple.
Would You Rather: Cook for a large family gathering?
Option 1: Prepare a traditional family recipe passed down through generations.
Option 2: Experiment with a new, trendy holiday dish.
Would You Rather: Spend the holiday cooking with family?
Option 1: Create cherished memories in the kitchen together.
Option 2: Enjoy a stress-free holiday where takeout is the norm.
See Also – Top 150 Engaging Holiday Would You Rather Questions for Friends
Outdoor Holiday Gathering Would You Rather Questions for Adventurous Spirits
Spice up your outdoor holiday gathering with exciting “Would You Rather” questions tailored for adventurous spirits! Imagine your guests contemplating choices like camping under the stars versus cozying up by a fire. These thought-provoking prompts not only spark laughter but also ignite engaging conversations, making your holiday celebration truly unforgettable.
Would You Rather: Spend the day hiking in a winter wonderland?
Option 1: Enjoy a cozy bonfire with holiday treats afterwards.
Option 2: Have a thrilling snowball fight with friends.
Would You Rather: Go ice skating on a scenic frozen lake?
Option 1: Take a sleigh ride through a snowy forest.
Option 2: Build a giant snowman with a creative twist.
Would You Rather: Experience a holiday zip-lining adventure?
Option 1: Try snowshoeing through untouched trails.
Option 2: Go for a thrilling toboggan run down a hill.
Would You Rather: Have a holiday picnic in a snowy park?
Option 1: Roast marshmallows over a portable fire.
Option 2: Sip hot cocoa while watching a snowman-building contest.
Would You Rather: Participate in a festive outdoor scavenger hunt?
Option 1: Join a group for outdoor caroling under the stars.
Option 2: Try your hand at outdoor holiday crafts with natural materials.
Would You Rather: Go for a breathtaking winter hike at sunrise?
Option 1: Have a stargazing night with holiday-themed snacks.
Option 2: Enjoy a scenic view while snowboarding down a slope.
Would You Rather: Spend the day volunteering at an outdoor holiday event?
Option 1: Attend a holiday-themed outdoor yoga session.
Option 2: Participate in a community tree-planting day.
Would You Rather: Take a scenic horseback ride through the snow?
Option 1: Join a group for winter birdwatching.
Option 2: Go ice fishing on a beautiful frozen lake.
Would You Rather: Have a snowball fight with your family?
Option 1: Build a snow fort and defend it together.
Option 2: Create an elaborate snow sculpture as a team.
Would You Rather: Enjoy a festive outdoor movie night under the stars?
Option 1: Attend a holiday-themed outdoor concert.
Option 2: Go on a nighttime winter walk to see holiday lights.
Would You Rather: Experience a thrilling winter obstacle course?
Option 1: Try out ice climbing with an experienced guide.
Option 2: Go for a guided snowmobile tour through the mountains.
Would You Rather: Participate in a holiday-themed outdoor cooking class?
Option 1: Join a workshop for making DIY holiday decorations.
Option 2: Take part in a community potluck with unique dishes.
Would You Rather: Go for a scenic drive to view holiday lights?
Option 1: Take a guided winter photography tour.
Option 2: Explore a nearby town known for its festive outdoor markets.
Would You Rather: Attend a holiday-themed outdoor festival?
Option 1: Go on a winter wildlife spotting adventure.
Option 2: Take part in a holiday-themed running event, like a fun run or marathon.
Would You Rather: Go on a winter camping trip with friends?
Option 1: Spend a night in a cozy cabin in the woods.
Option 2: Stay in a yurt and enjoy the unique winter experience.
See Also – Engaging Holiday Would You Rather Questions for Workplace Celebrations
Virtual Holiday Gathering Would You Rather Questions to Connect Remotely
Virtual holiday gatherings can feel distant, but “Would You Rather” questions can bridge that gap! These fun prompts spark laughter and conversation, helping friends and family connect remotely. From choosing between holiday treats to festive activities, these questions ignite creativity and reveal preferences, making your online celebration memorable and engaging.
Would You Rather: Have a holiday dinner with your friends over video chat or attend a virtual holiday party with strangers?
Option 1: Holiday dinner with friends
Option 2: Virtual party with strangers
Would You Rather: Play holiday-themed trivia with family over video call or watch a holiday movie together online?
Option 1: Holiday-themed trivia
Option 2: Watch a holiday movie
Would You Rather: Share your favorite holiday recipe during a virtual gathering or learn a new recipe from someone else?
Option 1: Share your favorite recipe
Option 2: Learn a new recipe
Would You Rather: Send out digital holiday cards to your friends or create a fun holiday video greeting to share?
Option 1: Digital holiday cards
Option 2: Fun video greeting
Would You Rather: Participate in a virtual ugly sweater contest or a holiday-themed karaoke session?
Option 1: Ugly sweater contest
Option 2: Holiday karaoke session
Would You Rather: Host a virtual gift exchange with a set budget or surprise everyone with a mystery gift?
Option 1: Virtual gift exchange with budget
Option 2: Mystery gift for everyone
Would You Rather: Decorate your home in a festive theme for a virtual gathering or dress up in a holiday costume?
Option 1: Festive home decor
Option 2: Holiday costume
Would You Rather: Have a virtual holiday toast with your loved ones or play a game together online?
Option 1: Virtual holiday toast
Option 2: Play a game together
Would You Rather: Share a funny holiday story from your past or listen to others share theirs?
Option 1: Share your funny story
Option 2: Listen to others’ stories
Would You Rather: Attend a virtual cooking class to make a holiday dish or a crafting session to create holiday decorations?
Option 1: Virtual cooking class
Option 2: Crafting session
Would You Rather: Celebrate the holidays with a themed virtual scavenger hunt or a trivia night about holiday traditions?
Option 1: Themed scavenger hunt
Option 2: Trivia night on traditions
Would You Rather: Share your holiday playlist with the group or discover new holiday music together?
Option 1: Share your playlist
Option 2: Discover new music
Would You Rather: Create holiday-themed memes to share during the gathering or tell funny holiday jokes?
Option 1: Create holiday memes
Option 2: Tell holiday jokes
Would You Rather: Make a holiday toast at the beginning or share resolutions for the upcoming year at the end of the gathering?
Option 1: Holiday toast at the beginning
Option 2: Share resolutions at the end
Would You Rather: Have a virtual cocktail-making session or a mocktail-making session for the holiday celebration?
Option 1: Cocktail-making session
Option 2: Mocktail-making session
