150 Best Holiday Party Would You Rather Questions to Spark Fun and Laughter

The holiday season is a time for joy, laughter, and unforgettable memories, making it the perfect backdrop for fun conversations. One exciting way to spark engagement at your festive gatherings is through “would you rather” questions tailored for holiday parties. These prompts not only lighten the mood but also encourage guests to share their thoughts and preferences in a playful manner.

Imagine your friends debating whether they’d rather sip eggnog or hot cocoa while exchanging hilarious anecdotes. These quirky dilemmas ignite laughter, foster camaraderie, and create lasting connections. Dive into a collection of holiday party “would you rather” questions that will keep the festivities alive and your guests entertained!

Best Holiday Party Would You Rather Questions to Spark Fun and Laughter

Would You Rather: Attend a holiday party where everyone is wearing outrageous holiday-themed outfits?

Option 1: Wear a full-body reindeer costume.

Option 2: Don a giant Christmas sweater with blinking lights.

Would You Rather: Have to sing karaoke at a holiday party in front of everyone?

Option 1: Sing a classic holiday song.

Option 2: Perform a popular pop song with holiday-themed lyrics.

Would You Rather: Be the host of a chaotic holiday party?

Option 1: Have to manage a surprise snowstorm that traps guests overnight.

Option 2: Deal with an unexpected power outage during dinner.

Would You Rather: Get stuck in an endless holiday-themed trivia game?

Option 1: Answer questions about holiday movies.

Option 2: Answer questions about holiday traditions from around the world.

Would You Rather: Experience a holiday party with unlimited food but no drinks?

Option 1: Feast on a buffet of gourmet holiday dishes.

Option 2: Indulge in a dessert bar overflowing with holiday treats.

Would You Rather: Receive a gift you absolutely dislike at a holiday party?

Option 1: Pretend to love it and smile as you accept it.

Option 2: Be honest about your feelings and risk hurting the giver’s feelings.

Would You Rather: Find yourself in a holiday party where all the guests are singing carols?

Option 1: Join the singing, even if you can’t carry a tune.

Option 2: Sit quietly and enjoy the music, feeling a bit awkward.

Would You Rather: Have to listen to the same holiday song on repeat throughout the party?

Option 1: “Jingle Bells” played non-stop.

Option 2: “Last Christmas” played over and over again.

Would You Rather: Participate in a white elephant gift exchange at a holiday party?

Option 1: Swap a silly gag gift.

Option 2: Exchange a heartfelt, thoughtful gift.

Would You Rather: Have to cook the entire holiday dinner for the party?

Option 1: Prepare a traditional turkey feast.

Option 2: Whip up an extravagant vegan holiday meal.

Would You Rather: Be a guest at a holiday party with a surprise celebrity appearance?

Option 1: Meet your favorite musician.

Option 2: Chat with a beloved movie star.

Would You Rather: Drink only eggnog for the entire holiday party?

Option 1: Have it spiked with rum.

Option 2: Enjoy it non-alcoholic with a dash of cinnamon.

Would You Rather: Have a magical snowstorm happening outside during the party?

Option 1: Watch the snow fall while staying cozy indoors.

Option 2: Venture out to enjoy a snowball fight with guests.

Would You Rather: Be the life of the party but have to tell corny holiday jokes?

Option 1: Share your best dad jokes with everyone.

Option 2: Come up with cheesy puns about holiday traditions.

Would You Rather: Participate in a secret Santa gift exchange where you receive an unusual gift?

Option 1: Get a quirky holiday decoration.

Option 2: Receive a bizarre holiday-themed book.

See Also – Engaging Family-Friendly Holiday Would You Rather Questions for Memorable Bonding

Holiday Party Would You Rather Questions for Icebreakers

Holiday party “Would You Rather” questions are a festive way to spark laughter and conversation among guests. These icebreakers encourage everyone to share their quirky preferences, from choosing between gingerbread cookies or peppermint bark to deciding whether to wear a Santa hat or reindeer antlers. Dive into the fun and…

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

Option 1: Snowboarding and sipping hot cocoa by the fire.

Option 2: Building snowmen and having snowball fights with friends.

Would You Rather: Have to wear a silly holiday sweater to every party?

Option 1: Rock an ugly Christmas sweater with pride.

Option 2: Dress as a festive character like Rudolph or a snowman.

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

Option 1: Enjoy a slice of fruitcake every day.

Option 2: Have to bake your own fruitcake from scratch.

Would You Rather: Receive a gift you absolutely hate?

Option 1: Smile and thank the giver genuinely.

Option 2: Politely decline the gift and ask for something else.

Would You Rather: Spend New Year’s Eve watching fireworks?

Option 1: Enjoy a spectacular fireworks show in the city.

Option 2: Have a quiet night stargazing with loved ones.

Would You Rather: Decorate a giant tree with tons of lights?

Option 1: Go all out with colorful, blinking lights.

Option 2: Use simple, elegant decorations for a classic look.

Would You Rather: Sing holiday carols at a local event?

Option 1: Belt out classic carols with friends.

Option 2: Play an instrument while others sing along.

Would You Rather: Attend a holiday party with amazing food but no music?

Option 1: Savor every bite of delicious dishes.

Option 2: Dance and mingle without any food options.

Would You Rather: Get a surprise holiday visit from an old friend?

Option 1: Share stories over a warm meal.

Option 2: Go on an impromptu adventure together.

Would You Rather: Host a holiday movie marathon?

Option 1: Watch classic holiday films all day.

Option 2: Explore new holiday-themed movies together.

Would You Rather: Have a holiday party with a themed costume?

Option 1: Dress up as your favorite holiday character.

Option 2: Go for a specific decade’s holiday fashion.

Would You Rather: Make homemade gifts for everyone?

Option 1: Craft personalized gifts with love.

Option 2: Bake delicious treats to share.

Would You Rather: Spend the holidays volunteering for a charity?

Option 1: Help serve meals to those in need.

Option 2: Organize a toy drive for children.

Would You Rather: Have snow on Christmas Day?

Option 1: Enjoy a white Christmas with snowflakes falling.

Option 2: Experience a warm, sunny holiday at the beach.

Would You Rather: Play holiday-themed games at a party?

Option 1: Join a fun game of holiday charades.

Option 2: Compete in a festive trivia challenge.

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

Creative Holiday Party Would You Rather Questions for Families

Get ready to spark laughter and creativity at your next holiday gathering! Creative “Would You Rather” questions can transform a simple party into a memorable experience for families. From whimsical choices about festive treats to silly scenarios involving holiday traditions, these questions ignite conversation and strengthen bonds, making your celebration…

Would You Rather: Have to sing all your holiday greetings?

Option 1: In a cheerful opera style

Option 2: Like a famous pop star

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

Option 1: With blinking lights

Option 2: Covered in glitter

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

Option 1: With no other desserts

Option 2: And have to bake it yourself

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

Option 1: With no internet access

Option 2: With a group of lively friends

Would You Rather: Decorate a tree using only edible ornaments?

Option 1: Candy canes and chocolates

Option 2: Fruit and popcorn garlands

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

Option 1: For a week

Option 2: For the entire month of December

Would You Rather: Give up all holiday cookies?

Option 1: For a year

Option 2: For the rest of your life

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

Option 1: In a fancy restaurant

Option 2: At home with a potluck style

Would You Rather: Only be able to listen to one holiday song?

Option 1: For the entire season

Option 2: On repeat for 24 hours

Would You Rather: Receive a gift that’s not on your wish list?

Option 1: But it’s handmade

Option 2: And it’s a total surprise

Would You Rather: Have to wear reindeer antlers all day?

Option 1: At work

Option 2: During all family gatherings

Would You Rather: Be the first to finish a holiday puzzle?

Option 1: But it’s missing pieces

Option 2: Or take the whole day to complete it

Would You Rather: Participate in a holiday-themed talent show?

Option 1: Performing a dance

Option 2: Showcasing a cooking skill

Would You Rather: Give a holiday speech that makes everyone laugh?

Option 1: Or one that makes everyone cry

Option 2: Or one that leaves them in awe

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

Option 1: In a winter wonderland

Option 2: In your backyard on a sunny day

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

Funny Holiday Party Would You Rather Questions to Lighten the Mood

Looking to spice up your holiday party? Try incorporating funny “Would You Rather” questions! These playful prompts can spark laughter and lively debates, breaking the ice and lightening the mood. From choosing between wearing a reindeer onesie or singing carols in public, these questions ensure everyone shares a joyful, memorable…

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

Option 1: Yes, and add a dance!

Option 2: No, I prefer a silent entrance.

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

Option 1: Yes, if it means I get dessert!

Option 2: No way, I’d starve!

Would You Rather: Spend a whole day wearing a Christmas sweater that’s two sizes too small?

Option 1: Absolutely, it’ll be a fashion statement!

Option 2: No, I’ll stick to my comfy clothes.

Would You Rather: Be stuck in a room full of people who constantly tell dad jokes?

Option 1: Sure, I love a good groan!

Option 2: No thanks, I’d rather not hear any!

Would You Rather: Have to decorate your house with only one color of Christmas lights?

Option 1: Yes, I’m all about that monochrome vibe!

Option 2: No, I need variety!

Would You Rather: Have a snowball fight with a group of penguins?

Option 1: Yes, that sounds adorable!

Option 2: No, I’m not ready for that level of cuteness!

Would You Rather: Only receive socks as gifts for the rest of your life?

Option 1: Yes, I’d love to collect funky socks!

Option 2: No, I need more variety in my gifts!

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

Option 1: Yes, I thrive on puns!

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

Would You Rather: Be the designated holiday cookie taster for your family?

Option 1: Absolutely, I’m up for the challenge!

Option 2: No, I’d rather bake them instead!

Would You Rather: Wear a reindeer costume to work for a week?

Option 1: Yes, it’ll be hilarious!

Option 2: No, I’d lose all my credibility!

Would You Rather: Only be able to watch holiday movies for the entire month of December?

Option 1: Yes, I could binge them all!

Option 2: No, I need variety in my entertainment!

Would You Rather: Have to wrap all your gifts in newspaper?

Option 1: Yes, it’s eco-friendly!

Option 2: No, that’s too plain for my taste!

Would You Rather: Have a pet snowman that you have to take care of?

Option 1: Yes, I’d love to build a snowman buddy!

Option 2: No, I could never keep him from melting!

Would You Rather: Only be able to use holiday-themed emojis for all your texts?

Option 1: Yes, that would be festive!

Option 2: No, I need my regular emojis!

Would You Rather: Have your holiday shopping done by someone else, but they can only choose gifts from a thrift store?

Option 1: Yes, I love unique finds!

Option 2: No, I’ll take my chances shopping myself!

See Also – Discover 150 Unique Holiday Would You Rather Questions for Engaging Conversations

Challenging Holiday Party Would You Rather Questions for Adults

Elevate your holiday party with challenging “Would You Rather” questions that spark laughter and lively debates among adults. From quirky dilemmas to thought-provoking scenarios, these prompts encourage guests to share their wildest preferences. Perfect for breaking the ice, they’ll ensure everyone leaves with unforgettable memories and maybe a few friendly…

Would You Rather: Spend the entire holiday party wearing an ugly sweater contest winner’s outfit?

Option 1: Wear a giant reindeer costume.

Option 2: Dress as a Christmas tree with ornaments.

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

Option 1: Perform a solo rendition of “Jingle Bells.”

Option 2: Lead a group sing-along of “Silent Night.”

Would You Rather: Only eat fruitcake for the duration of the party?

Option 1: Have a buffet of holiday cookies instead.

Option 2: Feast on a gourmet holiday dinner.

Would You Rather: Be the designated DJ for the party?

Option 1: Play only classic holiday songs.

Option 2: Mix in pop hits and holiday remixes.

Would You Rather: Receive a gift you absolutely hate?

Option 1: Get a pair of socks.

Option 2: Unwrap a tacky holiday ornament.

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

Option 1: Share a pun about snow.

Option 2: Tell a joke about Santa’s reindeer.

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

Option 1: Watch only Hallmark Christmas movies.

Option 2: Binge-watch classic holiday specials.

Would You Rather: Participate in a white elephant gift exchange?

Option 1: Bring the most ridiculous gift possible.

Option 2: Choose a serious and thoughtful gift.

Would You Rather: Be stuck at the party with that one overly chatty relative?

Option 1: Listen to their stories all night.

Option 2: Engage in endless small talk with them.

Would You Rather: Have to make holiday decorations out of recycled materials?

Option 1: Craft ornaments from old magazines.

Option 2: Create garlands from plastic bottles.

Would You Rather: Give up alcohol for the entire holiday season?

Option 1: Drink only sparkling water.

Option 2: Opt for festive mocktails instead.

Would You Rather: Receive a holiday card from every guest at the party?

Option 1: Get a personalized card from each person.

Option 2: Receive one big group card signed by everyone.

Would You Rather: Have to host the holiday party at your house?

Option 1: Plan everything from food to decorations.

Option 2: Delegate tasks to friends but still oversee it.

Would You Rather: Be responsible for the holiday playlist?

Option 1: Curate a mix of festive classics and modern songs.

Option 2: Only include songs from your childhood.

Would You Rather: Spend the party playing board games?

Option 1: Engage in competitive games with prizes.

Option 2: Enjoy casual games while snacking.

See Also – Ultimate Collection of 150 Christmas Party Would You Rather Questions for Festive Fun

Festive Holiday Party Would You Rather Questions for Kids

Get ready to spark laughter and creativity at your festive holiday party with “Would You Rather” questions for kids! These fun prompts encourage imagination as little ones choose between silly scenarios, like “Would you rather decorate a tree with candy or lights?” Perfect for breaking the ice and spreading holiday…

Would You Rather: Spend a day with Santa Claus at the North Pole?

Option 1: Help Santa make toys in his workshop.

Option 2: Ride on his magical sleigh with the reindeer.

Would You Rather: Decorate a Christmas tree with only candy canes?

Option 1: Use colorful lights and ornaments.

Option 2: Have it covered in glitter and snowflakes.

Would You Rather: Drink hot chocolate that never gets cold?

Option 1: Have unlimited cookies for dessert.

Option 2: Eat endless marshmallows all day.

Would You Rather: Sing holiday carols in front of a big crowd?

Option 1: Perform a funny holiday skit.

Option 2: Tell your favorite holiday story.

Would You Rather: Receive a gift you really wanted but it’s the wrong color?

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

Option 2: Choose a gift that you already have.

Would You Rather: Create a new holiday tradition with your family?

Option 1: Spend every holiday at a different theme park.

Option 2: Have a special holiday movie marathon each year.

Would You Rather: Have snow on Christmas every year?

Option 1: Celebrate Christmas on a sunny beach every year.

Option 2: Experience a white Thanksgiving instead.

Would You Rather: Make a gingerbread house that’s too big to eat?

Option 1: Bake a dozen different types of cookies.

Option 2: Create a giant holiday card for everyone to sign.

Would You Rather: Get to stay up late on Christmas Eve?

Option 1: Wake up early on Christmas morning.

Option 2: Sleep in and miss all the holiday excitement.

Would You Rather: Be one of Santa’s elves for a day?

Option 1: Be a snowman that comes to life.

Option 2: Be a reindeer flying through the night sky.

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

Option 1: Build the biggest snowman ever.

Option 2: Go ice skating on a frozen lake.

Would You Rather: Write a letter to Santa asking for anything?

Option 1: Make a holiday wish list for yourself.

Option 2: Create a wish list for someone else.

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

Option 1: Own a talking snowman that tells jokes.

Option 2: Keep a magical Christmas tree that glows.

Would You Rather: Attend a holiday party full of games?

Option 1: Join a festive dance-off with your friends.

Option 2: Participate in a holiday-themed scavenger hunt.

Would You Rather: Receive a gift that makes you laugh?

Option 1: Get a gift that makes you think.

Option 2: Have a gift that you can share with others.

See Also – Engaging Holiday Would You Rather Questions to Enjoy with Friends

Romantic Holiday Party Would You Rather Questions for Couples

Spice up your holiday party with fun “Would You Rather” questions designed for couples! These romantic prompts encourage laughter and connection, igniting playful debates between partners. From choosing between cozy nights in or adventurous outings to sweet treats or savory delights, these questions will deepen bonds and create unforgettable memories…

Would You Rather: Spend a cozy evening by the fire with hot cocoa?

Option 1: Snuggle under a blanket while watching classic holiday movies.

Option 2: Share a passionate kiss under the mistletoe.

Would You Rather: Go ice skating hand in hand?

Option 1: Enjoy a romantic snowball fight afterward.

Option 2: Warm up with a candlelit dinner at a fancy restaurant.

Would You Rather: Create a holiday playlist together?

Option 1: Dance in the living room to your favorite songs.

Option 2: Sing karaoke with holiday classics.

Would You Rather: Decorate your home with each other’s favorite holiday ornaments?

Option 1: Make DIY decorations together.

Option 2: Go shopping for the perfect decorations together.

Would You Rather: Spend a weekend at a charming winter cabin?

Option 1: Enjoy a spa day with massages and relaxation.

Option 2: Go on a scenic hike through the snowy woods.

Would You Rather: Write heartfelt holiday cards for each other?

Option 1: Exchange them over a candlelit dinner.

Option 2: Hide them around the house for a fun surprise.

Would You Rather: Create an elaborate holiday meal together?

Option 1: Bake festive cookies and decorate them.

Option 2: Prepare a decadent dessert for a sweet finish.

Would You Rather: Watch the sunrise on Christmas morning?

Option 1: Enjoy breakfast in bed afterward.

Option 2: Go for an early walk to enjoy the quiet streets.

Would You Rather: Have a snowman-building contest?

Option 1: Make a snow angel afterward.

Option 2: Enjoy hot chocolate while watching each other.

Would You Rather: Exchange gifts on Christmas Eve?

Option 1: Surprise each other with handmade gifts.

Option 2: Plan a fun scavenger hunt for the gifts.

Would You Rather: Attend a holiday party with friends?

Option 1: Host a cozy holiday gathering at home instead.

Option 2: Have a romantic night out at a holiday event.

Would You Rather: Celebrate New Year’s Eve with a grand fireworks show?

Option 1: Stay in and watch the ball drop together.

Option 2: Go to a themed party dressed in your best outfits.

Would You Rather: Take a holiday-themed photo shoot together?

Option 1: Use the photos for your holiday cards.

Option 2: Create a scrapbook of your favorite moments.

Would You Rather: Volunteer together during the holiday season?

Option 1: Donate to a local shelter.

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

Would You Rather: Plan a surprise getaway for the holidays?

Option 1: Stay local and explore nearby attractions.

Option 2: Travel somewhere warm to escape the winter chill.

See Also – Top 150 Holiday Would You Rather Questions for Engaging Office Party Fun

Themed Holiday Party Would You Rather Questions for Different Celebrations

Themed holiday party “Would You Rather” questions spark lively conversations and laughter, making celebrations unforgettable. Whether it’s Halloween, Christmas, or New Year’s, these playful dilemmas encourage guests to share their quirks and preferences. From choosing between spooky treats or festive cocktails, these questions add a delightful twist to any holiday…

Would You Rather: Attend a holiday party in a winter wonderland setting?

Option 1: Enjoy hot cocoa by a cozy fire.

Option 2: Ice skate under twinkling lights.

Would You Rather: Host a holiday party with a fancy dress code?

Option 1: Dress up as your favorite holiday character.

Option 2: Wear an ugly holiday sweater.

Would You Rather: Have a holiday party with a secret gift exchange?

Option 1: Give gifts that are handmade.

Option 2: Give gifts that are humorous.

Would You Rather: Celebrate New Year’s Eve with a big countdown party?

Option 1: Watch fireworks from a rooftop.

Option 2: Enjoy a quiet evening with close friends.

Would You Rather: Take a holiday trip to a tropical destination?

Option 1: Spend Christmas on the beach.

Option 2: Celebrate New Year’s in a bustling city.

Would You Rather: Have a holiday party centered around a specific cuisine?

Option 1: Indulge in a traditional feast.

Option 2: Explore international holiday dishes.

Would You Rather: Attend a holiday party with festive music?

Option 1: Dance to classic holiday songs.

Option 2: Enjoy live performances of holiday classics.

Would You Rather: Celebrate Halloween in a spooky-themed party?

Option 1: Go all out with elaborate costumes.

Option 2: Enjoy a relaxed night of scary movies.

Would You Rather: Host a holiday party with a fun game theme?

Option 1: Play holiday trivia games.

Option 2: Have a holiday-themed scavenger hunt.

Would You Rather: Enjoy a holiday movie marathon during a party?

Option 1: Watch only classic holiday films.

Option 2: Mix in a few holiday comedies.

Would You Rather: Attend a holiday party with outdoor activities?

Option 1: Go sledding or snow tubing.

Option 2: Participate in a holiday-themed obstacle course.

Would You Rather: Have a holiday party with a DIY decoration theme?

Option 1: Create ornaments together.

Option 2: Make festive wreaths as a group.

Would You Rather: Celebrate Valentine’s Day with a romantic dinner party?

Option 1: Cook a fancy meal at home.

Option 2: Dine at a cozy restaurant.

Would You Rather: Attend a Thanksgiving potluck party?

Option 1: Bring your favorite homemade dish.

Option 2: Try everyone else’s specialty dishes.

Would You Rather: Celebrate St. Patrick’s Day with a themed party?

Option 1: Wear green and enjoy Irish music.

Option 2: Taste a variety of Irish dishes and drinks.

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

Interactive Holiday Party Would You Rather Questions for Virtual Gatherings

Looking to spice up your virtual holiday gathering? Interactive “Would You Rather” questions are the perfect icebreakers! From choosing between snowball fights or cozy fireside chats to deciding on festive treats, these fun dilemmas can spark laughter and connection. Gather your friends and family for a memorable, engaging holiday experience!

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

Option 1: Enjoy cozy nights by the fireplace with hot cocoa.

Option 2: Take winter hikes and enjoy the snowy scenery.

Would You Rather: Have a holiday party with a fancy dress code?

Option 1: Dress up as your favorite holiday character.

Option 2: Wear matching ugly holiday sweaters with friends.

Would You Rather: Receive a gift card for an unlimited supply of your favorite holiday treat?

Option 1: Get endless cookies from your favorite bakery.

Option 2: Enjoy unlimited hot chocolate from a local café.

Would You Rather: Have a holiday movie marathon?

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

Option 2: Binge-watch new holiday releases on streaming platforms.

Would You Rather: Host a virtual holiday trivia night?

Option 1: Create questions centered around holiday traditions.

Option 2: Focus on holiday movies and music trivia.

Would You Rather: Decorate your home with traditional holiday decorations?

Option 1: Adorn your space with classic ornaments and garlands.

Option 2: Go for a modern, minimalist holiday theme.

Would You Rather: Participate in a virtual Secret Santa exchange?

Option 1: Choose a gift for someone you know well.

Option 2: Surprise a stranger with a thoughtful gift.

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

Option 1: Sing your favorite classic holiday songs.

Option 2: Perform fun, upbeat pop holiday hits.

Would You Rather: Cook a holiday feast with friends online?

Option 1: Whip up traditional holiday dishes together.

Option 2: Experiment with unique, fusion holiday recipes.

Would You Rather: Create holiday crafts during a virtual gathering?

Option 1: Make personalized ornaments for your tree.

Option 2: Design festive cards to send to loved ones.

Would You Rather: Have a snowball fight during a holiday gathering?

Option 1: Battle it out in the snow with friends.

Option 2: Build an epic snowman together instead.

Would You Rather: Share your favorite holiday memory with the group?

Option 1: Recall a funny or embarrassing moment.

Option 2: Share a heartwarming story that brings joy.

Would You Rather: Play a holiday-themed board game?

Option 1: Engage in a festive version of Monopoly.

Option 2: Try out a holiday trivia board game with friends.

Would You Rather: Exchange holiday recipes during a virtual meet-up?

Option 1: Share your family’s secret holiday dish.

Option 2: Swap unique recipes from different cultures.

Would You Rather: End the night with holiday songs and dance?

Option 1: Have a dance-off to your favorite holiday tunes.

Option 2: Sing along to classic carols with everyone.

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

Nostalgic Holiday Party Would You Rather Questions to Spark Memories

Nostalgic holiday party “Would You Rather” questions are a delightful way to spark memories and laughter among friends and family. Imagine choosing between sipping hot cocoa by the fire or building snowmen outside! These prompts not only ignite fond reminiscences but also create new connections, making every gathering unforgettable and…

Would You Rather: Relive your favorite childhood holiday memory?

Option 1: Spend an entire day decorating cookies with family.

Option 2: Go ice skating with friends at the local rink.

Would You Rather: Experience a holiday season from the 80s?

Option 1: Rock out to classic holiday songs on cassette.

Option 2: Decorate with lots of tinsel and colorful lights.

Would You Rather: Have a holiday movie marathon?

Option 1: Watch all the classic animated specials.

Option 2: Binge-watch every holiday rom-com ever made.

Would You Rather: Get a handwritten letter from Santa as a kid?

Option 1: Find a surprise gift under your pillow.

Option 2: Receive a festive postcard from a long-lost friend.

Would You Rather: Attend a holiday party in your childhood neighborhood?

Option 1: Reconnect with old friends over hot cocoa.

Option 2: Participate in a neighborhood caroling event.

Would You Rather: Have a holiday feast with food from your childhood?

Option 1: Enjoy Grandma’s secret recipe for gingerbread cookies.

Option 2: Feast on your favorite childhood holiday casserole.

Would You Rather: Play a nostalgic holiday game?

Option 1: Engage in a lively round of holiday charades.

Option 2: Enjoy a classic board game with a holiday twist.

Would You Rather: Create holiday crafts like you did growing up?

Option 1: Make handmade cards for friends and family.

Option 2: Create holiday ornaments to hang on the tree.

Would You Rather: Revisit a cherished holiday tradition?

Option 1: Go caroling door to door with friends.

Option 2: Attend a midnight mass or service together.

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

Option 1: Build a snowman and have a snowball fight.

Option 2: Go sledding down your favorite hill.

Would You Rather: Receive a toy you always wanted for the holidays?

Option 1: Get the latest action figure or doll.

Option 2: Receive a new game console to play with friends.

Would You Rather: Make holiday cards for loved ones?

Option 1: Craft them using glitter and glue.

Option 2: Design them digitally with fun graphics.

Would You Rather: Decorate a huge holiday tree?

Option 1: Use handmade ornaments you created as a child.

Option 2: Go all out with modern decorations and themes.

Would You Rather: Listen to holiday music from your childhood?

Option 1: Sing along to classic carols with family.

Option 2: Dance to upbeat holiday hits from your youth.

Would You Rather: Share a holiday story that makes you laugh?

Option 1: Recall a funny family mishap during a holiday dinner.

Option 2: Share a silly gift that was given in error.