150 Best Holiday Would You Rather Questions to Spark Fun at Work Parties

As the holiday season approaches, work parties become the perfect opportunity to unwind and connect with colleagues. What better way to break the ice and spark laughter than with thought-provoking “Would You Rather” questions?

These fun prompts not only lighten the mood but also encourage team bonding. Dive into our collection of holiday-themed “Would You Rather” questions that will keep the conversation flowing and create unforgettable memories at your next work celebration.

Best Holiday Would You Rather Questions to Spark Fun at Work Parties

Would You Rather: Attend a holiday party with a karaoke contest and be forced to sing, or watch someone else karaoke for the entire night?

Option 1: Sing your heart out in the contest

Option 2: Watch others perform while you enjoy the snacks

Would You Rather: Exchange gifts with a coworker you barely know or have a work party secret Santa where everyone must guess who their gift is from?

Option 1: Exchange gifts directly

Option 2: Play the guessing game with secret Santa

Would You Rather: Have a holiday party that lasts all night with a limited guest list, or a shorter party with everyone in the office invited?

Option 1: Late-night exclusive party

Option 2: Shorter gathering for all

Would You Rather: Wear an outrageous holiday sweater to the party, or show up in formal attire when everyone else is casual?

Option 1: Rock the outrageous sweater

Option 2: Stand out in formal attire

Would You Rather: Listen to holiday music on repeat during the party, or enjoy a playlist of your choice but have no holiday songs at all?

Option 1: Holiday music non-stop

Option 2: Custom playlist with no holiday tunes

Would You Rather: Share a funny, embarrassing holiday story from your past at the party, or keep your stories private and only listen to others?

Option 1: Share your own story

Option 2: Enjoy listening to others’ tales

Would You Rather: Participate in a holiday-themed trivia game at the party, or enjoy a cooking contest where everyone brings a dish?

Option 1: Get competitive with trivia

Option 2: Showcase your cooking skills

Would You Rather: Have your boss dress up as Santa and give out gifts, or organize a gift exchange without any leadership involvement?

Option 1: Boss as Santa

Option 2: Independent gift exchange

Would You Rather: Play a holiday-themed charades game at the party, or do a light-hearted holiday roast of your colleagues?

Option 1: Charades fun

Option 2: Roast your coworkers

Would You Rather: Have a potluck where everyone brings their favorite dish, or cater the entire party from an upscale restaurant?

Option 1: Potluck style

Option 2: Catered feast

Would You Rather: Spend the holiday party indoors with games and activities, or enjoy it outdoors with winter activities like ice skating?

Option 1: Cozy indoor activities

Option 2: Fun outdoor winter games

Would You Rather: Make holiday crafts as a team activity during the party, or have a professional come in to teach everyone how to mix holiday cocktails?

Option 1: Crafting together

Option 2: Cocktail mixing class

Would You Rather: Share a holiday toast that highlights everyone’s accomplishments over the year, or keep it light with silly awards for fun categories?

Option 1: Serious toast of accomplishments

Option 2: Silly awards ceremony

Would You Rather: Have a photo booth at the party with fun props, or hire a caricature artist to draw guests throughout the evening?

Option 1: Photo booth fun

Option 2: Caricature artist experience

Would You Rather: Have the holiday party theme be based on a favorite movie, or let everyone choose their own theme for their outfits?

Option 1: Movie-themed party

Option 2: Individual theme choices

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

Holiday Would You Rather Questions for Work Parties to Break the Ice

Holiday work parties are the perfect time to spark laughter and camaraderie with fun ‘Would You Rather’ questions! These light-hearted prompts can break the ice, encourage conversation, and create memorable moments among colleagues. Whether choosing between festive treats or holiday activities, these playful dilemmas can bring everyone closer together during…

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

Option 1: Yes, and hand out gifts to everyone!

Option 2: No, I’d rather wear my regular clothes.

Would You Rather: Secretly receive a gift you really wanted from a coworker?

Option 1: Yes, but it’s a total surprise!

Option 2: No, I’d prefer to choose my own gift.

Would You Rather: Have to sing karaoke at the holiday party?

Option 1: Absolutely, I love the spotlight!

Option 2: No way, I’d rather stay in the background.

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

Option 1: Yes, complete with fake snow and ice sculptures!

Option 2: No, I’d prefer a cozy, warm gathering.

Would You Rather: Have a white elephant gift exchange?

Option 1: Yes, I love the thrill of stealing gifts!

Option 2: No, I’d rather have a traditional gift exchange.

Would You Rather: Bring your favorite holiday dish to share?

Option 1: Yes, I love showcasing my cooking!

Option 2: No, I’d rather just bring snacks from the store.

Would You Rather: Have a holiday-themed trivia game during the party?

Option 1: Yes, let’s test our knowledge!

Option 2: No, I’d prefer just mingling and chatting.

Would You Rather: Participate in a holiday costume contest?

Option 1: Absolutely, I love dressing up!

Option 2: No, I’d rather just be myself.

Would You Rather: Exchange holiday cards with everyone at the party?

Option 1: Yes, it’s a great way to spread cheer!

Option 2: No, I’d prefer to keep it casual.

Would You Rather: Have a professional photographer capturing moments at the party?

Option 1: Yes, I want to remember the fun!

Option 2: No, I’d rather just take selfies.

Would You Rather: Play games like Secret Santa?

Option 1: Yes, I love the surprise element!

Option 2: No, I’d rather skip the games.

Would You Rather: Enjoy a holiday-themed cocktail hour?

Option 1: Yes, I’d love to try festive drinks!

Option 2: No, I’d prefer non-alcoholic options.

Would You Rather: Have a live band perform at the holiday party?

Option 1: Yes, let’s dance the night away!

Option 2: No, I’d prefer a DJ with a playlist.

Would You Rather: Have a snowball fight during the holiday party?

Option 1: Yes, that sounds like so much fun!

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

Would You Rather: Write a heartfelt holiday message for a coworker?

Option 1: Yes, I love spreading positivity!

Option 2: No, I’d rather keep it light and fun.

See Also – Fun and Engaging Holiday Would You Rather Questions for Adults

Creative Holiday Would You Rather Questions for Team Bonding at Work Parties

This holiday season, spark laughter and connection at your work party with creative “Would You Rather” questions! These fun prompts encourage team bonding, letting colleagues share their quirky preferences and holiday experiences. From choosing between a snowball fight or a cozy movie marathon, these questions break the ice and foster…

Would You Rather: Spend the holiday party dressed as your favorite holiday character?

Option 1: Be Santa Claus

Option 2: Be a Christmas Elf

Would You Rather: Secretly swap gifts with your boss at the party?

Option 1: Get a luxury item

Option 2: Get a funny gag gift

Would You Rather: Have to sing karaoke in front of your colleagues?

Option 1: Sing a classic holiday song

Option 2: Sing a popular pop hit

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

Option 1: Answer questions about Christmas

Option 2: Answer questions about New Year’s traditions

Would You Rather: Spend your holiday party in a winter wonderland theme?

Option 1: Have a snowball fight

Option 2: Build a snowman

Would You Rather: Only eat holiday-themed snacks at the party?

Option 1: Enjoy gingerbread cookies

Option 2: Indulge in peppermint bark

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

Option 1: Watch classic holiday films

Option 2: Watch cheesy holiday rom-coms

Would You Rather: Create a festive group photo booth at the party?

Option 1: Have props for holiday characters

Option 2: Have silly hats and glasses

Would You Rather: Share your most embarrassing holiday moment?

Option 1: Share a funny gift-giving story

Option 2: Share a cooking disaster

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

Option 1: Act out holiday movies

Option 2: Act out holiday songs

Would You Rather: Exchange hilarious holiday sweaters with a coworker?

Option 1: Wear an ugly Christmas sweater

Option 2: Wear a festive holiday sweater

Would You Rather: Have a holiday potluck at the office party?

Option 1: Bring your favorite dish

Option 2: Try new dishes from coworkers

Would You Rather: Participate in a holiday scavenger hunt?

Option 1: Search for hidden ornaments

Option 2: Search for holiday treats

Would You Rather: Write and perform a holiday-themed skit?

Option 1: Create a skit about a holiday mishap

Option 2: Create a skit about holiday traditions

Would You Rather: Have a holiday cocktail mixing competition?

Option 1: Create a festive signature drink

Option 2: Create a non-alcoholic holiday punch

See Also – Ultimate Collection of 150 Hilarious Holiday Would You Rather Questions for Fun and Laughter

Fun Holiday Would You Rather Questions for Sparking Laughter at Office Gatherings

Inject some joy into your office holiday gathering with “Would You Rather” questions! These fun scenarios spark laughter and camaraderie, helping colleagues bond over quirky choices. From debating between eggnog or hot chocolate to choosing between a holiday cruise or a cozy staycation, these playful prompts can lighten the festive…

Would You Rather: Have to wear a Santa suit to the office for a week?

Option 1: Yes, and embrace the holiday spirit!

Option 2: No, I’d rather stick to my regular attire.

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

Option 1: Absolutely, I love fruitcake!

Option 2: No way, I’d rather skip dessert entirely.

Would You Rather: Sing holiday karaoke in front of your coworkers?

Option 1: Yes, I love performing!

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

Would You Rather: Receive a gift you really don’t want from the office Secret Santa?

Option 1: Yes, it’s the thought that counts!

Option 2: No, I’d prefer an empty box!

Would You Rather: Have to decorate your workspace with tinsel and lights?

Option 1: Yes, let’s make it festive!

Option 2: No, I prefer a minimalist look.

Would You Rather: Spend the holiday party playing games?

Option 1: Yes, games are the best part!

Option 2: No, I’d rather just socialize.

Would You Rather: Have a never-ending supply of hot chocolate?

Option 1: Yes, please!

Option 2: No, I’d rather have coffee.

Would You Rather: Get stuck in an elevator with a holiday music playlist?

Option 1: Yes, I’ll jam out!

Option 2: No, I’d rather take the stairs.

Would You Rather: Bring your pet to the office holiday party?

Option 1: Yes, they’d love it!

Option 2: No, pets and parties don’t mix.

Would You Rather: Wear reindeer antlers all day at work?

Option 1: Absolutely, it’s festive!

Option 2: No, I’d rather keep it serious.

Would You Rather: Have a holiday-themed potluck at the office?

Option 1: Yes, I love trying new dishes!

Option 2: No, I prefer takeout.

Would You Rather: Swap jobs with your boss for a day during the holidays?

Option 1: Yes, that sounds fun!

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

Would You Rather: Attend a white elephant gift exchange?

Option 1: Yes, I love the surprise!

Option 2: No, I’d prefer something more traditional.

Would You Rather: Have a snowball fight during the workday?

Option 1: Yes, let’s have some fun!

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

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

Option 1: Yes, I can handle it!

Option 2: No, I’d get tired of it too quickly.

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

Challenging Holiday Would You Rather Questions for Engaging Conversations at Work Parties

Holiday work parties can be a delightful mix of festivity and camaraderie! Spice up the conversation with challenging “Would You Rather” questions. From choosing between a snowy getaway or a tropical escape to debating the merits of secret Santa versus white elephant gifts, these thought-provoking prompts are sure to spark…

Would You Rather: Spend the entire work holiday party in a Santa costume?

Option 1: Yes, and make it the most festive outfit ever!

Option 2: No, I prefer to blend in with my regular attire.

Would You Rather: Secretly receive a gift you absolutely hate?

Option 1: Yes, I’ll just pretend to love it.

Option 2: No, I’d rather receive nothing at all.

Would You Rather: Have to sing a holiday carol in front of the whole office?

Option 1: Yes, I love to perform!

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

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

Option 1: Yes, I enjoy the thrill of the unknown!

Option 2: No, I prefer to give thoughtful gifts.

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

Option 1: Yes, I thrive on planning events!

Option 2: No, I’d rather just show up and enjoy.

Would You Rather: Have to wear holiday-themed accessories for a week?

Option 1: Yes, bring on the jingle bells!

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

Would You Rather: Share your most embarrassing holiday work party story?

Option 1: Yes, laughter is the best medicine!

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

Would You Rather: Experience a power outage during the party?

Option 1: Yes, it could lead to fun stories later!

Option 2: No, I prefer to enjoy the festivities with lights.

Would You Rather: Only eat fruitcake for the entire party?

Option 1: Yes, I can make it work!

Option 2: No, I’d rather pass on that.

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

Option 1: Yes, everyone loves a good pun!

Option 2: No, I’d rather avoid the cringe.

Would You Rather: Participate in an ugly sweater contest?

Option 1: Yes, I have the perfect sweater ready!

Option 2: No, I prefer to dress nicely for the occasion.

Would You Rather: Have a karaoke competition at the party?

Option 1: Yes, I’m ready to show off my skills!

Option 2: No, I’d rather enjoy the performances from the sidelines.

Would You Rather: Spend the party playing holiday-themed games?

Option 1: Yes, let the games begin!

Option 2: No, I prefer mingling and chatting.

Would You Rather: Receive a surprise visit from a holiday mascot?

Option 1: Yes, I love the festive spirit they bring!

Option 2: No, I find them a bit odd.

Would You Rather: Have a holiday-themed photo booth at the party?

Option 1: Yes, I love capturing fun memories!

Option 2: No, I’d rather keep the focus on conversation.

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

Festive Holiday Would You Rather Questions to Boost Morale at Work Parties

Boosting morale at work parties can be as simple as sparking fun conversations with festive “Would You Rather” questions! These playful prompts not only encourage laughter and camaraderie but also help colleagues bond over shared preferences. From choosing between gingerbread or peppermint treats to holiday movie marathons, the possibilities are…

Would You Rather: Wear a festive sweater that lights up all night?

Option 1: Yes, and make it the center of attention!

Option 2: No, I’d prefer a classic holiday outfit.

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

Option 1: Absolutely, I love singing!

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

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

Option 1: Yes, I love organizing events!

Option 2: No, I’d rather just enjoy the festivities.

Would You Rather: Drink eggnog for the entire party?

Option 1: Yes, it’s a holiday classic!

Option 2: No, I prefer something else, like hot cocoa.

Would You Rather: Receive a gift you don’t like from a coworker?

Option 1: Yes, it’s the thought that counts!

Option 2: No, I’d rather not get anything at all.

Would You Rather: Spend the holiday party in a room full of mistletoe?

Option 1: Sure, I’m up for a little fun!

Option 2: No, that sounds too awkward.

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

Option 1: Yes, I’d embrace the holiday spirit!

Option 2: No, I’d rather stick to my regular hairstyle.

Would You Rather: Play a game of Secret Santa?

Option 1: Yes, I love surprises!

Option 2: No, I prefer to give gifts directly.

Would You Rather: Eat only holiday-themed snacks for a week?

Option 1: Yes, I love holiday treats!

Option 2: No, I need variety in my diet.

Would You Rather: Tell an embarrassing holiday story to the team?

Option 1: Sure, it could be a good laugh!

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

Would You Rather: Watch a holiday movie marathon at the office?

Option 1: Yes, that sounds cozy!

Option 2: No, I’d rather do something active.

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

Option 1: Yes, I love making things festive!

Option 2: No, I’d rather enjoy the decorations someone else puts up.

Would You Rather: Use holiday-themed phrases in all your emails for a week?

Option 1: Yes, spread the cheer!

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

Would You Rather: Join a holiday-themed team-building exercise?

Option 1: Absolutely, I love team activities!

Option 2: No, I prefer to keep work and play separate.

Would You Rather: Receive holiday cards from all your coworkers?

Option 1: Yes, it’s nice to feel appreciated!

Option 2: No, I’d rather not get too personal.

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

Unique Holiday Would You Rather Questions for Memorable Office Celebrations

Spice up your office holiday celebrations with unique “Would You Rather” questions! These fun prompts not only ignite laughter but also foster camaraderie among colleagues. Imagine choosing between a snowman-building contest or a gingerbread house showdown—let the playful debates begin! Memorable moments await as you bond over festive decisions!

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

Option 1: Jingle all the way with a fake beard and red suit

Option 2: Keep your regular clothes but wear a festive hat

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

Option 1: Embrace the challenge and eat it daily

Option 2: Skip dessert entirely for a month

Would You Rather: Secretly be the holiday party planner every year

Option 1: Have complete creative control over the theme

Option 2: Enjoy the surprise of someone else planning it

Would You Rather: Have to sing a holiday song karaoke in front of your team

Option 1: Perform a classic like “Jingle Bells”

Option 2: Sing a modern hit like “All I Want for Christmas Is You”

Would You Rather: Exchange gifts with your boss at the party

Option 1: Give a thoughtful gift that reflects their interests

Option 2: Receive a gift that could be anything from them

Would You Rather: Participate in a holiday-themed scavenger hunt at work

Option 1: Search for hidden ornaments around the office

Option 2: Solve riddles related to holiday traditions

Would You Rather: Wear an ugly holiday sweater to every office meeting in December

Option 1: Showcase your best (or worst) holiday fashion

Option 2: Stick to your regular attire but wear a festive tie

Would You Rather: Host a white elephant gift exchange at the party

Option 1: Bring the most outrageous gift you can find

Option 2: Choose the most practical gift for someone else

Would You Rather: Have holiday-themed snacks at every office gathering

Option 1: Munch on gingerbread cookies and eggnog

Option 2: Enjoy savory treats like holiday charcuterie boards

Would You Rather: Attend an office holiday party that lasts all night

Option 1: Dance the night away with your colleagues

Option 2: Leave early to get a good night’s sleep

Would You Rather: Create a holiday photo booth for the party

Option 1: Have fun props for silly pictures

Option 2: Go for a classy backdrop for elegant photos

Would You Rather: Celebrate the holidays with an office potluck

Option 1: Bring your favorite dish to share

Option 2: Try a variety of dishes made by your colleagues

Would You Rather: Have a holiday movie marathon during work hours

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

Option 2: Enjoy fun animations like “Elf” and “The Polar Express”

Would You Rather: Play holiday-themed games during the office party

Option 1: Compete in a holiday trivia contest

Option 2: Try your hand at a festive bingo game

Would You Rather: Send personalized holiday cards to your whole team

Option 1: Write heartfelt messages for everyone

Option 2: Print out a funny card for a light-hearted touch

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

Lighthearted Holiday Would You Rather Questions for Stress Relief at Work Parties

Lighthearted holiday “Would You Rather” questions can be the perfect icebreaker for work parties, sparking laughter and easing stress. Imagine choosing between wearing a Santa hat all day or sipping eggnog at every meeting! These fun prompts not only boost camaraderie but also create a festive atmosphere, making the holiday…

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

Option 1: Yes, and entertain everyone with holiday jokes.

Option 2: No, I’d prefer a less festive outfit.

Would You Rather: Only eat holiday cookies for the whole party?

Option 1: Yes, I could live on sweets for a night.

Option 2: No, I need a savory option too!

Would You Rather: Listen to holiday music on repeat during the party?

Option 1: Yes, I love getting into the festive spirit!

Option 2: No, I’d prefer some variety in the playlist.

Would You Rather: Have to make small talk with your boss all night?

Option 1: Yes, I can handle it!

Option 2: No, I’d rather mingle with colleagues.

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

Option 1: Yes, I’m all in for some fun!

Option 2: No, I’d rather just enjoy the food and drinks.

Would You Rather: Wear a holiday sweater that lights up?

Option 1: Yes, I want to be the star of the party!

Option 2: No, I prefer a classic look.

Would You Rather: Give a toast at the party?

Option 1: Yes, I love public speaking!

Option 2: No, I’d rather stay quiet.

Would You Rather: Have your secret Santa gift revealed to everyone?

Option 1: Yes, let the surprise be known!

Option 2: No, I’d like to keep it a mystery.

Would You Rather: Share an embarrassing holiday story?

Option 1: Yes, it could be a great icebreaker!

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

Would You Rather: Watch a classic holiday movie with coworkers?

Option 1: Yes, let’s enjoy the nostalgia together!

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

Would You Rather: Have to sing a holiday carol on karaoke?

Option 1: Yes, I love to perform!

Option 2: No, I’d rather not embarrass myself.

Would You Rather: Spend the party playing holiday trivia?

Option 1: Yes, I’m ready to show off my knowledge!

Option 2: No, I’d rather chat and relax.

Would You Rather: Decorate the office for the holidays all day?

Option 1: Yes, I love being creative!

Option 2: No, I’d rather enjoy the results.

Would You Rather: Make holiday crafts with coworkers?

Option 1: Yes, I love getting crafty!

Option 2: No, I’d rather stick to eating and drinking.

Would You Rather: Have a photo booth at the party?

Option 1: Yes, I’d love some fun memories!

Option 2: No, I’d prefer to skip the photos.

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

Inclusive Holiday Would You Rather Questions for Diverse Work Party Participation

Inclusive holiday “Would You Rather” questions can transform your work party into a vibrant celebration of diversity. By encouraging everyone to share their preferences, these fun prompts foster connection and understanding. Whether debating between festive treats or holiday traditions, such questions invite participation, ensuring every voice is heard and valued.

Would You Rather: Celebrate your holiday party with a potluck where everyone brings a dish from their culture?

Option 1: Enjoy a diverse array of homemade dishes.

Option 2: Have a catered meal with familiar holiday favorites.

Would You Rather: Exchange gifts anonymously with a Secret Santa?

Option 1: Experience the excitement of surprise.

Option 2: Choose a meaningful gift for a specific colleague.

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

Option 1: Show off your knowledge of holiday traditions.

Option 2: Compete in a fun and lighthearted team challenge.

Would You Rather: Have a formal holiday dinner with speeches and awards?

Option 1: Celebrate achievements in a classy setting.

Option 2: Enjoy a casual gathering with games and laughter.

Would You Rather: Decorate the office together before the holiday party?

Option 1: Create a festive atmosphere as a team.

Option 2: Arrive to a fully decorated space and relax.

Would You Rather: Wear holiday-themed attire to the party?

Option 1: Rock a festive sweater or costume.

Option 2: Dress in your regular work clothes for comfort.

Would You Rather: Host a holiday karaoke session?

Option 1: Sing your heart out with colleagues.

Option 2: Enjoy listening to others perform.

Would You Rather: Share your favorite holiday memories during the party?

Option 1: Connect with colleagues through shared stories.

Option 2: Participate in a fun storytelling game instead.

Would You Rather: Participate in a holiday charity drive as a group?

Option 1: Give back to the community together.

Option 2: Focus on celebrating and enjoying each other’s company.

Would You Rather: Have a themed photo booth at the party?

Option 1: Capture fun moments with props and costumes.

Option 2: Stick to candid photos throughout the evening.

Would You Rather: Create holiday cards for clients and colleagues together?

Option 1: Collaborate on a creative project.

Option 2: Focus on a relaxing evening of socializing.

Would You Rather: Enjoy holiday treats and snacks throughout the workday leading up to the party?

Option 1: Indulge in festive goodies at work.

Option 2: Save all the treats for the party itself.

Would You Rather: Participate in a holiday-themed team-building activity?

Option 1: Bond with colleagues through fun challenges.

Option 2: Enjoy a laid-back evening of conversation and connection.

Would You Rather: Have a holiday party with a focus on cultural appreciation?

Option 1: Learn about different holiday customs from your coworkers.

Option 2: Celebrate a specific holiday tradition together.

Would You Rather: Vote on the best holiday decoration in the office?

Option 1: Get everyone involved in the decorating process.

Option 2: Enjoy a beautifully decorated space without competition.

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

Seasonal Holiday Would You Rather Questions to Reflect Workplace Culture at Parties

Holiday parties are the perfect opportunity to spark laughter and foster camaraderie with ‘Would You Rather’ questions. These fun prompts not only lighten the mood but also reflect your workplace culture. By encouraging employees to share their quirky preferences, you can create connections and memorable moments that enhance team spirit…

Would You Rather: Spend the holiday party playing games with coworkers?

Option 1: Compete in a fun holiday trivia game.

Option 2: Engage in a team-building scavenger hunt.

Would You Rather: Have a potluck holiday party at work?

Option 1: Share your favorite dish with everyone.

Option 2: Bring a store-bought dessert to share.

Would You Rather: Exchange gifts with your colleagues?

Option 1: Participate in a Secret Santa exchange.

Option 2: Have a white elephant gift swap.

Would You Rather: Attend a holiday party with a dress code?

Option 1: Wear festive attire like ugly sweaters.

Option 2: Dress in formal holiday wear.

Would You Rather: Have a holiday party in the office?

Option 1: Celebrate with a cozy indoor gathering.

Option 2: Enjoy a festive outdoor barbecue.

Would You Rather: Listen to holiday music during the party?

Option 1: Enjoy classic holiday songs.

Option 2: Dance to contemporary holiday hits.

Would You Rather: Participate in a holiday-themed team-building activity?

Option 1: Create holiday cards for a local charity.

Option 2: Build gingerbread houses as teams.

Would You Rather: Have a holiday party with a cocktail bar?

Option 1: Sip on festive cocktails.

Option 2: Enjoy a variety of non-alcoholic beverages.

Would You Rather: Watch holiday movies together at work?

Option 1: Enjoy a classic holiday film.

Option 2: Watch a new holiday release.

Would You Rather: Have a holiday karaoke night?

Option 1: Sing your heart out with coworkers.

Option 2: Enjoy listening to others perform.

Would You Rather: Decorate the office for the holidays?

Option 1: Hang up lights and ornaments.

Option 2: Set up a holiday-themed photo booth.

Would You Rather: Share your holiday traditions with coworkers?

Option 1: Discuss your family’s favorite customs.

Option 2: Share your unique holiday recipes.

Would You Rather: Participate in a holiday-themed quiz?

Option 1: Answer questions about holiday history.

Option 2: Guess holiday movie quotes.

Would You Rather: Have a holiday party with tasty snacks?

Option 1: Indulge in a variety of appetizers.

Option 2: Delight in a dessert buffet.

Would You Rather: Create a holiday-themed team project?

Option 1: Design a holiday charity initiative.

Option 2: Craft a creative holiday video.