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50+ Fun Winter This Or That Questions For Work Teams

fun winter this or that questions

winter themed this or that prompts for work

This article will feature fun this or that questions to help teams connect and have fun over the season!

If you are hosting a corporate holiday party or winter team building session this season, providing opportunities for engagement and connection will help your teams feel more at ease and comfortable with the group. Sometimes, it can be hard to connect with remote teams who may not interact much, such as across departments or who work on different projects. However, that’s what icebreakers are for!

Icebreaker questions and trivia can help teams find their voice in a group setting, help make connections and facilitate conversations. Fun games like our winter trivia and winter icebreaker questions can help engage colleagues with little effort and don’t put much pressure on your teams! What’s not to love?

Winter Activities This Or That

Winter This Or That Questions: Activities.

  1. A cozy day inside or brave the outdoors? 

  2. Make a snow angel or have a snowball fight?

  3. Game night or movie night?

  4. Travel during the holidays or home for the holidays?

  5. Winter Olympics or Superbowl?

  6. Skiing or sledding?

  7. Ice skating or ice hockey?

  8. Build a snowman or build a blanket fort?

  9. Crafting or scrapbooking?

  10. Holiday window shopping or Christmas light watching? 

Winter Food And Drink This Or That

Winter This Or That Questions: Food And Drink Edition.

  1. Hot chocolate: with whipped cream or marshmallows?

  2. Hot apple cider or a hot toddy?

  3. Sugar cookies or gingerbread?

  4. Apple cider donuts or pumpkin spice donuts?

  5. Mulled wine or eggnog?

  6. Peppermint or salted caramel?

  7. Fudge or bark?

  8. Chilli or soup?

  9. Peppermint mocha or gingerbread latte?

  10. Nougat or candy canes?


Winter Accessories This Or That

Winter This Or That Questions: Accessories Edition.

  1. Fuzzy socks or cozy slippers?

  2. Gloves or mittens?

  3. Knitted jumper or turtleneck?

  4. Puffer jacket or faux fur coat?

  5. Bobble hat or earmuffs?

  6. Cozy cardigan or cable knit cardigan?

  7. Woolen scarf or infinity scarf?

  8. Big coat or layer up?

  9. Tights or thermals?

  10. Subtle accessories or bold accessories? 


    fun winter This Or That questions

Winter Fun This Or That Questions.

  1. White lights or multicolored lights?

  2. Matching decorations or mix-and-match?

  3. DIY decorations or DIY presents?

  4. Matching PJs or onesies?

  5. Bake cookies or decorate gingerbread houses?

  6. Hallmark or Disney movies? 

  7. Holiday parties or New Year’s Eve parties?

  8. Christmas market or winter Carnival?

  9. The Holiday or Love Actually?

  10. DIY paper snowflakes or DIY snowglobes?

Would You Rather/THIS OR THAT QUESTIONS

Winter Would You Rather Questions.

  1. Would you rather…snow every day or now snow at all? 

  2. Would you rather…shovel snow or untangle twinkle lights on your own?

  3. Would you rather…host a party or attend a party?

  4. Would you rather…shop online or shop in-store?

  5. Would you rather…have wet feet from snow/rain or forget your gloves at home?

  6. Would you rather…be stuck in traffic or shop in a packed mall?

  7. Would you rather…have chapped lips or a cold nose?

  8. Would you rather…wear an itchy sweater or an ugly sweater?

  9. Would you rather…take a family photoshoot or attend a holiday photo booth?

  10. Would you rather…get a funny or sentimental holiday card?

download a free winter icebreaker sheet to play with your team!

Free Winter This Or That Questions.

Winter Would You Rather Questions.

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