Winter Would you Rather Questions

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As the chilly weather sets in, here is a fun way to add some giggles and warmth to your cold days – Winter Would You Rather Questions!

This is a fun game to play sitting around the fireplace while sipping on hot chocolate and sharing laughs.

Friends drinking hot chocolate in winter

How to Play Winter Would You Rather

This “Would You Rather” game is super easy and loads of fun! Here’s how you can play:

  1. Gather Friends or Family: Get together with your friends or family – the more, the merrier!
  2. Pose a Question: Take turns asking each other “Would you rather” questions. These are scenarios where you have to choose between two options.
  3. Two Options: Each question will give you two options, like “Would you rather eat ice cream for breakfast every day or pizza for dinner every night?”
  4. Make a Choice: Everyone takes turns choosing which option they prefer. It’s all about picking the one you like more or think would be more fun.
  5. Share and Laugh: After making your choice, share your reasons why. It’s a great way to get to know each other better and often leads to lots of laughs!
  6. Keep it Light: Remember, it’s just a game, so keep it lighthearted and enjoy the funny, surprising, or interesting choices people make.
  7. Rotate Questions: Take turns being the one who asks the questions. This way, everyone gets a chance to share their preferences.
  8. Have Fun: The most important rule is to have fun! It’s not about winning or losing; it’s about enjoying the amusing choices and the conversations that follow.
Friends ice skating

Fun Questions for Winter Would You Rather Game

Here are some simple this or that questions to get you started

  • Would you rather ski or snowboard?
  • Would you rather eat ice cream or have a hot chocolate?
  • Would you rather live in an igloo or live on a beach?
  • Would you rather build a snowman or have a snowball fight?
  • Would you rather wear fuzzy socks or wrap yourself in a warm blanket on a cold winter night?
  • Would you rather go ice skating on a frozen lake or try your hand at ice hockey?
  • Would you rather receive a handmade knitted scarf as a gift or a cozy pair of mittens?
  • Would you rather spend a winter day baking gingerbread cookies or decorating the house with twinkling lights?
  • Would you rather wake up to a snowy morning or a sunny winter day?
  • Would you rather cozy up by the fireplace with a good book or binge-watch your favorite winter movies?
  • Would you rather have a snow day off from school or work or experience a sunny day at a winter carnival?
  • Would you rather have the ability to control snowfall or summon a warm breeze on the coldest winter day?
  • Imagine you’re stuck in a winter wonderland – would you rather have unlimited access to hot chocolate or an endless supply of freshly baked cookies?
  • Winter sports enthusiasts, here’s a tough one: Would you rather conquer the steepest ski slope or perform jaw-dropping tricks in a snowboarding halfpipe?
  • Would you rather spend your days skiing the slopes or your evenings curled up by the fireplace with a good book?
  • If you were an Arctic animal for a day, would you rather be a playful penguin or a majestic polar bear ?
  • Would you rather have a snowball fight with friends or organize a winter-themed costume party?
Snowman and snowball fight with text overlay

Winter This or That Questions

Simply choose which answer you would prefer

  1. Snowball fight or snowman building?
  2. Cozying up by the fireplace or staying active with winter sports?
  3. Ice skating on a frozen pond or ice skating in an indoor rink?
  4. Winter wonderland in the mountains or Winter retreat by the beach?
  5. Peppermint hot cocoa or classic hot chocolate?
  6. Sledding down a hill or tubing at a snow park?
  7. Mittens or gloves for keeping your hands warm?
  8. Winter hiking or winter biking?
  9. Wearing a beanie or earmuffs to stay warm?
  10. Winter camping or cabin retreat?
  11. Skiing in the Alps or snowboarding in the Rockies?
  12. Winter morning with fresh snowfall or a Winter night with clear starry skies?
  13. Decorating the Christmas tree or hanging festive lights outside?
  14. Winter BBQ with friends or a cozy dinner indoors?
  15. Winter spa day or a day of building snow sculptures?
  16. Building a gingerbread house or baking gingerbread cookies?
  17. Winter movie night with classic holiday films or a winter-themed game night?
  18. Ski lodge with a hot tub or a charming log cabin with a fireplace?
  19. Decorating your home with twinkling white lights or colorful holiday decorations?
  20. Snowy day with a cup of warm soup or a sunny day with a winter picnic?
  21. Winter holiday with family or a festive getaway with friends?
  22. Making a snow angel or building a snowman?
  23. Fuzzy socks or warm beanie for staying warm indoors?
  24. Sipping on hot cocoa or munching on marshmallow-topped cookies?
  25. Decorating a winter-themed gingerbread house or making snowflake crafts?
  26. Winter vacation at a magical snowy castle or a cozy cabin in the woods?
  27. Winter scavenger hunt in the backyard or a game of winter charades?
  28. Wearing cozy winter pajamas or a fun, festive onesie?
  29. Winter breakfast: fluffy pancakes or a warm bowl of oatmeal?
  30. Snacking on peppermint bark or indulging in gingerbread cookies?
  31. Festive drink: eggnog with nutmeg or a sparkling cranberry mocktail?
  32. Winter movie night with popcorn or a DIY hot chocolate bar with toppings?
  33. Holiday cookies: classic sugar cookies with icing or snickerdoodles?
  34. Winter dessert: trying a new trendy winter dessert or sticking to classic holiday treats?
  35. Winter hobby: learning to knit cozy scarves or trying out winter photography?
  36. Create a winter-themed playlist or capture the perfect snow day on TikTok?
Pancakes and oatmeal with text overlay


Whether it’s talking about snowball fights or cozy movie nights, these simple questions are a fun way to get the conversation going. Remember, it’s not about getting the right answer – it’s about having fun and creating Winter memories together.

So, the next time you’re with your favorite people, ask these questions and enjoy Winter season. Stay warm and keep the Winter fun going!

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