Winter is the perfect time for laughter, snowball fights, and cozy nights by the fire! Whether you’re enjoying a snow day, sipping hot cocoa, or watching your favorite Christmas movies, these ‘Would You Rather’ questions are a great way to spark fun conversations. We’ve even included a free PDF printable.
They’re awesome ice breakers for the classroom, family dinners, or long winter vacations. So grab a blanket, pour some hot chocolate, and see which winter choices you’d pick!
☃️ Snow Fun & Outdoor Adventures
- Would you rather build a giant snowman or make the biggest snow fort ever?
- Would you rather go snow tubing down a small hill or have an epic snowball fight with your best friend?
- Would you rather make snow angels all day or go ice fishing on a frozen lake?
- Would you rather wear wet mittens or have wet socks after a long day playing outside?
- Would you rather visit the North Pole or compete in the Winter Olympics?
☕ Cozy & Warm Choices
- Would you rather sip hot cocoa or hot chocolate by a warm fire after a snowy day?
- Would you rather build a gingerbread house or watch your favorite Christmas movies all afternoon?
- Would you rather stay inside on a snow day or go outside and play in the cold weather?
- Would you rather wear your favorite cozy sweater for the rest of your life or always have to wear snow gear, even in summer?
- Would you rather have a great conversation starter or a great way to make new friends during the winter season?
🐻 Silly & Imaginative Scenarios
- Would you rather be a polar bear living in the Arctic or an elf working at the North Pole?
- Would you rather have a snow day every week or an extra-long summer vacation?
- Would you rather live inside a gingerbread house or a snow fort for a week?
- Would you rather win a Super Bowl ticket or a trip to the Winter Olympics?
- Would you rather have to drink only hot cocoa for the rest of your life or never be able to eat gingerbread again?
🎉 Ice Breakers & Conversation Starters
- Would you rather spend a snowy day with your best friend or make new friends with fun ice breakers?
- Would you rather spend a whole day inside watching Christmas movies or outside building snow angels and snow forts?
- Would you rather have a great way to start a snowball fight or to end one peacefully?
- Would you rather roast marshmallows by a warm fire or drink endless cups of hot chocolate?
- Would you rather spend the winter season in the North Pole or somewhere warm on summer vacation?
✏️ Creative & Learning Fun
- Would you rather spend your winter vacation practicing your writing skills or learning how to draw an ice castle?
- Would you rather write a story about the South Pole or the North Pole?
- Would you rather use your writing skills to write a letter to Santa or a story about your favorite thing to do in the snow?
- Would you rather get a wrong answer on a quiz or spill hot cocoa on your homework?
- Would you rather write a book about a pet penguin or about a giant snow globe that comes to life?
🍦 Sweet Treats & Holiday Fun
- Would you rather eat ice cream in the middle of winter or candy canes all year long?
- Would you rather decorate gingerbread houses or bake cookies shaped like ice castles?
- Would you rather have a carrot nose like a snowman or a pet penguin that follows you everywhere?
- Would you rather live inside a giant snow globe or a magical ice castle?
- Would you rather celebrate the winter holidays with endless hot chocolate or unlimited ice cream?
🏠 Family Time & Cozy Conversations
- Would you rather share fun games with your family around the dinner table or tell stories about your winter vacation?
- Would you rather have a perfect time playing outside in the snow or inside by the warm fire?
- Would you rather talk about your favorite thing about winter or your dream summer vacation?
- Would you rather spend the winter holidays at home or travel to the South Pole for an icy adventure?
- Would you rather have a pet penguin join you at the dinner table or a snowman with a carrot nose as your guest?
🎲 Games, Giggles & Imagination
- Would you rather invent new fun games to play in the snow or design your own ice castle?
- Would you rather live in a giant snow globe that snows every day or a cozy cabin where it’s always the perfect time to relax?
- Would you rather play fun games with your best friend or build a snow fort with your family?
- Would you rather win a contest for the best carrot nose snowman or the tallest ice castle?
- Would you rather have a pet penguin that loves to play ice cream shop or one that helps decorate for the winter holidays?
Winter is full of magic, laughter, and cozy moments — from building snowmen with carrot noses to sipping hot cocoa by a warm fire. These Would You Rather winter questions are a great way to make memories, spark giggles, and start conversations with family and friends.
So the next time you’re snowed in or enjoying a winter vacation, grab your best friend, pour some hot chocolate, and see which choices everyone picks. You might even come up with your own Would You Rather – Winter Edition!