100 winter Would You Rather questions for kids—fun, easy, and perfect for snow days, family time, and screen-free indoor activities.
Winter always sounds cozy… until you’re a few days into cold weather, everyone’s stuck inside, and the energy starts building fast. Between snow days, early sunsets, and trying to keep everyone entertained indoors, it helps to have a few simple ideas ready to go.
That’s exactly why I love “Would You Rather” questions. They take zero prep, work for all ages, and somehow turn even the most restless moments into laughter and conversation.
Whether you’re sitting around the dinner table, warming up after playing outside, or just trying to fill a quiet moment, this is one of those easy activities that always works.
Looking for more question games? Visit our Icebreaker Questions for Kids hub for easy, fun ways to get kids talking.
Why You’ll Love These Winter Would You Rather Questions
This is one of those activities that feels effortless but creates real connection.
You’ll love it because it’s:
- No prep at all
- Perfect for all ages
- Great for quick moments or longer conversations
- Easy to use anywhere (home, car, or indoors)
- Screen-free and engaging
It’s a simple way to get everyone talking without forcing it.
How to Play
This couldn’t be easier.
- Read a “Would You Rather” question
- Everyone picks their answer
- Share why (optional… but usually the fun part!)
You can keep it simple or mix it up:
- Go around the room
- Let kids take turns asking
- Turn it into a game (vote or move sides)
- Keep score for fun
There’s no right or wrong way — just do what works for your family.
What These Questions Are Good For
This is one of those “use it anytime” activities.
Perfect for:
- Snow days
- Family dinners
- Long car rides
- Classroom activities
- Holiday gatherings
- Cozy nights at home
They also help kids build:
- Conversation skills
- Confidence sharing opinions
- Listening to others
- Family connection
And honestly… some of the best conversations come from the simplest questions.
Winter Would You Rather Questions
- Go ice skating or roller blades?
- Build a snowman with your friends or build an Igloo by yourself?
- Stay at home from school on a snow day or have an extra day of summer vacation?
- Wear 2 layers of mittens or wear 3 layers of gloves?
- Make a 50 snow angel or make a 50 snowman?
- Drink hot chocolate or drink hot apple cider?
- Stay inside in your PJ’s or go ice fishing?
- Build a snowman for 2 hours without wearing gloves or get your tongue stuck on a metal pole for 2 hours?
- See an ice sculpture or see an ice castle?
- Have a winter birthday party but no friends invited or have a summer birthday party with friends?
- Wear a bikini in the snow or wear a coat at the beach?
- Spend a whole night sledding or spend a whole night skiing?
- Be a polar bear for the whole day or be a penguin for 1 night?
- Have a snowball fight with siblings or have a pillow fight with friends?
- Shovel snow or rake leaves?
- Be in unending winter or unending summer heat?
- Have a red nose or have a carrot nose?
- Jump in a big pile of snow or jump in a muddy puddle?
- Go skiing or snowboarding?
- Have no winter break or no spring break?
- Drink hot cocoa with mallows every morning or eat ice cream every morning?
- Live in a gingerbread house for 1 week or live in an igloo for 2 weeks?
- Sit by a warm fire in snow or sit by a campfire?
- Sip a bowl of spicy beef soup or a bowl of hot chicken noodle soup?
- Travel to the North Pole or have an adventure in the desert?
- Eat an icicle popsicle or eat a ball of snow?
- Go sledding but no gloves and bonnet or go swim but no sunscreen and beach towels?
- Have Elsa’s power to freeze things or have Olaf’s magic and never melt at all?
- Wear snowshoes on your hands or bonnet on your feet?
- Meet Rudolph the Red-nosed reindeer or Frosty the Snowman?
- Have snow every day or no snow at all?
- Get travel to a future winter holiday or relive a past winter holiday again?
- Wash your dad’s car in winter or during the scorching heat in summer for the rest of your life?
- Go ice skating or go swimming?
- Go look at holiday lights or watch the 4th of July fireworks?
- Go sledding with family or go down a water slide alone?
- Get hit by a giant snowball or have a giant wave crash down on you?
- Shovel the village driveway or mow your neighbor’s lawn?
- Go snowmobile or go off-roading?
- Drive a dog sled or drive a horse-drawn sleigh?
- Build 50 igloos or make 50 snow angels?
- Play Ice hockey with your parents for 2 days or go figure skating for 2 days with your friends?
- Shovel snow or clean the house?
- Drink hot cocoa or drink ginger tea?
- Have snow buddy with a polar bear or snow body with Olaf?
- Have a pet penguin or reindeer?
- Eat mint candies or sour jello?
- Decorate a winter-themed Christmas tree or decorate Christmas cookies?
- Have wet socks on your hand for a year or wet mittens on your feet for a year?
- Watch Frozen for the whole week or watch The Grinch for the whole week?
- Eat Christmas candies or eat a gingerbread house?
- Snuggle in a blanket inside or wrap up and play outside?
- Have 4 more weeks of winter or 4 more weeks of summer?
- Build 100 snow people or go sledding for 30 minutes?
- Play in the snow for 3 hours or stay in and watch a movie for 3 hours?
- Listen to a piece of music on a snow day or read a book on a snow day?
- Wear a cool scarf or wear cool earmuffs?
- Have friends with a polar bear or have friends with a penguin?
- Be an arctic fox or be a snowy owl?
- Have penguin flippers or have walrus tusks?
- Be a talking snowman or be a flying reindeer?
- Always be cold or always be warm?
- Bake a gingerbread man that comes to life or build a snowman that comes to life?
- Hibernate all winter or migrate to a warmer place?
- Sled down a huge hill once or sled down a small hill 30 times?
- Follow the footprints of a polar bear or follow the footprints of a penguin?
- Walk barefoot in the snow or wear a snowman costume at school?
- Play in the snow or stay fireside?
- Drink more warm milk or drink more warm water?
- Forget your coat or forget your mitten?
- Leave out milk or hot chocolate for Santa?
- Clear icicles or shovel snow?
- Eat a pint of hot ice cream or eat a bowl of cold chicken soup?
- Be in winter forever or summer forever?
- Have a cold winter with less snow or a warm winter with more snow?
- Watch the winter Olympics or watch the Superbowl?
- Let it snow or melt it all?
- Eat hot fudge or warm cookies?
- Build 20 igloos or build 20 snow forts?
- Play in snow or stroll in the woods?
- Take a shower in cold water or have a bath in warm water?
- Wear sweaters for the rest of your life or never wear sweaters again?
- Hug a polar bear or shake hands with a penguin?
- Make your own sweater or buy one from a store?
- Be given warm milk or a cup of hot chocolate with marshmallows?
- Be locked in a room full of penguins or reindeer?
- Have a snow-head or penguin flippers?
- Get soak with warm milk or hot cocoa?
- Go for a ride in Polar express or take a trip to the North Pole?
- Have mittens for feet or skis on hand?
- Watch Ice age for 8 hours or Happy feet for 8 hours?
- Be an elf at the North Pole or one of the horse-drawn sleighs?
- Have a complete family trip to the North Pole or on a beach with a few family members?
- Have a bonfire and smores or watch a holiday movie and hot cup of chocolate?
- Perform in the Nutcracker or play in the Super Bowl?
- Live at the South Pole or live at the North Pole?
- Have a cup of hot choco with a Polar bear or make a hot choco with a polar bear?
- See the Nut Cracker or dance in the Nut Cracker?
- Make a growling sound like a polar bear for 2 hours or walk like a penguin for 2 hours?
- Live in Aurora Borealis where nobody knows you or somewhere that everybody knows you?
Easy Ways to Make It More Fun
Want to mix things up a little?
- Turn it into a points game
- Make everyone explain their answer
- Kids vs. adults (always fun)
- Let kids create their own questions
You can keep it quick or turn it into a full activity — both work.
More Winter Printables You’ll Love
Mix and match for easy, screen-free winter fun.
Share the Fun
If you use these questions, I’d love to hear your favorites! Tag us @micheletripple on Instagram so we can share your winter fun!
Michele Tripple is a renowned author and expert in the fields of parenting, relationships, and personal development. She is a certified Life Coach with her degree in marriage and family studies, her experience as a Family Life Educator, and over a decade of experience as a professional writer; Michele has authored books that provide practical advice and insights into improving family dynamics and personal growth. Her work is celebrated for its blend of research-driven information and relatable, real-world applications. Michele has been a keynote speaker at conferences and has contributed to numerous publications and media outlets, solidifying her reputation as an authoritative voice in her field and helping families build relationships.