75 Fantastic Winter This or That Questions

Last Updated on November 11, 2022 by Michele Tripple

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Ready for a little bit of this or that fun? Grab your hot cocoa and play winter this or that with your friends and family! 

5 Winter This or That PDFS with blue border

Winter This or That

Winter is a beautiful time of the year. Everything becomes a winter wonderland. The holidays, snow, and cozying up to the fireplace are so pleasant and wonderful. If this winter has you stuck indoors and you need an activity to entertain, not to flurry. We have you covered. 

Whether you adventure outdoors for fun and snow or stay indoors with a cup of hot chocolate, these Winter This or That questions will make you laugh yourself chilly this frosty season.  

These Winter this or that questions can be used in the classroom or with your family quickly and easily. They are a perfect activity to have on hand to use at a moment’s notice! 

Examples of the printable winter this or that with penguins in blue hats and scarves with grey trees with a blue background.

This or That

This or That is a great “ice”-breaker game. It is perfect to use in the classroom, for family fun nights, and any cozy gathering. This game is non-competitive and doesn’t take any strategy to play. 

It is like playing Would You Rather. I love these questions because they can spark more questions about “why” and help create natural conversations. 

Winter This or That would be great to play with people on your Instagram stories or other social media accounts as well. It is a great way to get to know your friends you don’t get to see often. Tag us @micheletripple so we can play along too!

Blue and white background with examples of the printables withe the text that says "Includes 75 Winter This or That Questions!"

How to Play

Winter This or That is the perfect game to help get to know people in a simple, easy way that is fun for everyone. 

This or That can be played individually, with two people, or in a big group. There are no special rules to how to play. It’s just entertaining to pick the one you like best.  

If you are playing this with a big group, you can read the questions aloud and have people stand on one side of the room or the other, depending on their choice.  

Even if you think you know someone well, you may be surprised at some of the answers they may pick. 

For more fun, ask why they picked the one they did. You can even play like a mind reader and guess what they would pick. See how many you can get right. 

All you have to do to play, is print our 75 Winter This or That questions. No setup or cleanup. Download, Print and you are ready for wintery fun! 

Need More Winter Games and Activities?

  • Winter Would You Rather
  • Winter Color by Number
  • Winter Bingo
  • Winter Charades
  • Winter Fun Activities for Families
  • Winter Scattergories

And if you love playing this or that be sure you play some of our other reader’s favorites like New Years This or That, Christmas This or That, or This or That for Teens.

Three different people are explaning how that like these winter this or that questions showing what the printables have on them and that they are perfect for the whole family and easy to print with a blue border.

Winter This or That Questions

Penguin holding a gray baby penguin with a winter this or that question with a blue border.
  • Eggnog or hot cocoa?
  • Sweater or turtleneck?
  • Gingerbread or sugar cookies?
  • Candy canes or peppermint barks?
  • Watching movies or reading books?
Penguin on ice skates wearing a blue winter cap with a this or that question about winter with a blue border.
  • Sitting fireside or going sledding?
  • Fuzzy socks or slippers?
  • Snow tubing or snowboarding?
  • Winter hat or snow boots?
  • Hot cocoa with marshmallows or ice cream?
Penguin in a blue scarf with a this or that question with a blue border.
  • Wearing wet mittens or wet socks for a day?
  • Igloo or gingerbread house?
  • Snowman or snow angels?
  • Swimsuit during winter long or a snowsuit during?
  • Dogsled or bobsled?
Penguin wearing a blue scarf and blue earmuffs with a this or that question and a blue border.
  • Snowshoeing or snowmobiling?
  • A warm fire in a cabin or ice skating on a frozen pond?
  • Sitting in a natural hot spring or participating in a polar bear plunge?
  • Spicy chili or a bowl of hot chicken noodle soup?
  • Huge mountain or a small hill ten?
Penguin holding a gray baby penguin with a winter this or that question with a blue border.
  • Ice fishing or building a snow fort?
  • Wild polar bear or a crazy penguin?
  • Catch snowflakes on your tongue or eat an icicle popsicle?
  • Snow castle or ice sculpture?
  • Rudolph the Red-Nosed Reindeer or Frosty the Snowman?
Penguin on ice skates wearing a blue winter cap with a this or that question about winter with a blue border.
  • Campfire or in a fireplace?
  • Giant snow globe or an igloo?
  • A mound of snow or jump in a puddle of mud?
  • Gloves or mittens?
  • Hot cocoa or coffee?
Penguin in a blue scarf with a this or that question with a blue border.
  • Ice skating or roller blades?
  • Skiing or snowboarding?
  • Sledding or skiing?
  • Frozen lake or ice skate arena?
  • Rain or snow?
Penguin wearing a blue scarf and blue earmuffs with a this or that question and a blue border.
  • Pile of leaves or rain puddle?
  • Pile of snow or pile of leaves?
  • Shoveling the snow or raking the leaves?
  • Ski or snowmobile?
  • Pillow fort or blanket fort?
Penguin holding a gray baby penguin with a winter this or that question with a blue border.
  • Cookies or cinnamon rolls?
  • Cozy socks or warm mittens?
  • Christmas or New Year?
  • Real tree or fake tree?
  • The Grinch or Buddy the Elf?
Penguin on ice skates wearing a blue winter cap with a this or that question about winter with a blue border.
  • Christmas movies or Christmas songs?
  • Beanie or earmuffs?
  • Snow walk or sit by the fire?
  • Red or green?
  • Family or friends?
Penguin in a blue scarf with a this or that question with a blue border.
  • Work or home?
  • Hometown or out of town?
  • Cooked food or ordered food?
  • Snow or without snow?
  • Hot chocolate or wine?
Penguin wearing a blue scarf and blue earmuffs with a this or that question and a blue border.
  • Build a snowman or have a snowball fight?
  • Hot chocolate or hot apple cider?
  • Summer or winter?
  • Meet a Yetti or meet bigfoot?
  • Summer Christmas or winter Christmas?
Penguin holding a gray baby penguin with a winter this or that question with a blue border.
  • Gift bag or wrapped gift?
  • Sweater or Sweatshirt?
  • Mountain or Beaches?
  • Pine-scented candle or Sugar Cookie scented candle?
  • Vanilla or peppermint?
Penguin on ice skates wearing a blue winter cap with a this or that question about winter with a blue border.
  • Pumpkin or cinnamon?
  • Sandcastle or Snow fort?
  • Football or Basketball
  • Leather boots or snow boots
  • Candy apples or chocolate cover cherries
Penguin in a blue scarf with a this or that question with a blue border.
  • Pancakes or waffles
  • Muffins or cupcakes
  • Fireplace or heated blanket
  • Soup or stew
  • Hat or Scarf
Penguin holding a gray baby penguin with a winter this or that question with a blue border.

More Fun This or That Games!! Check These Out!

 
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