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Winter this or that questions (2026): when the days get short and everyone is stuck indoors, a fast round of this or that gets people talking without a single game piece. Someone reads two winter choices, everyone picks one, and the best part is hearing why. Below are 47 winter this or that questions sorted for kids, families and adults, plus a silly round to finish. They work on snow days, at a cabin, on a long drive to the mountains or at a January game night.
Best boxed game for a snowed-in afternoon: Would You Rather? Junior
When the list runs out, Would You Rather? Junior keeps the same choose-one-of-two fun going with kid-friendly cards and a simple board. It is built for younger players and costs about $15.
Price band: $10–$20 (about $15) · Check today’s price on Amazon
How to play winter this or that
- Pick one reader, or pass the phone around the room.
- Read a question out loud, such as “snowball fight or sledding race?”
- Everyone points left for the first answer or right for the second.
- Ask one person on each side to defend their pick in one sentence.
- Keep going until someone yawns, then switch to the silly round.
For a little competition, try majority rules: everyone guesses which side the group will pick before the vote, and correct guessers earn a point. The first player to five points chooses the next movie or the next snack.
Winter this or that questions for kids
These are short, easy to picture and safe for any age, which makes them good for classrooms, snow days and car rides.
- Snowball fight or sledding race?
- Mittens or gloves?
- Snow fort or snow angel?
- Hot chocolate with marshmallows or whipped cream?
- Penguins or polar bears?
- Build a snowman or build an igloo?
- Snow day at home or snow day at a friend’s house?
- Ice skating or skiing?
- Fuzzy socks or slippers?
- Winter break movie day or winter break craft day?
- Icicles or snowflakes?
- Puffy coat or a long wool coat?
Winter this or that questions for families
Use these around the dinner table or by the fire. Many lead to stories about past winters, so let the answers run long.
- Fireplace or heated blanket?
- Soup or chili on a cold night?
- Board games or a puzzle by the window?
- Shovel the driveway or use a snowblower?
- Cabin in the mountains or cozy apartment in the city?
- Winter hike or winter drive to see the lights?
- Pajama day or sweater day?
- Homemade cocoa or coffee shop cocoa?
- Bake bread or bake cookies?
- Snowshoeing or cross-country skiing?
- A snow globe on the shelf or a real snowstorm outside?
- Morning frost on the windows or evening snowfall under a streetlight?
- Indoor picnic or blanket fort?
Winter this or that questions for adults
A little more grown-up, these suit a cabin weekend, a friends’ night in or a January work icebreaker.
- Hot toddy or spiked cider?
- Ski trip or beach escape in January?
- Wool socks or cashmere socks?
- Hibernate all weekend or plan a winter adventure?
- Winter wedding or summer wedding?
- Snow tires or all-season tires?
- Book by the fire or binge a new series?
- A white winter or a mild winter?
- Hot springs or a sauna?
- Early sunset or late sunrise?
- Cozy dinner party or big holiday bash?
- Hand warmers in every pocket or a heated jacket?
Silly winter this or that questions
Save these for the end, when everyone is warmed up and ready to laugh.
- Live in an igloo for a week or a treehouse in a blizzard?
- Have a pet penguin or a pet snowy owl?
- Be a snowflake that never melts or a snowman who can talk?
- Only drink cocoa all winter or only eat soup all winter?
- Ice skate to work or ski to the grocery store?
- Sneeze snowflakes or hiccup jingle bells?
- Have icicle hair or a frosty beard for a day?
- Ride a polar bear or a sled pulled by huskies?
- Wear ski boots to every party or swim goggles in every snowstorm?
- Hibernate like a bear or migrate like a bird?
Ways to turn the list into a cold-weather party game
- Snowball toss: crumple scrap paper into snowballs and toss one into the bucket on the side you choose.
- Two corners: label two sides of the room and have everyone walk to their answer. Great for kids with energy to burn.
- Team debate: split into two teams, give each a side and let them argue for 30 seconds. The listeners vote on the winner.
- Write-in round: each player writes one new winter this or that question on a card, then the cards go into a hat.
Games for more cold-day choices
Two picks for when the list is done and nobody wants to go back outside.
- For kids: Would You Rather? Junior — kid-friendly choose-one cards (about $15)
- For the whole family: TableTopics Family — 135 conversation cards for ages 6 and up (about $25)
Want longer prompts? Try our winter would you rather questions or browse indoor winter games for adults for a full night in.
Winter this or that questions FAQ
What are good winter this or that questions for kids?
Simple pairs work best, such as snowball fight or sledding race, mittens or gloves, and penguins or polar bears. The kids section above has 12.
How long does a round of this or that take?
About 20 questions fill 10 to 15 minutes when people explain their picks. This list has 47, enough for a long snow day.
Can you play this or that over video?
Yes. Hold up one or two fingers to vote, or use the chat. It is an easy warm-up for remote classes and winter team calls.



