Would You Rather Questions: Winter Edition

Welcome to my list of winter would-you-rather questions, where I whisk you away on a festive journey through tough choices and dilemma-filled decisions.

Read my other 65 conversation starters here!

You may also like GTQ’s who is most likely questions.

Would You Rather – Winter Activities Questions

Would you rather create an ice sculpture or build a snowman?
Would you rather have a snowball fight or go sledding?
Would you rather go on a winter nature hike or stay in and watch Hallmark Christmas movies?
Would you rather go skiing or snowshoeing?
Would you rather go on a magical sleigh ride or snowshoe through a stunning winter landscape?
Would you rather learn how to figure skate or synchronized swimming?
Would you rather go on a first date ice skating or shopping?
Would you rather spend a winter weekend in a cozy remote cottage or at a fancy luxury resort?
Would you rather be snowed in at home or in a cabin in the woods?
Would you rather ski and drink beer or sip cocktails in a hot tub?
Would you rather browse a Christmas craft show or watch the local school Christmas pageant?

Would You Rather – Winter Traditions Questions

Would you rather go on a winter wonderland vacation with your family or friends?
Would you rather go on an annual ski trip or a warm vacation?
Would you rather do a weekend trip to see Christmas decorations or markets?
Would you rather start a wreath-making group or a carol-singing circle?
Would you rather watch Hallmark movies or read a winter-themed novel?
Would you rather go to a Christmas party or a cozy night with snacks?
Would you rather receive jewelry or an all-expenses-paid vacation as a gift?
Would you rather have your guests bring an item or contribute to the cost?
Would you rather take wine for the host or a bouquet of Christmas flowers?

Would You Rather – Winter Food Questions

Would you rather bake a warming pie or a tasty batch of cookies?
Would you rather cook a bowl of soup or a hot pot?
Would you rather eat a stodgy meal or a spicy main?
Would you rather drink a hot cup of tea or hot cocoa?
Would you rather cozy up with a hot cocoa or a hot toddy?

Would You Rather – Winter Funny Questions

Would you rather be able to control room temperatures or make it snow?
Would you rather have someone shovel the sidewalk or watch people fall?
Would you rather watch winter memes or laugh at puns?
Would you rather control your mood with a snowball globe or your outfits?
Would you rather have a snowball launcher or a souped-up sled?
Would you rather be hit with snowballs or sit on melted ice?
Would you rather throw a snowball at annoying people or make it storm when you are mad?

Would You Rather Christmas Questions

Would you rather decorate your house or shop for gifts?
Would you rather give gifts or receive them?
Would you rather wrap gifts or pay for that service?
Would you rather make everyone happy but go broke or budget and disappoint?
Would you rather decorate a tree delicately or have garish lights in the garden?
Would you rather throw a potluck or host a Christmas craft-making party?
Would you rather have a hangover on Christmas Day or the day after?

You may also like our list of this or that Christmas questions

Final Thoughts

Did you have fun navigating this list of winter would you rather questions?

We’d love to hear your thoughts, so please feel free to comment below and share your favorite winter choices.

Conversation Starters