Looking for an enjoyable and simple Valentine’s Day activity? Give these Valentine’s Day Would You Rather Questions a try! These 25 prompts are amusing and playful to share with friends, classmates, and family. We’ve also included 2 free printables for you!
RELATED: Would You Rather Questions for Kids

You can select from 2 complimentary printables: a checklist or a set of cards.
The cards are perfect to take along to a Valentine’s Day dinner. The checklist is ideal for guests to complete at a Valentine’s Day celebration or in the classroom. Print the questions and enjoy answering them together!
Children enjoy considering their response to every question and hearing what their friends and relatives would answer as well!

You’ll find 2 complimentary printables at the end of this post.
Try these goofy prompts at a classroom Valentine’s Day celebration, during indoor recess, or on an extended car trip. You can also print them ahead of time and use them whenever you want a fast activity throughout February!

For even more entertaining Would you Rather Questions, check out our complete collection of 100+ Would You Rather Questions for Kids or my book, the Ultimate Book of Would You Rather Questions.
Ways To Use These Questions
- A school classroom celebration
- An indoor recess activity
- A Valentine’s Day meal
- A Valentine’s Day party activity
Print the one-page sheet and let children choose their answer, or print the separate cards and alternate drawing one to read aloud.



25 Valentine’s Day Would You Rather Questions
Below are all 25 Questions.Some are funny. Others may be trickier to answer. A few are sure to make you giggle.
These prompts were created with children in mind, though grown-ups will enjoy answering them too! Keep kids entertained throughout February with these delightful Valentine’s Day questions.
The free printables are available below, or you can read through the questions in this collection:
Here is the complete set of 25 questions:
- Would you rather have candy hearts as teeth or Hershey’s Kisses in place of a nose?
- Would you rather spend an entire day with Cupid or the Tooth Fairy?
- Would you prefer to never eat chocolate again or give up candy forever?
- Would you rather celebrate Valentine’s Day during spring or Halloween during summer?
- Would you rather appear in a romantic film or perform as the vocalist of a well-known love song?
- Would you rather have violet-colored hair or rosy eyelashes?
- Would you rather possess Cupid’s wings or the Easter bunny’s tail?
- Would you rather keep a love bug or a teddy bear that talks as a pet?
- Would you rather wear only red or only pink for the rest of your life?
- Would you rather swim in a pool filled with red Kool-Aid or own an enormous chocolate fountain?
- Would you rather sing a love song through the school intercom or tell every person you meet “I love you” for one day?
- Would you rather eat chocolate with a spicy flavor or sweets that taste like broccoli?
- Would you rather hand out a Valentine to everyone at your school or decorate the entire school for Valentine’s Day?
- Would you rather get a bouquet of brown roses or a gift box packed with vegetables?
- Would you rather go to a Valentine dance in 1950 or in 2050?
- Would you rather hear love songs throughout the day or watch romantic films all day?
- Would you rather eat 1 extremely sour candy or a Brussels sprout covered in chocolate?
- Would you rather wear a Halloween costume on Valentine’s Day or hand out Valentines on Halloween?
- Would you rather add “I love you” to the end of every sentence or speak only in whispers?
- Would you rather dine at a restaurant for Valentine’s Day or stay in and enjoy your favorite homemade meal?
- Would you rather create 100 handmade cards or be given 100 valentines?
- Would you rather spend Valentine’s Day inside an ice castle or visit the fair?
- Would you rather skip Valentine’s Day or miss one day of school?
- Would you rather visit the Eiffel Tower in Paris or take a gondola ride in Venice?
- Would you rather meet Mickey and Minnie Mouse or Beauty & the Beast?
Enjoy playing this game on Valentine’s Day!
For additional would you rather prompts, check out the Ultimate Book of Would You Rather Questions.

Note:These printables are intended for personal or classroom use only.