365 Questions to Ask Your Grandkids in 2024 (One for Each Day!)

/ Grandparenting

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2023 is coming to a close, and 2024 will be here in a few days… How can we possibly be beginning another year? We never know when the good Lord will decide it is our time, so I am always grateful to be going into another year, and I pray that 2024 brings you all good health and lots of happiness.

Have you made your resolutions yet? Whether you have or haven’t, I invite you to get to know your grandchild(ren) better in 2024, which you can do by asking them one of these 365 questions – one for every day of the year:

Table of Contents show

January

  1. What is your favorite winter activity?
  2. What’s your happiest memory from last year?
  3. If you could learn a new skill this year, what would it be?
  4. What book did you enjoy recently?
  5. What’s your favorite indoor game?
  6. Do you have a New Year’s resolution?
  7. What’s your favorite winter food?
  8. Who is your best friend, and why?
  9. What’s your favorite subject in school?
  10. What do you dream of becoming one day?
  11. What’s your favorite family tradition?
  12. If you could travel anywhere, where would you go?
  13. What makes you feel happy when you’re sad?
  14. What’s your favorite movie or TV show?
  15. If you could have a superpower, what would it be?
  16. What’s your favorite animal?
  17. If you could invent something, what would it be?
  18. What’s your favorite color and why?
  19. If you could meet a famous person, who would it be?
  20. What’s your favorite song?
  21. What do you like most about winter?
  22. What’s the best thing about being your age?
  23. What’s your favorite game to play outside?
  24. Do you like to draw or paint?
  25. What’s your favorite memory with your friends?
  26. What do you like to do on weekends?
  27. What is something you are really good at?
  28. What is your favorite snack?
  29. Describe a perfect day for you.
  30. What’s your favorite thing to do with family?
  31. What’s the best advice someone has given you?

February

  1. What do you love most about your family?
  2. What’s your favorite thing to do on a snowy day?
  3. If you could write a book, what would it be about?
  4. What’s the kindest thing you’ve ever done?
  5. Who is your hero, and why?
  6. What do you want to be when you grow up?
  7. What’s your favorite Valentine’s Day treat?
  8. What do you think love means?
  9. What’s your favorite board game?
  10. Describe your best friend.
  11. What’s your favorite hobby?
  12. What makes you feel loved?
  13. What’s the funniest thing you’ve ever seen?
  14. If you could change one thing in the world, what would it be?
  15. What’s your favorite thing to learn about?
  16. What’s your favorite sport to watch or play?
  17. What do you want to learn more about?
  18. What’s your favorite thing about school?
  19. If you could be any animal, what would you be?
  20. What makes a good friend?
  21. What’s the best gift you’ve ever received?
  22. What’s something new you’d like to try?
  23. What’s your favorite thing to do with your friends?
  24. What’s the most interesting fact you know?
  25. If you could have dinner with any fictional character, who would it be?
  26. What’s your favorite memory from last summer?
  27. What’s something you’re grateful for?
  28. What’s your favorite dessert?

March

  1. What’s your favorite thing about spring?
  2. What’s the funniest joke you know?
  3. What do you look forward to most this year?
  4. What’s your favorite outdoor activity?
  5. If you could create a holiday, what would it be?
  6. What’s your favorite way to relax?
  7. What’s your favorite flower or plant?
  8. What’s your favorite thing to do on a rainy day?
  9. What book character would you like to be friends with?
  10. What’s the best thing about being a kid?
  11. If you could visit any planet, which one would you choose?
  12. What’s your favorite family vacation memory?
  13. What’s your favorite thing to do at the park?
  14. What do you like to do to help others?
  15. What’s something you’re proud of?
  16. What’s your favorite thing to do in the garden?
  17. What’s the most interesting place you’ve been to?
  18. If you could have any pet, what would you choose?
  19. What’s your favorite song to dance to?
  20. What’s your favorite way to celebrate your birthday?
  21. What’s your favorite subject in school and why?
  22. If you could be a character in any book, who would you be?
  23. What’s your favorite thing to draw or paint?
  24. What’s your favorite family meal?
  25. What’s the nicest thing a friend has ever done for you?
  26. What’s your favorite game to play at recess?
  27. What’s your favorite thing about your home?
  28. What’s something new you’d like to learn this year?
  29. What’s the most beautiful place you’ve ever seen?
  30. What’s your favorite holiday and why?
  31. If you could have any job when you grow up, what would it be?

April

  1. What’s the best April Fool’s prank you know?
  2. What’s your favorite thing about springtime?
  3. If you could plant anything in a garden, what would you plant?
  4. What’s your favorite rainy-day activity?
  5. What’s the most interesting thing you’ve learned in school?
  6. If you could be any mythical creature, which one would you choose?
  7. What’s your favorite family tradition in spring?
  8. What’s your favorite outdoor game?
  9. What’s something you’re looking forward to this month?
  10. If you could be an expert in any subject, what would it be?
  11. What’s your favorite springtime food?
  12. What’s the most adventurous thing you’ve ever done?
  13. What do you like most about nature?
  14. What’s your favorite thing about Easter (if celebrated)?
  15. What’s your favorite flower?
  16. What’s the best book you’ve read recently?
  17. If you could visit any historical time period, when would it be?
  18. What’s your favorite family memory?
  19. What’s the best advice you’ve ever received?
  20. If you could change one thing about the world, what would it be?
  21. What’s your favorite thing to do with your siblings or friends?
  22. What’s your favorite way to stay active?
  23. What’s your favorite thing to do on a weekend?
  24. What’s your favorite family meal?
  25. If you could learn any language, which one would you choose?
  26. What’s your favorite thing to do in the park?
  27. What’s the most interesting animal you know?
  28. What’s your favorite subject in school and why?
  29. What’s something kind you did for someone recently?
  30. If you could have a magical power, what would it be?

May

  1. What’s your favorite way to celebrate Mother’s Day (if celebrated)?
  2. What’s your favorite spring sport?
  3. What’s your favorite thing about your family?
  4. What’s the best place you’ve ever visited?
  5. What’s your favorite hobby or activity?
  6. What’s your favorite thing to do on a sunny day?
  7. If you could be any character from a book for a day, who would you be?
  8. What’s your favorite thing to do in the water?
  9. What’s your favorite thing about your home?
  10. What’s your favorite school project you’ve done?
  11. What makes you feel brave?
  12. What’s your favorite thing to do with friends?
  13. What’s the best thing about being your age?
  14. What’s your favorite family tradition?
  15. If you could have any pet, what would it be?
  16. What’s your favorite game to play outside?
  17. What’s something new you want to try this summer?
  18. What’s your favorite thing to do on a holiday?
  19. What’s the most interesting fact you’ve learned recently?
  20. What’s your favorite thing to do at the beach or pool?
  21. What’s your favorite type of weather?
  22. What’s your favorite thing to do on a long car ride?
  23. What’s your favorite memory with your friends?
  24. What’s your favorite thing to do when you’re alone?
  25. What’s the best gift you’ve ever given someone?
  26. What’s your favorite way to help around the house?
  27. What’s your favorite thing about your school?
  28. What’s your favorite animal, and why?
  29. What’s your favorite thing to cook or bake?
  30. What’s your favorite movie or TV show?
  31. What are you most looking forward to this summer?

June

  1. What’s your favorite summer activity?
  2. What’s the best thing about being out of school for the summer?
  3. If you could go on any adventure, what would it be?
  4. What’s your favorite ice cream flavor?
  5. What’s the most fun thing you’ve ever done in the water?
  6. What’s your favorite thing to do with family in the summer?
  7. If you could visit any country, where would you go?
  8. What’s your favorite summer fruit?
  9. What’s the funniest thing that happened to you this year?
  10. If you could have a picnic anywhere, where would it be?
  11. What’s your favorite summer holiday and why?
  12. What’s something you want to learn this summer?
  13. What’s your favorite thing to do in the park?
  14. What’s your favorite thing to do on a hot day?
  15. What’s the most beautiful place you’ve seen in nature?
  16. What’s your favorite summer memory?
  17. If you could be any character in a movie, who would you be?
  18. What’s your favorite thing about the ocean or beach?
  19. What’s your favorite sport to play in the summer?
  20. What’s something new you tried recently?
  21. What’s your favorite thing to do with friends in the summer?
  22. If you could be a famous person for a day, who would you choose?
  23. What’s your favorite thing about your family?
  24. What’s your favorite family vacation?
  25. If you could invent a new game, what would it be?
  26. What’s your favorite way to cool off in the summer?
  27. What’s your favorite summer song?
  28. What’s the best thing you’ve cooked or baked?
  29. What’s your favorite thing to do on a rainy summer day?
  30. What’s something important you learned from your parents?

July

  1. What’s your favorite thing about July?
  2. How do you like to celebrate the 4th of July (if celebrated)?
  3. What’s your favorite summer treat?
  4. What’s your favorite thing to do in the water?
  5. What’s the best movie you’ve seen this year?
  6. What’s your favorite way to spend time outdoors?
  7. If you could be any animal for a day, what would you be?
  8. What’s your favorite summer memory with your family?
  9. What’s your favorite game to play on a summer evening?
  10. What’s the most interesting thing you’ve found in nature?
  11. What’s your favorite thing to do at a park or playground?
  12. What’s your favorite type of firework (if applicable)?
  13. What’s the best way to spend a summer day?
  14. What’s your favorite summer fruit or vegetable?
  15. If you could learn to play any musical instrument, what would it be?
  16. What’s your favorite thing about camping (if you’ve gone)?
  17. What’s your favorite summer tradition?
  18. What’s the best thing about the beach?
  19. What’s your favorite thing to barbecue or cook in the summer?
  20. What’s the most interesting thing you want to learn about?
  21. What’s your favorite summer sport?
  22. What’s your favorite way to travel?
  23. What’s your favorite thing to do on a summer night?
  24. What’s the best advice you’ve ever given someone?
  25. What’s your favorite thing to do with your grandparents?
  26. What’s your favorite summer book?
  27. What’s your favorite thing to do when it’s really hot outside?
  28. What’s the most fun you’ve ever had with your friends?
  29. What’s something you’re proud of accomplishing this year?
  30. If you could take a summer vacation anywhere in the world, where would it be and why?
  31. If you could make a bucket list of things to do before school begins, what would be the top 3 on your list?

August

  1. What’s your favorite thing to do during the late summer?
  2. How do you prepare to go back to school?
  3. What’s your favorite summer vacation memory?
  4. If you could create a new holiday, what would it celebrate?
  5. What’s your favorite way to spend a warm evening?
  6. What new skill or hobby did you try this summer?
  7. What’s your favorite thing about the ocean or lake?
  8. What’s the most interesting thing you saw this summer?
  9. What’s your favorite summertime food?
  10. If you could be a character from a summer movie, who would you be?
  11. What’s your favorite thing to do with friends during the summer?
  12. What’s the best book you read this summer?
  13. What’s your favorite way to stay cool on a hot day?
  14. What’s the most fun game you played this summer?
  15. What do you look forward to most about going back to school?
  16. What’s your favorite summer fruit or vegetable?
  17. What’s the most interesting place you visited this summer?
  18. What’s your favorite summer song?
  19. What’s the best thing you learned this summer?
  20. What’s your favorite thing to do at a fair or amusement park?
  21. What’s your favorite summer memory with your grandparents?
  22. If you could have any wild animal as a pet, which would you choose?
  23. What’s your favorite thing to do in the backyard?
  24. What’s the best way to spend a summer afternoon?
  25. What’s your favorite summer craft or project?
  26. If you could invent something, what would it be?
  27. What’s your favorite thing about thunderstorms (if applicable)?
  28. What’s your favorite water game or activity?
  29. What’s something you want to achieve during the next school year?
  30. What’s the most interesting fact you learned about nature this summer?
  31. Which season is your favorite?

September

  1. What’s your favorite thing about the fall season?
  2. How was your first week back at school?
  3. What’s your favorite thing to do when leaves start changing colors?
  4. What do you like most about your classroom or school?
  5. What’s the best part about getting older?
  6. What’s your favorite thing to do on weekends now that school has started?
  7. If you could be any historical figure for a day, who would you choose?
  8. What’s your favorite after-school activity?
  9. What’s the most interesting thing you’ve learned in school so far this year?
  10. What’s your favorite fall food?
  11. If you could take a trip anywhere this fall, where would you go?
  12. What’s your favorite thing to do at a park in the fall?
  13. What’s the best book you’ve read about autumn?
  14. What’s your favorite fall sport?
  15. What’s something you’re proud of learning recently?
  16. If you could host a fall festival, what activities would you include?
  17. What’s your favorite thing to do with your family in the fall?
  18. What’s the most interesting animal you learned about recently?
  19. What’s your favorite fall holiday, and why?
  20. What’s the best way to spend a rainy fall day?
  21. What’s your favorite fall memory?
  22. If you could learn any new skill this school year, what would it be?
  23. What’s your favorite thing to wear in the fall?
  24. What’s the most beautiful place you’ve seen in the fall?
  25. What’s your favorite thing to do with friends after school?
  26. If you could have any magical power, what would it be?
  27. What’s your favorite thing about your family?
  28. If you could be any character in your favorite book for a day, who would you choose and why?
  29. What’s the most creative thing you’ve ever made or built?
  30. If you could have dinner with any person from history, who would it be, and what would you ask them?

October

  1. What’s your favorite thing about October?
  2. What’s the best costume you’ve ever had for Halloween?
  3. What’s your favorite fall treat?
  4. If you could explore a haunted house, what would you hope to find?
  5. What’s your favorite scary story?
  6. What’s the most fun you’ve had on Halloween?
  7. What’s your favorite thing to do on a crisp fall day?
  8. What’s the best pumpkin or apple dish you’ve tasted?
  9. What’s your favorite part of going back to school?
  10. If you could learn about any historical event, what would it be?
  11. What’s your favorite thing to do with your friends in the fall?
  12. What’s the most interesting thing you’ve done in school this month?
  13. If you could be any book character for a day, who would you choose?
  14. What’s your favorite game to play outside in the fall?
  15. What’s your favorite fall holiday tradition?
  16. If you could travel through time, where would you go?
  17. What’s your favorite thing about the autumn leaves?
  18. What’s the best adventure you’ve ever been on?
  19. What’s your favorite way to spend time with your family in October?
  20. If you could create a new invention, what would it solve?
  21. What’s the most interesting thing you’ve learned about the world?
  22. What’s your favorite fall fruit or vegetable?
  23. What’s the most fun you’ve had with friends recently?
  24. What’s your favorite way to stay warm when it’s chilly?
  25. If you could be any character from a TV show, who would you be?
  26. What’s your favorite thing to do at a fall festival?
  27. What’s the best story you’ve ever heard or read?
  28. What’s your favorite Halloween candy?
  29. If you could spend a day with any famous person (past or present), who would it be?
  30. What’s the most interesting thing about space or the stars?
  31. What’s your favorite thing to do on a rainy October day?

November

  1. What are you most thankful for?
  2. What’s your favorite thing about Thanksgiving (if celebrated)?
  3. What’s the best way to spend a cold November day?
  4. What’s your favorite winter sport or activity?
  5. If you could help any charity, which one would you choose?
  6. What’s the most interesting book you’ve read this year?
  7. What’s your favorite family meal?
  8. If you could have any superpower, what would you pick?
  9. What’s the most fun thing you’ve done with your family?
  10. What’s your favorite thing to do when you have time off from school?
  11. If you could be any animal, what would you be and why?
  12. What’s your favorite indoor game?
  13. What’s the best gift you’ve ever received?
  14. What’s your favorite thing about the changing seasons?
  15. What’s the most interesting thing you’ve learned in science?
  16. If you could go on a space adventure, where would you go?
  17. What’s your favorite thing to do on weekends in November?
  18. What’s the most beautiful place you’ve ever seen?
  19. What’s your favorite way to help others?
  20. If you could invent a holiday, what would it celebrate?
  21. What’s your favorite warm drink on a cold day?
  22. What’s the most interesting thing you’ve learned about history?
  23. What’s your favorite family story?
  24. If you could meet any fictional character, who would it be?
  25. What’s the best way to stay cozy in the winter?
  26. What’s your favorite thing about your home?
  27. What’s your favorite Thanksgiving dish?
  28. What are you most thankful for in your family?
  29. If you could volunteer anywhere, where would it be and why?
  30. What’s your favorite winter activity to look forward to?

December

  1. What’s your favorite thing about winter?
  2. How do you like to celebrate the holidays?
  3. What’s the best gift you’ve ever given?
  4. What’s your favorite winter activity?
  5. If you could travel to any place in the world for the holidays, where would it be?
  6. What’s your favorite holiday movie or book?
  7. What’s the most fun thing you’ve done in the snow?
  8. What’s your favorite holiday song?
  9. If you could have a wish granted, what would it be?
  10. What’s the best part of holiday meals?
  11. What’s your favorite thing to do on a cold winter’s day?
  12. If you could give any gift in the world, what would you give?
  13. What’s your favorite holiday decoration?
  14. What’s your favorite memory from this year?
  15. If you could meet any historical figure, who would it be?
  16. What’s the most interesting thing you learned this month?
  17. What’s your favorite way to spend time with your family during the holidays?
  18. If you could be a character in any holiday story, who would you be?
  19. What’s your favorite thing about New Year’s Eve?
  20. What’s your favorite winter sport or game?
  21. What’s the best thing about holiday traditions?
  22. If you could start a new tradition, what would it be?
  23. What’s your favorite thing to bake or cook during the holidays?
  24. What’s the best thing about giving gifts?
  25. What’s your favorite winter animal?
  26. What’s your favorite holiday treat?
  27. If you could make a New Year’s resolution, what would it be?
  28. What’s the best way to spend a winter evening?
  29. What’s the most important lesson you’ve learned this year?
  30. What’s your favorite thing to do on New Year’s Day?
  31. If you could choose a theme for the next year, what would it be?

Conclusion

There you have it: 365 questions to ask your grandkids! I hope you enjoy asking these (and the conversations that follow!) as much as I did writing them. I pray your year is the best yet and that 2024 brings you and your grandbabies closer than ever. Happy New Year!

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