Here are 50 fun and thoughtful questions that kids can ask their grandparents to learn more about their lives, experiences, and wisdom

Childhood Memories

1. What was your favorite game or activity as a child?
2. Did you have a favorite toy when you were little?
3. What was your favorite subject in school?
4. What did you want to be when you grew up?
5. Did you have any pets growing up?
6. What kind of music did you like to listen to when you were younger?
7. Can you tell me about a memorable family vacation you took as a child?
8. What was your neighborhood like when you were my age?
9. Did you have a best friend growing up? What was their name?
10. What was your favorite food when you were a kid?  

Family Life

11. How did you meet Grandma/Grandpa?
12. What was your wedding like?
13. How many siblings did you have, and what were they like?
14. Did you have any family traditions when you were growing up?
15. What’s the most important lesson your parents taught you?
16. What was your first job?
17. What were your parents like?
18. Can you share a funny story from when you were raising my mom/dad?
19. What did you do for fun as a family when my parents were little?
20. What was your house like when you were growing up?

Historical and World Events

21. Can you tell me about a historical event you remember clearly?
22. What was it like living without the internet and cell phones?
23. How did people stay in touch with each other before modern technology?
24. Did you ever experience any big natural disasters?
25. What was school like for you? How was it different from school today?

Life Lessons and Wisdom

26. What’s the most important lesson you’ve learned in life?
27. What advice would you give to someone my age?
28. What’s your proudest accomplishment?
29. What’s the biggest challenge you’ve overcome?
30. If you could go back in time and change one thing, what would it be?

Fun and Lighthearted

31. What’s your favorite movie of all time?
32. Do you have a favorite joke or funny story?
33. If you could travel anywhere in the world, where would you go?
34. What’s your favorite holiday, and how did you celebrate it growing up?
35. Do you have a favorite book or author?
36. What’s your favorite season, and why?
37. Did you play any sports when you were younger?
38. Can you describe a typical day in your life when you were my age?
39. Did you ever get into trouble as a kid? What did you do?
40. What’s the craziest thing you’ve ever done?

Reflection and Future Thoughts

41. What’s something you wish you had done differently in your life?
42. What are you most grateful for?
43. What do you hope for the future of our family?
44. How would you like to be remembered?
45. What’s something you wish you had known when you were my age?
46. What’s the best gift you’ve ever received?
47. What’s the best advice you’ve ever been given?
48. If you could relive one moment in your life, what would it be?
49. What’s your favorite memory with me?
50. What’s one thing you’ve always wanted to learn or do but haven’t yet?