88 Simple Conversation Starters To Empower The Grandma-Grandchild Bond Forever

One thing’s for sure: sometimes it can be hard to connect with other generations. That’s been true for as long as humans have been on the planet.

So sometimes you might not know what to say or ask your grandchildren. I know there have been many times that we’ve sat in silence, especially as they get older and busier with other things.

That’s why I came up with these 88 conversation starters. I put them in Fill-in-the-Blank format because that can be a lot of fun. Feel free to alternate between conversation starters for you and them, but there are no rules here! I hope they help you and your grandchildren discover each other a little more and feel closer than ever before.

PS: at the end of the article, you can download a printable version!

Conversation Starters For Grandchildren To Answer

The first 40 are for your grandchild to read, then fill in the blanks. If they aren’t able to read, help them out!

See what kinds of follow-up questions or discussions you come up with along the way. Remember, they’re designed to help you connect and know your precious grandchildren better.

1. If I could have any superpower, I would choose ____________.
2. The most adventurous thing I ever did was ____________.
3. If I could go anywhere in the world, I would go to ____________.
4. My favorite book is ____________.
5. If I could be any character from a book or movie, I would be ____________.
6. If I could have any animal as a pet, I would choose ____________.
7. My favorite thing to do with my friends is ____________.
8. If I could invent something that would make the world a better place, it would be ____________.
9. If I could have any job in the world, I would be a ____________.
10. The funniest thing that ever happened to me was ____________.
11. If I could meet any historical figure, I would choose ____________.
12. The coolest thing I ever saw in nature was ____________.
13. If I could learn any new skill, I would learn ____________.
14. My favorite thing about my family is ____________.
15. If I could time travel to any period in history, I would go to ____________.
16. The most beautiful place I ever visited was ____________.
17. My favorite thing to do with my grandma/grandpa is ____________.
18. If I could change one thing about the world, it would be ____________.
19. The most interesting fact I ever learned was ____________.
20. If I could have any magical power, I would choose ____________.
21. My favorite holiday is ____________.
22. If I could have any career in the world, I would choose ____________.
23. The most amazing thing I ever saw was ____________.
24. If I could go on a road trip anywhere, I would go to ____________.
25. The most challenging thing I ever did was ____________.
26. If I could learn any language, I would learn ____________.
27. My favorite food is ____________.
28. If I could have any celebrity as a friend, I would choose ____________.
29. The most interesting place I ever visited was ____________.
30. If I could meet any fictional character, I would choose ____________.
31. My favorite thing to do on a rainy day is ____________.
32. If I could have any talent, I would choose ____________.
33. The most exciting thing I ever did was ____________.
34. If I could have any type of pet, I would choose ____________.
35. The most beautiful thing I ever saw was ____________.
36. If I could have any historical figure as a teacher, I would choose ____________.
37. My favorite memory from childhood is ____________.
38. If I could live in any country, I would choose ____________.
39. The most important thing I ever learned in my life so far is ____________.
40. If I could change one thing about my life, it would be ____________.
41. If I could have any job in the world, I would choose ____________.
42. The most interesting thing I learned in school when I was your age was ____________.
43. If I could only eat one food for the rest of my life, I would choose ____________.
44. The best vacation I ever went on was ____________.

Conversation Starters For Grandparents To Answer

Now it’s your turn! Don’t be offended if your grandchildren don’t seem quite as interested in you as you are in them. It’s normal. 🙂

But keep it fun and you can even reverse the question and ask, “how about you?” I hope you find yourself reminiscing about the old days and maybe teaching your grandchildren a thing or two along the way.

1. My favorite toy when I was a child was ____________.
2. The pets I had when I was growing up were named ____________.
3. My favorite subject in school was ____________.
4. My first job was ____________.
5. The most adventurous thing I ever did was ____________.
6. My favorite book is ____________.
7. If I could be any character from a book or movie, I would be ____________.
8. My favorite hobby as a child was ____________.
9. My favorite vacation that I ever took was ____________.
10. My favorite family tradition is ____________.
11. The biggest change I’ve seen in the world during my lifetime is ____________.
12. My favorite thing to do with my grandparents when I was a child was ____________.
13. My favorite game to play when I was young was ____________.
14. My nicknames growing up were ____________.
15. The best gift I ever received was ____________.
16. The most challenging experience I’ve had in my life is ____________.
17. My proudest accomplishment is ____________.
18. My favorite childhood memory is ____________.
19. The most beautiful place I ever visited was ____________.
20. My favorite thing to do with my grandkids is ____________.
21. The most interesting place I ever visited was ____________.
22. The best advice I ever received was ____________.
23. The funniest thing that ever happened to me was ____________.
24. My favorite song or band growing up was ____________.
25. My favorite movie when I was a child was ____________.
26. My favorite family recipe that has been passed down is ____________.
27. My favorite subject in school was ____________.
28. My favorite job that I ever had was ____________.
29. My favorite piece of clothing when I was a child was ____________.
30. My favorite activity to do outdoors when I was young was ____________.
31. My favorite holiday is ____________.
32. My favorite thing to do now that I’m retired is ____________.
33. My favorite book when I was a child was ____________.
34. My favorite thing to do with my parents when I was a child was ____________.
35. My favorite thing to do with my siblings when I was young was ____________.
36. My favorite food when I was a child was ____________.
37. My favorite subject in college, if I attended, was ____________.
38. My first car was ____________, and I got it by ____________.
39. My favorite thing to do with my friends when I was young was ____________.
40. My favorite memory of my own grandparents is ____________.
41. The most important thing I learned from my parents was ____________.
42. If I could relive any moment from my past, it would be ____________.
43. My favorite holiday memory with my family was ____________.
44. If I could learn any new skill now, it would be ____________.

Print the PDF Version

If you’d like this list of 88 conversation starters printed out without all these dumb ads on the page, you can download the PDF:

Click here to download it!

Here’s to good conversations, learning about each other, and connecting better! I hope you enjoy.