Questions to Ask Your Grandchildren
Thoughtful questions grandparents can ask grandchildren of all ages to build connection, understand their world, spark imagination, and create cherished memories together.
1What made you smile today?
Click to see why this works
What made you smile today?
Click to see why this works
Why this works
Simple opener that highlights positivity and invites storytelling.
2If you could have any superpower, what would it be and why?
Click to see why this works
If you could have any superpower, what would it be and why?
Click to see why this works
Why this works
Sparks imagination and reveals what they value or wish they could do.
3What's your favorite thing to do with me?
Click to see why this works
What's your favorite thing to do with me?
Click to see why this works
Why this works
Shows you value their input and helps you plan meaningful time together.
4Who is your best friend, and what do you like about them?
Click to see why this works
Who is your best friend, and what do you like about them?
Click to see why this works
Why this works
Opens conversation about their social world and relationships.
5What are you learning about in school that's interesting?
Click to see why this works
What are you learning about in school that's interesting?
Click to see why this works
Why this works
Shows interest in their education and intellectual development.
6What's something that made you proud of yourself recently?
Click to see why this works
What's something that made you proud of yourself recently?
Click to see why this works
Why this works
Celebrates their achievements and builds self-esteem.
7If you could go anywhere in the world, where would you go?
Click to see why this works
If you could go anywhere in the world, where would you go?
Click to see why this works
Why this works
Reveals their curiosity and dreams about places and adventures.
8What's something you're worried about or find challenging?
Click to see why this works
What's something you're worried about or find challenging?
Click to see why this works
Why this works
Opens space for support and shows you're there for hard times too.
9What do you want to be when you grow up?
Click to see why this works
What do you want to be when you grow up?
Click to see why this works
Why this works
Classic question that evolves over time and reflects changing interests.
10What's your favorite family tradition, and why do you like it?
Click to see why this works
What's your favorite family tradition, and why do you like it?
Click to see why this works
Why this works
Reinforces family bonds and identifies what they cherish.
11If you could teach me something, what would it be?
Click to see why this works
If you could teach me something, what would it be?
Click to see why this works
Why this works
Empowers them as experts and validates their knowledge and interests.
12What makes you feel loved?
Click to see why this works
What makes you feel loved?
Click to see why this works
Why this works
Helps you understand their love language and how to connect better.
13What's the funniest thing that happened to you this week?
Click to see why this works
What's the funniest thing that happened to you this week?
Click to see why this works
Why this works
Invites joy and humor into your conversation.
14What's one thing you wish adults understood about being a kid?
Click to see why this works
What's one thing you wish adults understood about being a kid?
Click to see why this works
Why this works
Bridges generational gaps and shows respect for their perspective.
15What are three things you're grateful for right now?
Click to see why this works
What are three things you're grateful for right now?
Click to see why this works
Why this works
Cultivates gratitude and positive thinking.
16If we could spend a whole day together, what would you want to do?
Click to see why this works
If we could spend a whole day together, what would you want to do?
Click to see why this works
Why this works
Lets them design quality time and shows their interests matter.
17What's something about me (Grandma/Grandpa) that you're curious about?
Click to see why this works
What's something about me (Grandma/Grandpa) that you're curious about?
Click to see why this works
Why this works
Invites them to learn about you and share your stories.
18What's your favorite book, game, or show right now, and why?
Click to see why this works
What's your favorite book, game, or show right now, and why?
Click to see why this works
Why this works
Keeps you current with their world and opens shared interest opportunities.
19Who is someone you admire or look up to?
Click to see why this works
Who is someone you admire or look up to?
Click to see why this works
Why this works
Reveals their role models and values.
20What question do you have for me?
Click to see why this works
What question do you have for me?
Click to see why this works
Why this works
Empowers them to lead the conversation and ask what's on their mind.
Connecting Across Generations
Expert tips and techniques for getting the most out of these questions.
Best Practices
Get Down to Their Level
Physically and emotionally meet them where they are—playful presence matters more than perfect questions.
Listen Without Judging
Let them express themselves freely without correction or criticism—build trust through acceptance.
Share Your Own Stories Too
Reciprocate with age-appropriate stories from your own life to deepen connection.
Adapting Questions by Age
Young Children (3-7)
School-Age (8-12)
Teenagers (13+)
Common Pitfalls
Interrogating Instead of Conversing
Balance questions with stories, silence, and play—don't make it feel like an interview.
Comparing to Siblings or 'Your Day'
Avoid 'when I was your age' comparisons that dismiss their experience.