10 Questions Grandkids Actually Like Answering to Replace “How’s School?”

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You know how it goes. You ask your grandkid, “How’s school?” They say, “Fine.” You try again: “What did you learn today?” They say, “Nothing.” And just like that, the call is over in about 90 seconds.

If that sounds familiar, don’t take it personally. It doesn’t mean they’re being rude, and it doesn’t mean they don’t want to talk to you. The truth is, “How’s school?” is a hard question. It asks a kid to squeeze six hours of their day into one word. So they pick the easiest one they can find.

The good news? A few better questions can change everything. Below are questions kids actually like answering, plus tips on how to follow up and how to adjust them for kids of different ages.

Why “How’s School?” Falls Flat

First, it’s just too big. Kids don’t think about their day as one big thing. They remember moments, like a funny joke at lunch or a hard spelling test. Asking them to sum it all up is like asking you to describe your whole year in one word.

Second, it can sound like a check-up on their grades. Teens especially may hear it as “Are you doing well enough?” Nobody loves that feeling.

Third, they’ve probably already been asked. Mom or Dad likely asked the same question an hour ago, and they’re tired of answering it.

So what works better? Questions that are specific, fun, or curious. The best ones let your grandkid be the storyteller or the expert. That’s exactly what these questions do.

1. “What’s the funniest thing that happened this week?”

This one works because it’s easy. Your grandkid doesn’t have to think back over a whole day of school. They just have to remember one moment that made them laugh. Maybe a kid fell out of his chair, or the teacher said something silly, or the dog ate a sock.

Kids love telling stories, and this question hands them one to tell. It feels like fun, not a quiz.

When they’re done, try asking, “Who else thought it was funny?” Now you’re hearing about their friends too. And don’t be afraid to laugh big. They’ll want to tell you more.

2. “What are you really into right now?”

Every kid has something they can’t stop thinking about. It might be a video game, a TV show, a sport, a book series, or a YouTuber you’ve never heard of. This question lets them talk about the thing they love most.

Here’s the trick: don’t judge it. Even if it sounds strange or loud or pointless to you, stay curious. Say, “Explain it to me like I know nothing.” (Chances are, you really don’t.)

Kids light up when a grown-up cares about their world. And next time you talk, you’ll have something to ask about.

3. “Can you teach me something?”

Most of the time, grown-ups are the ones teaching. This question flips that around, and kids love it. Suddenly, they’re the expert.

They might show you how to beat a level in a game, do a TikTok dance, use a new phone trick, or solve a math problem the way they learned it in class. Let them take the lead, even if it’s slow or you feel a little lost.

The best part? You actually learn something. And your grandkid gets to feel smart, patient, and proud. That’s a pretty good trade for a few minutes of your time.

4. “Who do you sit with at lunch?”

This question is small, but it opens a big door. Lunch is where kids hang out with friends, so asking about it lets you peek into their social world. And for a lot of kids, friends are the most important part of school.

It’s also easy to answer. They just have to say some names. From there, you can ask, “What’s she like?” or “What do you guys talk about?”

One thing to keep in mind: keep it light. If they say “nobody,” don’t panic or jump in with advice. Just listen. Sometimes that’s what they need most.


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5. “Would you rather…?”

This one feels like a game, not an interview. That’s why kids of all ages love it.

Try things like:

  • Would you rather be able to fly or be invisible?
  • Would you rather live in the ocean or in space?
  • Would you rather eat only pizza forever or never eat dessert again?

The fun part is hearing why they picked what they did. Their answers can be silly, clever, or surprising.

And don’t just ask. Answer your own, too. Kids love hearing what Grandma or Grandpa would choose, and it turns the chat into a back-and-forth.

Here’s a collection of the best “would you rather” questions:

6. “What was the best part and the hardest part of your week?”

This question gives kids room to share good stuff and tough stuff, without feeling like you’re digging. Starting with the best part keeps things upbeat. Then the hardest part lets them open up if they want to.

Some weeks, the hard part will be small, like a tough test or a rainy recess. Other weeks, it might be bigger. Either way, you’re showing them it’s okay to talk about both.

A good follow-up is “What helped?” It reminds them they got through it, and it tells you a little about who and what they lean on.

7. “If you were the principal for a day, what would you change?”

Kids have lots of opinions about school. They just don’t get asked for them very often. This question hands them the keys for a day, and most kids jump right in.

Younger kids might say “longer recess” or “ice cream every day.” That’s fine. Laugh along and ask what else they’d do.

Older kids and teens can surprise you, though. They might talk about fairer rules, later start times, or how some classes could be more fun. Take their ideas seriously. Asking “Why would that help?” shows you think they’re worth listening to.

8. “What’s something you’re good at that I might not know about?”

This question says, “I care about who you are,” not just “How are your grades?” That’s a big difference to a kid.

The answer might be something you’d never guess. Maybe they’re great at drawing cartoons, fixing things, making friends laugh, or beating their dad at chess. Some kids are good at things that don’t come with a trophy, and they rarely get to talk about those.

Follow up with “How did you get good at that?” It lets them feel proud of the work they put in. And you just might find a new thing to cheer them on for.

9. “What do you want to know about when I was your age?”

This one turns the tables. Instead of you asking all the questions, they get to ask you. And kids are often more curious about your life than you’d think.

They might want to know what school was like, what you did for fun, or if you ever got in trouble. (Be ready for that one!)

Here’s the key: keep your stories short and fun. A funny tale about the time you got lost on a field trip will stick with them. A long speech about how kids today have it easy will not. Save the “back in my day” talks for another time.

Read Also: People Who Are Better Grandparents Than They Were Parents Usually Do These 7 Things Casually in Everyday Life

10. “What are you looking forward to?”

This is a happy question. It gets kids thinking about good things coming up, like a birthday, a game, a trip, or just the weekend. And it’s easy to answer, even on a day when they’re tired or quiet.

It also gives you a gift: something to ask about next time. If they say, “My soccer game on Saturday,” you know just what to bring up when you talk again.

Here’s a tip: write it down. A note on the fridge or in your phone works fine. When you say, “So how did the big game go?” they’ll know you were really listening.

Making It Work: Tips for Better Conversations

Match the age. Little kids (4–7) love silly questions, “would you rather,” and talking about their favorite things. Big kids (8–12) like sharing what they’re into, who their friends are, and what they think. Teens want to feel respected. Ask fewer questions and do more listening.

Pick the right moment. Kids often open up more when you’re side by side instead of face to face. Try car rides, baking cookies, or doing a puzzle together.

Far away? You’ve still got options. Text a “would you rather” out of the blue. On a video call, ask them to show you their room, their pet, or their latest drawing.

Don’t ask all ten at once. One or two questions is plenty. Nobody likes feeling grilled.

Share back. Answer your own questions, too. A good talk goes both ways.

Follow up. Bring up something they told you last time. It’s one of the best ways to show you care.

The Bottom Line

Big questions like “How’s school?” usually get small answers. But specific, curious questions can turn a quick “Fine” into a real conversation.

That said, some days you’ll still get one-word answers. Maybe they’re tired, hungry, or just not in the mood. That’s okay. It happens to all of us. Try again another day.

In the end, your grandkids won’t remember the exact questions you asked. What they’ll remember is how it felt to have someone who really wanted to know about their life. And that’s something only you can give them.

What question works best with your grandkids? Share it in the comments. We’d love to hear it!


Love Being a Grandma?
Illustration of a smiling grandmother with gray hair in a bun, lovingly hugging her young grandson. They are both wearing blue, and the boy is holding a bouquet of colorful flowers. The background features soft earth tones and leafy accents, creating a warm, cheerful feel.

Join 29,000+ grandmas who wake up to a cheerful, uplifting email made just for you. It’s full of heart, sprinkled with fun, and always free. Start your mornings with a smile—sign up below! ❤️


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