50 Things to Ask Your Grandchild to Draw

November 12, 2026

A drawing request is one of the easiest ways to start a conversation with a grandchild, especially one who lives far away or goes quiet on the phone. Here are 50 ideas, grouped so you can pick one that fits the child and the moment.

Why ask for a drawing?

Young children often find it hard to answer “How was school?” on a call. Ask them to draw something, and you get a little window into their world: what they notice, what they love, what makes them laugh. It also gives you something to talk about next time: “Tell me about the slide in your dream house!”

A few tips before you start:

• Keep it short. One clear request works better than three.
• Make it about them. “Draw me your favorite…” is easier than “Draw a…”.
• Say why you’re asking. “I want to put it on my fridge” makes it feel special.
• Always answer back. A short voice message or a note saying what you loved means the world.

About them (great for ages 3–6)

1. Draw yourself today.
2. Draw your favorite toy.
3. Draw your bedroom.
4. Draw what you ate for breakfast.
5. Draw your best friend.
6. Draw your favorite animal.
7. Draw what you want to be when you grow up.
8. Draw the weather outside your window.
9. Draw your family.
10. Draw your favorite place to play.

Imagination

11. Draw your dream house.
12. Draw a monster that lives under your bed (a friendly one!).
13. Draw a new animal nobody has seen before.
14. Draw a car that can fly.
15. Draw what you would do if you were invisible for a day.
16. Draw a treehouse with everything you want inside.
17. Draw the coolest birthday cake ever.
18. Draw a city under the sea.
19. Draw a robot that helps with chores.
20. Draw your very own planet.

About you and them

21. Draw us doing something together.
22. Draw my house the way you remember it.
23. Draw what we’ll do the next time you visit.
24. Draw a present you would make for me.
25. Draw me when I was little (what do you imagine?).
26. Draw our family at the beach.
27. Draw your favorite thing we ate together.
28. Draw a card for Grandpa.
29. Draw the best hug.
30. Draw a picture to make me smile today.

Seasons and holidays

31. Draw your Halloween costume.
32. Draw a snowman with a funny face.
33. Draw your favorite thing about summer.
34. Draw the first day of school.
35. Draw a pumpkin patch.
36. Draw what you’re thankful for.
37. Draw your holiday table.
38. Draw a spring garden.
39. Draw fireworks.
40. Draw the best present you ever got.

For older kids (ages 8 and up)

41. Draw a comic strip about your week.
42. Draw the view from your window, as carefully as you can.
43. Draw a map of your neighborhood.
44. Design a logo for your own company.
45. Draw yourself as a superhero, with your power.
46. Draw your favorite character from a book.
47. Draw something using only three colors.
48. Draw a shoe you’d design.
49. Draw a place you’d like to travel one day.
50. Draw something you’re proud of this month.

Turn it into a tradition

Pick one day a week (Sunday works well) and send one request. Keep every answer in a folder or an album. After a year you’ll have a book of your grandchild’s world, in their own hand, and a lot of happy conversations along the way.