How to Draw Winnie the Pooh

Updated on August 8, 2016

Even if You Think You Have No Drawing Ability, You Can Draw Winnie the Pooh.

As I have said in many drawing tutorials, I believe that everyone has an innate ability to draw. Now, that doesn't mean all folks have the same level of ability. For some folks, it takes a little more time and practice to sharpen this innate drawing ability.

Although drawing Winnie the Pooh may seem like a very difficult feat, it is really just a matter of breaking the complex drawing into very simple shapes.

A Bit of Pooh History

Winnie the Pooh was a real toy owned by a young boy named Christopher Robin who lived in England around the early 1920s. Christopher Robin was the son of A.A. Milne, the author and creator of Winnie the Pooh. The name Winnie the Pooh is derived from a combination of names. "Winnie" was the name of a popular bear in the London Zoo. "Pooh" was the name of a swan in another book by A.A. Milne, When We Were Very Young.

So, get your pencil ready and grab a few sheets of paper — let's get started...

Step 1: Draw Your Basic Shapes

As with any complex drawing, it must be broken down into simple shapes.

In the case of our friend, Winnie the Pooh, we start by drawing two circular oval shapes.

Note that the shape on top is noticeably smaller than the shape on the bottom.

Just think of it as drawing a small egg and a slightly larger egg.

Step 2: Draw the Head Shape

Winnie has a slightly irregularly shaped head.

The illustrator has given him heavy jowls or cheeks. This gives the appearance of a child's round, cherub-like face.

This is actually the most challenging part of your drawing. I've made a few arrows around the head shape so you can see where the lines bulge outside the egg shape.

Get this right, and the rest is easy.

Step 3: Draw Arms and Legs

For this next step, you're going to draw the arms and legs.

Think of those long. skinny balloons that clowns use to make balloon animals.

Note where the top of the arms starts and where his paw ends at the bottom in relation to the body shape.

Study the shape of the arm carefully (shown right) and copy that for your drawing.

Step 4: Finish the Legs and Arms

If you look carefully at the shapes of Winnie's arms and legs. you see there very long, rounded shapes - that's really all they are.

When you're drawing, don't get caught up with thinking you can't draw an arm or leg - that will just mess with your head.

Rather, think about drawing a simple, long, roundish shape. Anyone can do that, right?

If you step back and take a look at my drawing, you can see that Winnie is just a set of simple, round shapes - that's all he is.

Step 5: Draw Winnie's Shirt

If you haven't noticed before, Winnie's shirt is just a bit too small.

The illustrator did this to lend a sense of child-like familiarity.

OK, so this shirt is just a series of curving lines. The trick is getting them all in just the right place.

Study my drawing to the right and draw what you see there.

Step 6: Complete the Head and Face

This is where your drawing will really come to life.

Add the ear shapes. Notice they are sort of shaped like a single butterfly wing.

The eyes are just solid oval shapes, the nose a rounded triangle.

The mouth is a simple semi-circle with a short line capping off each end.

Make sure you carefully place each part in the right location, otherwise, your Winnie may look a bit unfamiliar.

Final Touches:

For the final touch, you will fill in the shirt with a gray shade.

If you have never shaded a drawing before, it's really simple.

Just hold your pencil at an angle and rub the side edge of the pencil lead against the paper.

You may also want to color in Winnie's shirt with a red pencil.

SO, how does your Winnie the Pooh drawing look? Try not to get frustrated if your drawing doesn't look just perfect yet. Practice makes perfect, as they say - and drawing takes lots of practice if you want to do it well.

Good luck!

Take the "How to Draw Winnie the Pooh" Poll

What was the most challenging part of learning to draw WInnie the Pooh?

See results


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    • profile image

      cool person09 

      8 months ago

      I think drawing the shirt is hardest

    • profile image


      16 months ago

      It looks good. Thx for this. Maybe u can put one up with Pooh and his balloon.

    • profile image

      Jay'Niya Edwards 

      2 years ago

      it was kinda hard but fun

    • MKayo profile imageAUTHOR


      6 years ago from Texas

      Thanks BB- always count on a great comment from you. I'll let you know how it goes. Best, M

    • billybuc profile image

      Bill Holland 

      6 years ago from Olympia, WA

      Seriously, I can't draw. I don't seem to have an artistic bone in my body....I am interested in this niche you have formed, built around how to draw...clever idea and I hope it does well for you.

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      AlishaRc - Thanks for stopping by to read this - and for the compliments. Did you try to draw Winnie for yourself?

    • profile image


      7 years ago

      Wow! This is a nice drawing of Winnie the Pooh. Thanks for drawing it.

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      anagham - I'd love to know how it turns out! Thanks for the read!

    • anagham profile image

      Anagha V Mahishi 

      7 years ago from Hubli, karnataka

      I loved the cartoon.. will try it soon... bookmarking this page.. thank you so much!

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      Natashalh - thanks for you comments! I would love to know how your drawings turns out!

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      KenDranAgudo - thanks for the read, glad you liked it.

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      jlpark - glad you liked it, I'd love to know how your drawings works out. Thanks for the read!

    • jlpark profile image


      7 years ago from New Zealand

      Awesome. I will have to try this! Thanks for sharing

    • KenDeanAgudo profile image

      Kenneth C Agudo 

      7 years ago from Tiwi, Philippines

      wow wonderful. Easy and cool ;-)

    • Natashalh profile image


      7 years ago from Hawaii

      So cute! I feel like I'm one of those people who can't draw at all...this still looks like fun, though!

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      Rusticliving (Lisa) - thanks for the kind words. That means so much coming from someone like you. I've often wondered what it would have been like to work with an animation studio. Best to you!

    • Rusticliving profile image

      Liz Rayen 

      7 years ago from California

      Cute hub. You have some great talent. I used to draw stills for Hanna Barbera a long long time ago and was assigned to draw Scooby Doo. Your hub makes it look easy, especially for the beginner. Great Job!---Lisa

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      Thank you so much, Ceres Schwarz - you're very kind to say that. I do try to make it easy for anyone to pick up a pencil and start to draw. Best of luck with your drawing!

    • Ceres Schwarz profile image

      Ceres Schwarz 

      7 years ago

      Oh, you make drawing Winnie the Pooh look so easy. It seems that even those who aren't very good at drawing can still do this. But this will be very useful for those wanting to draw Winnie the Pooh. Your many images that illustrate the drawing process really help to show readers what to do. The finished drawing of Winnie the Pooh turned out really well and very nice.

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      So glad you liked it!

    • Wonder wool profile image

      Priyanka Estambale 

      7 years ago from United States

      OMG!!! Pooh is looking soooooo cute!!!! Loved it!!!

    • MKayo profile imageAUTHOR


      7 years ago from Texas

      RTalloni - Thanks for the read and suggestion. Did you give it a try yourself?

    • profile image


      7 years ago

      Fun stuff here! Mom's should see this for their kiddos this summer. :)


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