How to Draw Winnie the Pooh

In this drawing tutorial, we will show you how to draw Winnie the Pooh – the favorite teddy bear of children all over the world. This charming yellow bear was created by English writer Alan Milne in 1926.

The image of this legendary teddy bear has appeared in illustrations in books and numerous cartoons. In this tutorial, we’ll draw Winnie the Pooh from the iconic 90s animated series.

But using the approach described in this guide, you can depict any of the images of the character that you like most.

How to draw Winnie the Pooh step by step

Step 1: Sketch the main shape of the head

To draw Winnie the Pooh accurately, start by outlining the shape of the head. The head is similar in shape to a symmetrical pear. The bottom of the head shape is noticeably wider than the upper part. Use light, smooth lines to make adjustments easier later.

Step 2: Draw the torso of Winnie the Pooh

Next, draw the outline of the torso using similar light, almost invisible lines. The body of the cartoon teddy bear has a bean-like shape. Remember that at this early stage, all lines should remain very light so you can correct proportions easily.

Step 3: Draw the limbs of Winnie the Pooh

Now, using light liens, draw Winnie the Pooh’s arms and legs. Sketch them as long, slightly rounded ovals to represent his plush limbs. You can change the Disney character’s pose by changing the position of the legs and arms, or leave it as in our illustration.

Step 4: Add the facial guideline, ears, and T-shirt

Start adding details to Winnie’s silhouette. First, draw the center line of facial symmetry – it will help you position all the facial features of the cartoon character correctly. Then, outline the ears and begin sketching the t-shirt. First, mark the collar, then add the sleeves and bottom edge of the shirt.

Step 5: Draw the facial features of Winnie the Pooh

Start detailing the character, and draw the facial features of Winnie the Pooh. Begin with the nose, placing it in the middle of the face. Slightly above it, draw the eyes as two small black dots. Then, outline the mouth with curved lines and add the eyebrows just above the eyes.

Step 6: Refine and darken the head

Facial features and outlines of the head are quite simple, so don’t use too many details. Trace the outlines of the head, making them dark and smooth. Draw out the ears, giving them a complete look. To finalize the character’s head, erase guidelines from this area.

Step 7: Detail the T-Shirt of the cartoon bear

Continue refining the drawing by erasing all extra construction lines. Strengthen the outlines of the iconic shirt, using darker and cleaner lines. Add small folds to the shirt using short strokes. Check that the proportions of the body remain consistent.

Step 8: Refine the outlines of both arms

Now move on to the character’s arms and, using dark, smooth lines, outline them to create a more fluid appearance. Next, erase all unnecessary auxiliary lines from the arms, leaving only the most important outlines. Add a couple of folds in the wrist areas.

Step 9: Draw the lower part of the torso

Finish drawing the cartoon teddy bear’s torso by outlining the lower part and erasing any remaining guidelines. Check the proportions of your Winnie the Pooh drawing, identify any errors, and correct them if necessary.

Step 10: Finalize the drawing and trace the legs

Now erase all remaining guidelines from your Winnie the Pooh drawing, tracing the legs and giving them a complete look. After that, you can make the drawing look more cartoony, tracing it with a liner or a pen. Also, you can color your artwork using yellow and red colors.

This lesson followed many of the same principles used in drawing a plush teddy bear, which we covered in detail in one of our other tutorials.

Study that lesson for a deeper understanding of the topic and to discover new aspects of soft toy character drawing.

This drawing of Winnie the Pooh, as mentioned earlier, was based on his classic appearance from the 1990s animated series, which used the traditional principles of Disney animation.

However, this character has been depicted in many different styles over time, so you can experiment by drawing Winnie the Pooh in various interpretations – trying to capture his storybook version or his look from older and newer cartoons.

For a more thorough understanding of cartoon drawing principles, we recommend visiting our tutorial on drawing Piglet from the same animated series.

You can also check out the Mickey Mouse drawing lesson, dedicated to the main character of the Disney universe.

All these and many other drawing tutorials can be found in our Cartoons category, where we also explain how to draw different animals and people in a cartoon style.

The team of Drawingforall.net really hopes that this guide was really interesting and useful for you. Do not forget to write us your wishes or criticism, as well as subscribe to us on social networks to keep abreast of new tutorials on our website.