How to Draw Winnie the Pooh

​”Winnie the Pooh, Winnie the Pooh,
Chubby little cubby all stuffed with fluff.
He’s Winnie the Pooh, Winnie the Pooh,
Willy, nilly, silly old bear.”
– Winnie the Pooh cartoon theme song

Winnie the Pooh has been a classic childhood character since the first collection of author A. A. Milne’s children’s stories was published in 1926. In the time since, Pooh Bear has starred in numerous books, movies, television series, and promotional products. In the past, the stories were even adapted as stage and radio plays.

Scroll down for a downloadable PDF of this tutorial.

The Hundred Acre Wood, Pooh’s home, is inhabited by a diverse cast of characters, including Piglet, Tigger, Rabbit, Owl, Eeyore, Kanga, and Roo. Christopher Robin, a human child, is also among Pooh’s friends. He was based on the author’s own son by the same name, and the animal characters were his stuffed animals.
The stuffed bear “Winnie the Pooh” was named by young Christopher after a bear named Winnie that he saw at the London Zoo, and a swan named Pooh. The Wood, too, was based on a real park in England.

Would you like to draw a friend like Pooh? Now you can, with the help of this easy, step-by-step drawing tutorial. All you will need is a pencil, an eraser, and a sheet of paper. You may also wish to use crayons or something else to shade your finished drawing.

If you liked this tutorial, see also the following drawing guides: Snoopy, Minnie Mouse, and Hello Kitty.

Watch 'How to Draw ​Winnie the Pooh' Video Tutorial

Like my drawing tutorials? Get more on YouTube:


Step by Step Instructions for Drawing​​​ Winnie the Pooh

How to Draw Winnie the Pooh

1. ​​​​​​​​​​​​​​​​​​​​​​​​​​Begin by drawing a circle. This will form the top of Pooh’s head.

2. ​​Extend a curved line from one side of the circle, curving it in an irregular fashion to meet the opposite side of the circle. This will help you to shape Pooh’s face.

3. ​​​​​​​Next, extend a long, curved line beneath the head and double it back upon itself to enclose the pudgy body.

4. ​Draw Pooh’s legs. For each leg, begin with a pair of curved lines. To form the foot, allow one line to curve around and meet the bottom of the other, curving past it to shape the top of the foot.

5.​ ​​​Erase the guide lines from Pooh’s face and legs.

​6.​ ​​​​​Next, craft Pooh’s classic shirt. Draw a pair of curved lines to form the neck, meeting in a point in the middle. Use curved lines to enclose the collar, and additional curved lines to form the sleeves. Finally, enclose the bottom of the shirt using a long, curved line.

​7. ​​​​Erase any guide lines from the shirt.

​8.​​​ ​​​​​​​​​​Detail the shirt with the texture of folded fabric using short, curved lines. Then, draw Pooh’s arms using a series of curved lines.

9.​​ ​​Enclose each ear by using a short, curved line to form an irregular rounded shape. In the middle of the face, draw a rounded, upside down triangle and shade within it to form the nose. Place a curved line above the nose to indicate the crease. On each side of the nose, draw a short, curved line to indicate the crease of the eye. Shade a small circle atop each line. Draw curved lines for the eyebrows. Begin the mouth using a large “U” shaped line. Draw short curved lines at each end, and enclose the open mouth beneath it using a curved line. Within the mouth, draw a curved line to indicate the tongue.

​10. ​​​​​ ​​Color Winnie the Pooh. He is typically a golden yellow with a red shirt. Give him a home in the Hundred Acre Wood using our forest drawing guide.

​​Would you like to draw other fun cartoon characters? Our cartoon drawing guides can show you how.

Thank You for Signing Up!

Your printable PDF drawing guide is ready for downloading:


Liked the drawing guide?

Leave a comment below or follow on Pinterest.


Send this to a friend