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The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale

Ernest Howard Shepard, known as E.H. Shepard, was a British artist whose illustrations for A.A. Milne’s Winnie-the-Pooh books, first published in 1926, became among the most recognized images in children’s literature. His clean lines and expressive style brought Pooh, Piglet, Eeyore, Tigger, and Kanga to life, while his detailed backgrounds were drawn from the real Ashdown Forest in Sussex, England. Beyond the Pooh books, Shepard also illustrated works such as Kenneth Grahame’s The Wind in the Willows and Milne’s poetry collections. He was awarded the Order of Merit in 1976, the same year he died.

Winnie the Pooh [Lot]
Winnie the Pooh [Lot]
He nodded and went out …and in a moment I heard Winnie-the-Pooh bump, bump, bump – going up the stairs behind him.
He nodded and went out …and in a moment I heard Winnie-the-Pooh bump, bump, bump – going up the stairs behind him.

This original illustration is reproduced on page 159 of Winnie-the-Pooh and comprises a full-page illustration in the published volume. It represents one of the iconic images of Winnie-the-Pooh and comes from the final chapter in which Christopher Robin gives a Pooh party, and we say good-bye.

What do you see there, Tracks, said Piglet. "Paw-marks…"
What do you see there, Tracks, said Piglet. “Paw-marks…”

This original illustration is reproduced on page 34 of Winnie-the-Pooh from the chapter in which Pooh and Piglet go hunting and nearly catch a woozle. This is the first drawing in the sequence of hunting illustrations.

What? said Piglet, with a jump.
What? said Piglet, with a jump.

This original illustration is reproduced on page 37 of Winnie-the-Pooh. It is from the chapter in which Pooh and Piglet go hunting and nearly catch a woozle. It is the third drawing in the sequence of hunting illustrations.

The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
This illustration of Eeyore with holly, Pooh with a jar of honey and Piglet with a Christmas cracker comprises the original illustration for the only known Christmas card
This illustration of Eeyore with holly, Pooh with a jar of honey and Piglet with a Christmas cracker comprises the original illustration for the only known Christmas card
Do You See Piglet? Look At Their Tracks!
Do You See Piglet? Look At Their Tracks!

This original illustration is reproduced (at a different angle to the original) on page 38 of Winnie-the-Pooh. It is from the chapter in which Pooh and Piglet go hunting and nearly catch a woozle. It is the fourth and final drawing in the sequence of hunting illustrations.

There was a little left at the very bottom of the jar,and he pushed his head right in
There was a little left at the very bottom of the jar,and he pushed his head right in

This original illustration is reproduced on page 64 of Winnie-the-Pooh. It is from the chapter in which Piglet meets a Heffalump. The reverse of the drawing includes a note that this drawing was given by Shepard’s daughter as a gift in 1974.

With these few words he went on tracking, and Piglet,after watching him for a minute or two, ran after him
With these few words he went on tracking, and Piglet,after watching him for a minute or two, ran after him

This original illustration is reproduced on page 35 of Winnie-the-Pooh and comprises a full-page illustration in the published volume. It is from the chapter in which Pooh and Piglet go hunting and nearly catch a woozle. It is the second drawing in the sequence of hunting illustrations.

Christopher Robin finished the mouthful he was eating and said carelessly
Christopher Robin finished the mouthful he was eating and said carelessly

This original illustration is reproduced on page 55 of Winnie-the-Pooh. It is from the chapter in which Piglet meets a Heffalump.

I'm not throwing it, I'm dropping it Eeyore
I’m not throwing it, I’m dropping it Eeyore

Pooh had got the biggest stone he could carry, and was leaning over the bridge, holding it in his paws. This original illustration was reproduced on page 98 of The House at Pooh Corner and is from the chapter in which Pooh invents the game of Poohsticks. At this point Eeyore had fallen into the river and Pooh, Piglet, and Rabbit were attempting to make waves to wash him to the bank.

Just the house for owl. Don't you think so, little Piglet
Just the house for owl. Don’t you think so, little Piglet
Lucky we know the forest so well or we might get lost.
Lucky we know the forest so well or we might get lost.
Piglet gets ready for the party.
Piglet gets ready for the party.

This Shepard drawing is a later version of that reproduced on page 149 of Winnie-the-Pooh from the final chapter of the book in which Christopher Robin gives a Pooh party.

The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
The Bathmat Christopher Robin gave a deep sigh… At the door he turned and said, "Coming to see me have my bath?"
The Bathmat Christopher Robin gave a deep sigh… At the door he turned and said, “Coming to see me have my bath?”
The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
"Pooh!" he cried. There's something climbing up your back.
“Pooh!” he cried. There’s something climbing up your back.

These original illustrations are reproduced on pages 52 and 47 respectively of The House at Pooh Corner. They both come from the chapter in which a search for Small is ‘organdized.’

And when Christopher Robin had nailed it on in its right place again, Eeyore frisked about the forest
And when Christopher Robin had nailed it on in its right place again, Eeyore frisked about the forest

This original illustration is reproduced on page 52 of Winnie-the-Pooh. It is from the chapter in which Eeyore loses a tail and Pooh finds one.

Then they went on to Kanga's house, holding on to each other
Then they went on to Kanga’s house, holding on to each other

This original illustration was reproduced on page 129 of The House at Pooh Corner and is from the chapter in which Piglet does a very grand thing. It shows Pooh and Piglet walking against the wind on the way to Kanga’s house.

Tailpiece illustration to AA Milne's 'Wind on the Hill
Tailpiece illustration to AA Milne’s ‘Wind on the Hill
As soon as he got home, he went to the larder; and he stood on a chair, and took down a very large jar of honey from the top shelf.
As soon as he got home, he went to the larder; and he stood on a chair, and took down a very large jar of honey from the top shelf.

These preparatory sketches reveal Shepard’s typical working practice, with the reverse of the leaf prepared with pencil rubbing for transfer of outlines. The images show some heavy pencil markings where Shepard pressed down hard on his pencil for the process. The images are early, since the spelling of “Hunny” has not yet been adopted within the illustration.

Winnie-the-Pooh lived in a forest all by himself under the name of Sanders."What does 'under the name' mean? asked Christopher Robin. It means he had the name over the door in gold letters, and lived under it…
Winnie-the-Pooh lived in a forest all by himself under the name of Sanders.”What does ‘under the name’ mean? asked Christopher Robin. It means he had the name over the door in gold letters, and lived under it…

This original illustration is reproduced on page 3 of Winnie-the-Pooh and therefore accompanies the chapter in which Winnie-the-Pooh is first introduced.

The Art of Winnie the Pooh: Ernest Howard Shepard's Illustrations for the Classic Tale
There was a little left at the very bottom of the jar,and he pushed his head right in
There was a little left at the very bottom of the jar,and he pushed his head right in
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