Ernest Howard Shepard (1879-1976) was born in St John's Wood, London, and spent most of a seventy-year career drawing for magazines and books. He contributed to Punch from 1906 and joined its staff in 1921. In the First World War he served in the Royal Artillery in France and Italy and was awarded the Military Cross, still working for the magazine.
Shepard was an illustrator rather than a novelist, apart from two memoirs, Drawn from Memory (1957) and Drawn from Life (1961). His line is quick and economical, full of small movement, and he was at his best with animals and toys placed in ordinary English countryside.
In autumn 1923 a Punch colleague asked him to illustrate A. A. Milne's children's verses. That led to four books: When We Were Very Young (1924), Winnie-the-Pooh (1926), Now We Are Six and The House at Pooh Corner. Shepard drew the look of Pooh, Piglet, Eeyore and the rest, along with the map of the Hundred Acre Wood. In 1931 he illustrated Kenneth Grahame's The Wind in the Willows, after discussing the book with Grahame himself. He was made an OBE in 1972, and in his last years he painted watercolour versions of his Pooh and Wind in the Willows drawings.
Start with Winnie-the-Pooh, the book listed here. Look at the opening map first, then the "Bump, bump, bump" drawing in chapter 1. If you want more of him afterwards, try the 1931 Wind in the Willows, or Drawn from Memory for his own account of a Victorian London childhood.
