The stories of Winnie-The-Pooh and his friends are all set around the Ashdown Forest, East Sussex, England. The forest is around 20 miles from Brighton, in the South of England. Hartfield is the nearest village to the '100 Acre Wood'. The Milnes lived in Cotchford Farm, slightly south of Hartfield, near to Pooh Bridge. The 500 Acre Wood is to the east side of the main road. Although this gave the inspiration for Pooh's home, most of the stories were set near to Pooh Bridge, at Gill's Lap.
Did you ever wonder how Winnie-the-Pooh got his name? I have...
In 1914, during World War I, troops from Winnipeg (Manitoba, Canada) were being transported to eastern Canada on their way overseas to Europe. When the train stopped at White River, Ontario, there was a trapper standing on the platform with a bear cub.
One of the soldiers who stepped off the train to take a break was Captain Harry Colebourn, a Canadian Army veterinarian. Colebourn bought the cub for $20 and named her "Winnipeg", or "Winnie" for short. Winnie became the mascot of the Second Canadian Infantry Brigade and went to Britain with the unit. Unfortunately, when the Brigade was posted to the battlefields of France, Winnie could not go. She was placed instead with the London Zoo, in Regent's Park.
Over the years the bear became very popular with the children and was well known for her playful nature. One little boy, in particular, was attracted to Winnie. The little boy's father (knowing of his son's attraction to Winnie) would of ten tell him bedtime stories about the bear and a make-believe world. The little boy (Christopher Robin Milne) was a featured character in most of those stories. The little boy's father (A.A. Milne) went on to write a series of books about "Winnie-the-Pooh" (the bear from Winnipeg), Christopher Robin (his son), and their friends at 100-Aker Wood.
As for how the "Pooh" part of his name came about, read this story.