This is only the third time that Walt Disney Animation Studios produced a sequel to one of their films from the Disney Animated Classics canon in-house. The previous instances are as follows: The Rescuers Down Under (1990) followed The Rescuers (1977) and Fantasia/2000 (1999) followed Fantasia (1940).
While Disney has made many Winnie the Pooh movies, this is only their second to be produced by Walt Disney Animation Studios. All of their other Winnie the Pooh movies, both those released direct to video/DVD and those released theatrically, were produced by DisneyToon Studios and thus are not considered to be official sequels.
The Winnie the Pooh stuffed bear which appears in the beginning of the film was made by Burny Mattinson's wife Sylvia while the Tigger, Piglet, Kanga, Roo and Eeyore stuffed toys were made by the Disney Store.
This was the last film from Walt Disney Animation Studios where the characters were drawn by hand. Beginning with the next film Wreck-It Ralph (2012) (and other movies after that.) The studio now does computer animated films.