Sterling Holloway Hal Smith took over the role of Winnie the Pooh for the 1981 short "Winnie the Pooh Discovers the Seasons". He would maintain the role until Jim Cummings replaced him in 1988 for "The New Adventures of Winnie the Pooh" and also took over most of Holloway's other voice roles, including Kaa in "Jungle Cubs" and "The Jungle Book 2". Sterling Holloway Sterling Price Holloway Jr. (January 4, 1905 – November 22, 1992) was an American character actor and voice actor who appeared in over 100 films and 40 television shows. He was also a voice actor for The Walt
Winnie the Pooh and a Day for Eeyore The first home video release for "Winnie the Pooh and a Day for Eeyore" was "Winnie the Pooh and Friends", released on VHS in 1984, followed by other releases of this film, including the December 28, 1990 "Walt Disney Mini-Classics" release and the July 11, 2000 "Storybook Classics" release. It has since been included as a bonus feature on VHS, DVD and Blu-Ray releases of "The Many Adventures of Winnie the Pooh". (The Blu-Ray edition presents the short in high definition.) The film's plot is based primarily on two A. A. Milne stories: "In which Pooh invents a new game