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
The New Adventures of Winnie the Pooh Pooh: Spookable Fun and Boo to You, Too!" (October 6, 2003) "Winnie the Pooh: Seasons of Giving," (November 1, 2004) and "Winnie the Pooh: Un-Valentine's Day and A Valentine for You" (August 20, 2010,) eight DVDs were released as part of "The Magical World of Winnie the Pooh" series. Each DVD would feature 4 episodes: Emmy Award Humanitas Prize The New Adventures of Winnie the Pooh The New Adventures of Winnie the Pooh is an American Saturday morning original animated television series produced by Walt Disney Television that ran from January 17, 1988 to October 26, 1991, inspired by A.