Originally slated as Direct-To-Video, this feature was upgraded to theatrical release.
More than 900 children, most of them actors, auditioned in the U.S. for the voice of Lumpy. Soon thereafter, auditions were held in the U.K. That day, the team found their Lumpy in five-year-old Kyle Stanger, who had never acted before. Songwriter and recording artist Carly Simon helped come up with Lumpy's full name: Heffridge Trumpler Brompet Heffalump, IV. Simon also sings on the soundtrack and wrote some new songs for the film. According to the team, she became very passionate about the story during production. A Heffalump's favorite food: Cookies called rumple-doodles. Heffalump is the first in the Pooh series in which Winnie the Pooh narrates. For the first time, Roo plays the big lead.
The trap Kanga is caught in includes a life preserver labeled HMS Ashdown; much of the Hundred Acre Wood is modeled on Ashdown Forest (and vice versa; there is now a feature known as the Heffalump Trap).