Ash and his friends (along with The 100 Acre Avatar League) have traveled back to the 100 Acre Wood to reunite with Winnie the Pooh and his friends and help them find a new tail for Eeyore and, supposedly, save Christopher Robin from a creature called The Backson.
- The 100 Acre Avatar League will guest star in this film.
- This is an NTSC film with NTSC bits from the Pokémon films, The Jungle Book 1 and 2, Pinocchio, Fun and Fancy Free, Mickey's Christmas Carol, Mickey's Magical Christmas: Snowed in at the House of Mouse, The Lion King films, The Emperor's New Groove, Kronk's New Groove, The Swan Princess films, and The Secret of NIMH 1 and 2.
- This is the first Pokémon crossover with a then-recent Disney animated film.
- This film will be dedicated to the memory of Bud Luckey (1934-2018), who voiced Eeyore in the real film and died from natural causes.