Chess Land is an alternate dimension from the The New Adventures of Winnie the Pooh episode A Knight to Remember. It is ruled by King Pooh, who is assisted by the Bishopper Bounce and Magician Rabbit. He also is assisted by an unnamed paralell counterpart of Gopher, who is a shield expert.

The kingdom is put in danger by Eeyore the Dragon after he gets turned into a dragon and roars around Chess Land. A week later, the Bishopper Bounce finds Piglet after he is transported there, meeting all of them and being granted a Magic Shield. He cured Eeyore and restored the kingdom to it's glory, before returning home. Chess Land has not been seen after this.