In 1960 HMV recorded a dramatised version with songs (music by Harold Fraser-Simson) of two episodes from the book (Chapters 2 and 8), starring Ian Carmichael as Pooh, Denise Bryer as Christopher Robin (who also narrated), Hugh Lloyd as Tigger, Penny Morrell as Piglet, and Terry Norris as Eeyore. This was released on a 45rpm EP.
In 1988, an audio version of the book, published by BBC Enterprises, was narrated by Alan Bennett.
In 1997 Hodder Children's Audio released a dramatisation produced by David Benedictus with Judi Dench, Stephen Fry, Jane Horrocks, Geoffrey Palmer, Michael Williams, Robert Daws, Sandi Toksvig, Finty Williams and Steven Webb. The music was composed, directed and played by John Gould.
Chapter 2, 8, and 9 were adapted into animation with the Disney featurette Winnie the Pooh and the Blustery Day. Similarly, chapters 4 and 7 were adapted into Winnie the Pooh and Tigger Too!, while chapter 6 was adapted in Winnie the Pooh and a Day for Eeyore. Chapter 8 was also partially adapted into an episode of The New Adventures of Winnie the Pooh (entitled "The Masked Offender"). Also, the final chapter was adapted as a closure to The Many Adventures of Winnie the Pooh, as well as in the direct-to-video movie Pooh's Grand Adventure: The Search for Christopher Robin. However in the book, Christopher was going to boarding school and wouldn't be coming back but in the films he was just going to school and would come back at the end of the day (although Christopher Robin did start day school earlier in this book, leaving a note saying "Backson" [meaning "Back Soon".] This led the other characters to think that he had disappeared with someone called Backson.) Chapter 1 was used in a segment of "Piglet's Big Movie."
Chapter 2 was also released from Disney as a book, under the title "Winnie the Pooh meets Tigger".
In 1968 Jefferson Airplane referenced the book in their song The House at Pooneil Corners, a surrealistic depiction of global nuclear war co-written by Paul Kantner and Marty Balin, ending with the line "Which is why a Pooh is poohing in the sun".