Winnie the Pooh is a media franchise produced by The Walt Disney Company, based on A. A. Milne and E. H. Shepard's stories featuring Winnie-the-Pooh. It started in 1966 with the theatrical release of the short Winnie the Pooh and the Honey Tree.

The tone, action, and plot of the franchise is made much softer and slower than that of any other Disney animated franchise, in order for it to appeal to a more preschool-oriented audience.

In 1930, producer Stephen Slesinger originally acquired sole and exclusive American and Canadian merchandising, television, recording and other trade rights to Pooh from A. A. Milne. Then as early as 1938, Walt Disney expressed interest in obtaining the film rights to the Pooh books by first corresponding with the literary agency Curtis Brown. In June 1961, Disney Productions acquired the film rights from Milne's widow Dorothy, as well as the television and merchandising rights from Slesinger's widow Shirley Slesinger Lasswell. By 1964, Disney told his animation staff that he was planning to make a full-length animated feature film based on the books. A meeting was held with senior staff members to discuss the proposed film. However, during the meeting, Disney decided not to make a feature film, but instead a featurette that could be attached to a live-action film. Disney dropped the hyphens from the name and adopted Slesinger's red-shirted version of Pooh. To Milne's set of characters, Disney added Gopher to add a more traditional and relatable American creature to the mix. Winnie the Pooh and the Honey Tree in 1966 was the franchise's big-screen debut.

A new rights agreement was signed in 1983 between Disney and the heirs of both Milne and Slesinger. In 1991, Slesinger Lasswell began a series of lawsuits against Disney for unpaid royalties, accusing the company of misreporting Pooh revenue, and sought to terminate all future rights. Then after the Copyright Term Extension Act of 1998 was passed, A. A. Milne's granddaughter Clare attempted to use the new law to terminate all future rights for the Slesingers so the Milnes could deal with Disney exclusively, but this was rejected by the US courts. In the midst of the lawsuits, analysts in 2003 believed Pooh was worth $3 billion to $6 billion of Disney's total annual sales of $25 billion. The Age thus concluded, "[l]osing control of the Winnie the Pooh franchise would be a disaster for Disney". In 2009, US District Judge Florence-Marie Cooper ruled that the Slesingers had granted all Pooh trademarks and copyrights to Disney, but Disney must still pay royalties for all future uses of the characters. By 2022, the original Winnie-the-Pooh book entered into the public domain in the United States, since it had been 95 years since the story was first published. While Disney retains certain rights to their derivative works, the company no longer holds exclusive rights to the characters in the US. Disney still holds exclusive rights in the UK and other countries where they have different copyright expiration dates.

According to a 2013 Variety article, Winnie the Pooh is the third best-selling franchise in the world, after Disney's own Disney Princess and Star Wars. The New York Times said: "The stakes are high for Disney. Global sales of Pooh merchandise — books, plush toys, T-shirts, potty chairs — have fallen 12% over the last five years, but still account for a staggering $5.5 billion." It added that Pooh "remains Disney's second best-selling character after Mickey Mouse" and noted: "Branding experts say aging character franchises are among the most difficult to keep alive because they require continually walking a tightrope. 'With Winnie the Pooh, Disney is going to continue to struggle with the tension of remaining relevant to kids versus maintaining a love-mark brand that parents trust,' said Matt Britton, a founder of Mr. Youth, a New York marketing firm." In a 2014 overview of Disney's top franchises, CNN wrote "Pooh may have been born in the 1920s in A.A. Milne's books. But the bear is still going strong via Disney movies and DVD's. Pooh Bear sells games, stuffed animals, clothing, and even iPhone and iPad apps. Pooh is also a favorite subject in books from Disney Publishing Worldwide, the world's largest publisher of children's books and magazines with more than 700 million products sold each year".

The Many Adventures of Winnie the Pooh is a 1977 American animated musical comedy film produced by Walt Disney Productions and distributed by Buena Vista Distribution. The film consists of three previously released shorts that have been edited together. The ending scene is based on the final chapter of A. A. Milne's The House at Pooh Corner.

Sebastian Cabot narrates the adventures of joyous bear Winnie the Pooh as he seeks out and deals with complications from his search for honey, weathers a terrible wind storm and subsequent flood, endures the foibles of the hyperactive tiger Tigger, and celebrates Eeyore's birthday. Winnie the Pooh, Piglet, Eeyore, Kanga, Roo, and Tigger round out the menagerie in a 1977 American comedy film.

Sterling Holloway voices the Pooh character.