Winnie the Pooh Movies: Release Order

1977 - 20187 Films9h 32m4 Average

This Release Order presents all Winnie the Pooh theatrical films chronologically, spanning from Disney's classic 1977 compilation through modern adaptations. The Disney animated films (1977-2011) are standalone adventures set in the Hundred Acre Wood, featuring Pooh, Piglet, Tigger, Eeyore, and the rest of the beloved cast in charming, self-contained stories.

The list also includes two very different live-action films: Goodbye Christopher Robin is a biographical drama about author A.A. Milne and the real-life inspiration behind the characters, while Christopher Robin is a fantasy adventure that reunites a grown-up Christopher with his childhood friends from the Hundred Acre Wood. The watch order provides the complete theatrical Pooh experience across animation styles and storytelling approaches.

1
The Many Adventures of Winnie the Pooh poster

The Many Adventures of Winnie the Pooh

19771h 14m4.2
Director: John Lounsbery
Cast: Sterling Holloway, John Fiedler, Junius Matthews, Paul Winchell, Ralph Wright

Join Winnie the Pooh and his beloved friends including Piglet, Tigger, Eeyore, and Christopher Robin as they embark on whimsical adventures in the enchanting Hundred Acre Wood. This classic Disney anthology brings together heartwarming tales of friendship, imagination, and the simple joys of childhood.

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2
The Tigger Movie poster

The Tigger Movie

20001h 17m3.7
Director: Jun Falkenstein
Cast: Jim Cummings, Nikita Hopkins, Ken Sansom, John Fiedler, Peter Cullen

When Tigger's bouncing becomes too disruptive for his friends in the Hundred Acre Wood, he embarks on a heartwarming journey to discover if there are other tiggers like him in the world.

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3
Piglet's Big Movie poster

Piglet's Big Movie

20031h 19m3.8
Director: Francis Glebas
Cast: John Fiedler, Jim Cummings, Nikita Hopkins, Ken Sansom, Peter Cullen

When Piglet feels too small to help with the honey harvest and disappears, his friends from the Hundred Acre Wood use his scrapbook to search for him and discover what a big hero he truly is.

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4
Pooh's Heffalump Movie poster

Pooh's Heffalump Movie

20051h 8m3.9
Director: Frank Nissen
Cast: Jim Cummings, John Fiedler, Kath Soucie, Nikita Hopkins, Ken Sansom

Winnie the Pooh and his friends from the Hundred Acre Wood embark on an adventure to discover what a mysterious Heffalump really is. Their journey leads to unexpected discoveries and valuable lessons about friendship and understanding.

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5
Winnie the Pooh poster

Winnie the Pooh

20111h 3m4
Director: Stephen J. Anderson
Cast: Jim Cummings, Bud Luckey, Craig Ferguson, Travis Oates, Tom Kenny

When Winnie the Pooh and his friends misinterpret a note from Christopher Robin, they believe he's been captured by a mysterious creature called the "Backson" and embark on a rescue mission through the Hundred Acre Wood.

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6
Goodbye Christopher Robin poster

Goodbye Christopher Robin

20171h 47m4.1
Director: Simon Curtis
Cast: Domhnall Gleeson, Margot Robbie, Will Tilston, Stanley Hamlin, Dexter Hyman

A biographical drama exploring how A.A. Milne created the beloved Winnie the Pooh stories, inspired by his relationship with his son Christopher Robin.

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7
Christopher Robin poster

Christopher Robin

20181h 44m4.3
Director: Marc Forster
Cast: Ewan McGregor, Hayley Atwell, Bronte Carmichael, Jim Cummings, Brad Garrett

A grown-up Christopher Robin has lost touch with his childhood wonder, so his beloved stuffed animals from the Hundred Acre Wood return to help him rediscover the joy and imagination he once knew.

AdventureComedyFamilyFantasy

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