Top 10 Best Winnie the Pooh Movies

This list compiles the best Winnie the Pooh movies, released theatrically as well as straight to video.
The Top Ten
1 The Many Adventures of Winnie the Pooh

While released in theatres in 1977, the movie is actually three animated short films combined into one feature. The originals were released in 1966, 1968, and 1974, with additional animation added to bridge the gaps between each segment.

This movie is my childhood. I watch it on Netflix.

2 Winnie the Pooh (2011)

At first, I had a difficult time accepting this movie due to the drastic voice acting changes and the lack of nostalgia that came with it. I was in my late teens when this reached theatres, after all. But that has all changed after repeat viewings. Now, I very much value its existence as part of the 'Disney Revival' era.

This is the funniest movie ever written, even though it was just an hour long. It's like they turned a kids' movie into a comedy for everyone.

Oddly, this movie feels the most authentic of all the rest. It's nearly perfect and everything you expect from the world of Pooh.

3 Pooh's Grand Adventure: The Search for Christopher Robin

This movie was the best! It made viewers feel things they never thought they would. It scared you, it made you cry, and it made you laugh too.

Pooh's song, Wishing Star, is very sad. It deals with Tigger, Rabbit, and Piglet dealing with their insecurities while trying to help their best friend, although it was a fool's errand by Owl. It also showed you how Pooh had to deal with the fact that he might lose someone he truly loves and cares about. That actually can teach kids something about how to deal with grief.

This movie wasn't exactly viewed as a masterpiece when it was made. It was deemed too frightening and different from the tone of the original Pooh books, but that didn't stop me from loving it. In fact, I loved it because it was scary, making it exciting.

I kind of look at it as taking my first steps into the world of horror and thriller movies. I know I'm not alone in loving this movie. The fan base of people around my age is huge.

4 The Tigger Movie

Absolutely incredible. You'll laugh, you'll cry. It also features Tigger, who is such a lovable character.

5 Pooh's Heffalump Movie
6 Piglet's Big Movie

I think John Fiedler would have won an award for his phenomenal performance. Whenever I watch the film, I feel very sorry for poor Piglet. This movie is funny, nostalgic, memorable, awesome, and phenomenal, although the film does not feature Owl enough. But hey, at least Tigger and Rabbit got more screen time in this than in The Many Adventures of Winnie the Pooh and, ironically, The Tigger Movie. Overall, wonderful animation, memorable songs, awesome characters, and a compelling story. I would rate Piglet's Big Movie a 10/10.

7 Springtime With Roo

Awesome and underrated film. It's a shame it was never released in theatres and didn't get enough attention or credit.

8 Pooh's Heffalump Halloween Movie
9 Christopher Robin

Lovely movie! Pooh was awesome in it. The voice actor did a perfect job, and they conveyed the spirit of Pooh and his relaxed wisdom about life. Pooh saves adult Christopher Robin from the 1940s rat race and his workaholic life.

This was an overall very impressive movie.

10 Winnie the Pooh and Christmas Too

Even though I have watched it many times with younger siblings, it is still an absolutely fantastic film.

The Contenders
11 Tigger & Pooh and a Musical Too
12 Super Sleuth Christmas Movie
13 Winnie the Pooh: Seasons of Giving
14 The Book of Pooh: Stories from the Heart
15 Winnie The Pooh: A Very Merry Pooh Year
16 Goodbye Christopher Robin
17 Winnie the Pooh: Boo! to You Too
18 Super Duper Super Sleuths
19 Winnie the Pooh: A Valentine for You
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