Top Ten 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 The Many Adventures of Winnie the Pooh Product Image

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

I'm an adult and I just bought this movie out of nostagia triggered by playing KH lol. It is the first Winnie the Pooh movie I saw growing up and the best in my opinion. Very memorable and sweet.

This movie is my childhood. I watch it on Netflix

It’s based on the classics

2 Pooh's Grand Adventure: The Search for Christopher Robin Pooh's Grand Adventure: The Search for Christopher Robin Product Image

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 trying to help their best friend, although it was a fool's errand by Owl. And it 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 on 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. That made it exiting! I kind of look at it as taking my first steps into the world of horror and thriller movies. And I know I'm not alone in loving this movie. The fan base of people around my age is huge.

Truly a masterpiece. Even if it does have some minor flaws, overall it is still a great movie. Such a shame it was never released in theatres. A very underrated movie in my opinion.

Only bad thing I can say about this movie is:

Kanga and Roo weren't in it. Why? They would have made an already awesome movie even more amazing!

3 The Tigger Movie The Tigger Movie Product Image

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

Don't you think Jim Cummings should've received SOME kind of award for playing Tigger?! When you watch this film, you feel sorry for poor Tigger for being the only one of his kind, and therefore lonely with no one else to have fun with. Cummings PERFECTLY AND FLAWLESSLY pulls off this performance! If James Jonah Cummings doesn't deserve praise or even respect for the amazing voice acting he put into this now legendary Disney movie as the usually happy-and-bouncy but here doubtful-and-heartbroken Tigger, then I DON'T KNOW WHICH VOICE ACTOR IN THIS WORLD DOES!

My favourite character is the protagonist of this movie

I Saw The Trailer And It Was Funny When Tigger Was Bouncing Off The Walls!

It Is Called The Loopey Dooper Bounce Of All Tiggers!

4 Winnie the Pooh (2011) Winnie the Pooh (2011) Product Image

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. Its like they turned a kids movie into a comedy movie for everyone.

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

This movie was terrible, Many Adventures and Grand Adventure (which this was a rip-off of) are superior, along with the others.

5 Piglet's Big Movie Piglet's Big Movie Product Image

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 has nowhere enough Owl. But hey, at least Tigger & Rabbit got more screen time in this than 'The Many Adventures of Winnie the Pooh' and, ironically, 'The Tigger Movie'). Overall, wonderful animation, memorable songs, awesome characters and compelling story. I would rate Piglet's Big Movie a 10/10.

I loved this movie. To it is all about to appreciate your friends for what they are.

This was the best movie, no contest. Piglet is so underrated, it's ridiculous.

The song "With a Few Good Friends" was the best to be honest.

6 Pooh's Heffalump Movie Pooh's Heffalump Movie Product Image

This E.T remake was great.

THIS MOVIE IS THE BEST IN THE FRANCHISE. LUMPY IS SUCH A LIKABLE CHARACTER, THE ANIMATION IS BEAUTIFUL, AND IT IS SO ADORABLE SEEING ROO AND LUMPY BOND. IT SHARES AN IMPORTANT MESSAGE THAT YOU SHOULDN'T JUDGE A BOO BY ITS COVER, AND THAT YOU SHOULD ALWAYS THINK TWICE ABOUT WHAT YOU HEAR. GREAT MOVIE.

7 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. :) And Pooh saves adult Christopher Robin from the 1940s rat race and his workaholic life.

This was an overall very impressive movie.

Fantastic movie!

8 Springtime With Roo Springtime With Roo Product Image

Awesome and underrated film. Shame it was never released in theatres and didn't get enough attention or credit.

9 Winnie the Pooh: Seasons of Giving Winnie the Pooh: Seasons of Giving Product Image
10 Pooh's Heffalump Halloween Movie Pooh's Heffalump Halloween Movie Product Image

I love this film and the character of the "Heffalump"

It has a scary vide to it, and I love it

The Contenders
11 Winnie the Pooh and Christmas Too Winnie the Pooh and Christmas Too Product Image

Even though watched many many times with younger siblings still an absolutely fantastic film.

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