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Fun and Learning with Winnie the Pooh


Kids love Winnie the Pooh and my kids are no exception. My daughter got hooked on Winnie the Pooh when she was just barely one-year old. Even at such a young age she was following along with the videos, had all the names of the characters memorized, and could quote lines from the movies or sing along to the songs.


That’s when I realized that, if she’s old enough to already be memorizing characters, lines, and songs from the movies, she could start working on learning her numbers, shapes, colors, and more.


So, I decided to start harnessing the excitement she had for this make believe world and start using it in ways that could benefit her in the real world.


The following are some of the “favorites” we have done with this “silly old bear”. Many of them are purely and simply for fun and enjoyment, and others are more focused to teaching particular motor skills or specific educational topics.


With any and all, I would highly encourage moms to really engage with their children. Kids will learn much faster and much better when an adult shows an interest in their little world and intentionally joins in on their “play time”.



Printable Winnie the Pooh Characters (and Shapes)

Please note that the following pictures are not for profit. They are ones that are available for free download on the web, I simply took them and arranged them so that the characters are in good proportion with one another.


For my daughter’s birthday, I printed the following characters, cut them out, and laminated them for durability. It made for a very inexpensive birthday present, but a gift that she really enjoys and loves playing with, if for no other reason than that she has pictures of all her favorite characters and a great imagination for playing with them.  


Along side these characters, I also printed and laminated a bunch of shapes, so that while we’re playing with the Winnie the Pooh characters we are also getting in some fun practice in learning to match up shapes, sizes, and colors. You can get the free shapes printable from the Powerful Mothering blog.



Printable Memory Game

Memory is a very popular game for young children. Now you can make your own memory game for your child with their most beloved Winnie the Pooh characters. Add in some shapes, as well, for learning benefits.

To make the memory game, simply print out the files below, cut them out, and laminate them.


Winnie the Pooh’s “Oh Bother” Series

The Winnie the Pooh “Oh Bother” book series is great for teaching about “behavior issues” that are common in young children. Each book features a different issue, teaching on topics such as fighting, jealousy, sharing, listening, and the importance of cleaning up after yourself.







Favorite Winnie the Pooh Movies

Winnie the Pooh 123’s (learning numbers and counting) – This is a great movie for teaching about numbers and counting. I used to let my daughter watch this quite frequently (nearly every day) and by her second birthday she could count from 1-10. I would NOT recommend the ABC video in this series though. That was a disappointment. I expected she could learn her alphabet through watching the video, but it wastes too much time trying to teach kids about rhyming words that it failed to teach the alphabet. I definitely recommend the counting video, but not the ABC’s video.  



Piglets BIG Movie – As a mom, this is my favorite Winnie the Pooh movie to put on for my children, I feel like it teaches good lessons for children and it didn’t have any “scary parts” for the kids, which meant I didn’t have to supervise their watching it at all. Plus, the songs in this movie are highly entertaining . . . My little girl just loves to get up and march along with the “marching song”.





Pooh’s Heffalump Movie – This was my daughter’s favorite movie of all. She was a little scared of the mother heffalump at first and always wanted us to fast forward certain sections of the movie, but even in spite of the “scary parts” this was always the movie she would ask for, and by far her favorite. You just can’t resist how adorably cute little “Lumpy” is.





The Tigger Movie – Another great movie! Lots of music and lots of catchy songs. Great for children of all ages (even us adults enjoy this one!)








Winnie the Pooh – This is another one where my one-year old had a couple sections she was scared of, but she has always loved this movie and often asks for us to put it on for her. It contains different voices than the other movies which was a bit of a surprise at first, but the humor in this movie more than makes up for it. And eventually we got used to the different voices and hardly notice anymore.