35 Best Winnie the Pooh Fan Art

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Winnie the Pooh fan art is some of the most popular Disney fan art out there! Also enjoy Moana, Nightmare Before Christmas, and Mickey Mouse fan art.

We’ve rounded up a huge collection of our favorite examples of Winnie the Pooh fan art!

If you’re a true Winnie the Pooh fan who loves to draw or simply appreciates good art, then this round-up of Winnie the Pooh fan art is going to inspire your creativity.

We scoured the internet to find shareable fan art and we’ve curated some truly incredible pieces of art here.

Support great fan art! Click through to the artist’s page and purchase their work or just give them a like for sharing their creative talents with us.

And we hope this will inspire you to create your own works of art. Digital, hand-drawn, whatever your medium, your artwork can be a great expression of your affinity for Winnie the Pooh.

Our Favorite Winnie the Pooh Fan Art

Winnie the Pooh has become a favorite amongst Disney fans and it’s no wonder why. It’s not hard to see why fans are as passionate about Winnie the Pooh as they are.

Below are some of our favorite fan art pieces featuring Winnie the Pooh, hope you enjoy our curated collection!

Winnie the Pooh: Honey

Did you know that Winnie the Pooh was created by A. A. Milne? Milne was inspired by his son Christopher Robin’s stuffed animals, which included a bear named Winnie and a pig named Piglet.

Winnie the Pooh

The character of Winnie the Pooh was named after a real-life bear named Winnipeg, who lived in the London Zoo. Winnipeg was commonly called “Winnie” by her keepers.

Winnie the Pooh and Eeyore

Winnie the Pooh made his debut in a book called “Winnie-the-Pooh,” which was published in 1926. The book was followed by a sequel, “The House at Pooh Corner,” in 1928.

Whinnie the Pooh Fan Art

The first Winnie the Pooh movie was released in 1966, and it was called “Winnie the Pooh and the Honey Tree.”

Stronger Than You Seem

Winnie the Pooh’s catchphrase is “Oh, bother!” This phrase is often used when things don’t go according to plan or when Winnie the Pooh gets into a sticky situation.

Pooh-gardium leviosa

The character of Tigger was introduced in the book “The House at Pooh Corner.” Tigger is known for his bouncy personality and his signature catchphrase, “TTFN: Ta-Ta For Now!”

Oh d-d-d-dear!

Winnie the Pooh’s favorite food is honey, and he is often seen indulging in it throughout the books and movies.

The Honey Tree

Piglet is Winnie the Pooh’s best friend, and the two are often seen going on adventures together in the Hundred Acre Wood.

Winnie The Pooh Painting

The character of Eeyore is known for his gloomy and pessimistic personality. Despite his downcast demeanor, he is loved by many fans of the Winnie the Pooh franchise.

Pooh Bear Drawing

Owl is one of the wisest characters in the Hundred Acre Wood, and he often provides advice to his friends when they need it.

Winnie the Pooh and bees

Kanga and Roo are a mother-and-son pair of kangaroos who live in the Hundred Acre Wood. Roo is a playful and energetic character who often gets into mischief.

Winnie the Pooh having tee

The character of Rabbit is known for his organizational skills and his love of gardening. He often helps his friends in the Hundred Acre Wood by providing advice and assistance.

Winnie the Pooh, Heffalumps and Woozles

Winnie the Pooh was adapted into a television show called “The New Adventures of Winnie the Pooh” in 1988. The show ran for four seasons and 50 episodes.

Winnie the Pooh and Tigger

The voice of Winnie the Pooh in the Disney adaptations of the character was provided by Jim Cummings. Cummings also provided the voice of Tigger in these adaptations.

Pooh got gift

Winnie the Pooh is often depicted wearing a red shirt, but in the original illustrations by E. H. Shepard, he was not shown wearing any clothing.

Disney Classics Winnie The Pooh

The character of Winnie the Pooh has been featured in many merchandise products, including toys, clothing, and accessories.

Christopher robin

Winnie the Pooh is a popular character in Japan, where he is known as “Kuma no Pooh-san.” There are even Winnie the Pooh-themed cafes in Japan!


Winnie the Pooh has been translated into many languages, including Spanish, French, German, Italian, and Mandarin Chinese.

Adorable winnie the pooh

The original stuffed animals that inspired the Winnie the Pooh characters are on display at the New York Public Library. The display is called “The Winnie the Pooh Collection.”

Pooh & Piglet

In 2011, Winnie the Pooh received a star on the Hollywood Walk of Fame. The star is located at 6834 Hollywood Boulevard.

Winnie the Pooh & Friends

The character of Winnie the Pooh has been parodied in many different forms of media, including TV shows, movies, and commercials.

Playful Winnie and Tigger

Winnie the Pooh was banned in China in 2018. The ban was reportedly due to comparisons made between Winnie the Pooh and Chinese President Xi Jinping.

100 Acre Wood

Winnie the Pooh was also banned in Turkey in 2017. The ban was reportedly due to concerns that the character was being used in a subversive manner.

Sad Pooh

The Hundred Acre Wood, where Winnie the Pooh and his friends live, is based on a real-life forest in Ashdown Forest, East Sussex, England.

Watch out for those bees!

Winnie the Pooh has been featured in several video games, including “Winnie the Pooh in the Hundred Acre Wood” and “Kingdom Hearts.”

Winnie the Pooh Simple Drawing

The character of Winnie the Pooh has been referenced in many TV shows and movies, including “Friends,” “The Simpsons,” and “The Big Bang Theory.”

Winnie the Pooh Cowboy

Winnie the Pooh was inducted into the Kids’ Hall of Fame in 2002. The Kids’ Hall of Fame honors characters that have made a significant impact on children’s entertainment.

Super Winnie

Winnie the Pooh has won several awards over the years, including a Grammy Award for Best Spoken Word Album for Children in 1980.

The Tigger Movie

Winnie the Pooh has been featured in several comic book series, including a long-running series published by Disney Comics.

Baby Pooh and Tigger

In 2018, a live-action movie called “Christopher Robin” was released, which featured Winnie the Pooh and his friends. The movie was directed by Marc Forster and starred Ewan McGregor as Christopher Robin.

Pooh`s Honey Dream

Winnie the Pooh has been featured in several stage adaptations, including a musical called “Winnie the Pooh: The Musical” and a play called “The House at Pooh Corner.”

Winnie Pooh Pattern

The character of Winnie the Pooh has been a beloved children’s character for almost a century, and his popularity shows no signs of waning anytime soon. Whether in books, movies, TV shows, or merchandise, Winnie the Pooh continues to be a beloved figure that brings joy and laughter to people of all ages.

Wishing Well

Fan Made Poster of Winnie

Classic Pooh


When looking for Winnie the Pooh fan art, it can be hard to find the best quality artwork.

But never fear! We’ve curated a collection of Winnie the Pooh fan art that we think you’ll love.

Let us know which design is your favorite in the comments below!

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