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100+ Winnie the Pooh Inspirational Quotes

Since his debut in 1926, Winnie the Pooh has been a beloved cartoon character around the world. He is known for being wise beyond his years and offering up sage advice with a lighthearted touch.

His words are often inspiring and thought-provoking, making them perfect for anyone looking to be motivated by something special.

Other characters in the Hundred Acre Woods like Eeyore and Piglet also have a few inspiring quotes that will leave a lasting impression. The Winnie the Pooh books would go on to become iconic children’s books by the English author A. A. Milne (full name: Alan Alexander Milne.)

Here is the scoop on some of Winnie the Pooh’s most inspirational quotes and life lessons that can help us get through life’s challenges.

From finding the courage to believing in yourself, these Winnie the Pooh quotes show just how much wisdom this silly old bear that loves eating honey holds!

Which is your favorite quote?

Fun Facts

Did you know that Winnie the Pooh Day is January 18th? You can even plan a trip to Pooh Country in England for a real-life Pooh and Hundred Acre Woods. There is a country home in particular that sells specialty gifts to bring the story even more to life!

Inspiring Winnie the Pooh Quotes

winnie the pooh and friends going on an adventure
© Disney Enterprises, Inc. All rights reserved.
  1. “I wasn’t going to eat it, I was just going to taste it.” – Winnie the Pooh
  2. “A hug is always the right size.” – Winnie the Pooh
  3. “Rivers know this: There is no hurry. We shall get there someday.” – Winnie the Pooh
  4. “Christopher Robin! Will you kindly shake your umbrella and say ‘tut tut it looks like rain!’?” – Winnie the Pooh
  5. “When you go after honey with a balloon, the great thing is not to let the bees know you’re coming.” – Winnie the Pooh
  6. “A day without a friend is like a pot without a single drop of honey left inside.” – Winnie the Pooh
  7. “I am not lost, for I know where I am. But however, where I am may be lost.” – Winnie the Pooh
  8. “Just because an animal is large, it doesn’t mean he doesn’t want kindness; however, big Tigger seems to be, remember that he wants as much kindness as Roo.” – Winnie the Pooh
  9. “If the person you are talking to doesn’t appear to be listening, be patient. It may simply be that he has a small piece of fluff in his ear.” – Winnie the Pooh
  10. “Nobody can be uncheered with a balloon.” – Winnie the Pooh
  11. “It’s the best way to write poetry, letting things come.” – Winnie the Pooh

Winnie the Pooh Quotes About Life

The cheerful bear doesn’t deny that life is difficult but Pooh’s character inspires us to move forward even if we end up in the wrong places sometimes.

winnie the pooh holding paper to door
 © Disney Enterprises, Inc. All rights reserved.
  1. “I wonder how many wishes a star can give.” – Winnie the Pooh
  2. “You can’t stay in your corner of the Forest waiting for others to come to you. You have to go to them sometimes.” – Winnie the Pooh
  3. “Always watch where you are going, otherwise, you may step on a piece of the Forest that was left out by mistake.” – Winnie the Pooh
  4. “Those who are clever, who have a brain, never understand anything.” – Winnie the Pooh
  5. “I think we dream so we don’t have to be apart for so long. If we’re in each other’s dreams, we can be together all the time.” – Winnie the Pooh
  6. “Don’t underestimate the value of doing nothing, of just going along, listening to all the things you can’t hear, and not bothering.” – Winnie the Pooh
  7. “Before beginning a hunt, it is wise to ask someone what you are looking for before you begin looking for it.” – Winnie the Pooh
  8. “If people are upset because you’ve forgotten something, console them by letting them know you didn’t forget–you just weren’t remembering.” – Winnie the Pooh
  9. “What’s wrong with knowing what you know now and not knowing what you don’t know until later?” – Winnie the Pooh
  10. “I always get to where I’m going by walking away from where I have been.” – Winnie the Pooh
  11. “The sun still shines, even when it’s hiding.” – Winnie the Pooh

Winnie the Pooh Love & Friendship Quotes

Even though this cartoon character loves eating honey and taking a smallish nap, Winnie or otherwise known as Edward Bear takes into account the little things, always having a love of the simple joys of life.

winnie the pooh and rabbit in cave
© Disney Enterprises, Inc. All rights reserved.
  1. “You don’t spell it, you feel it.” – Winnie the Pooh
  2. “Some people care too much. I think it’s called love.” -Winne the Pooh
  3. “Love is taking a few steps backward maybe even more… to give way to the happiness of the person you love.” – Winnie the Pooh
  4. “And really, it wasn’t much good having anything exciting like floods, if you can’t share them with somebody.” – Winnie the Pooh
  5. “Sometimes the smallest things take up the most room in your heart.” – Winnie the Pooh
  6. “If you live to be a hundred, I hope I live to be a hundred minus one day so that I never have to live a day without you.” – Winnie the Pooh
  7. “Any day spent with you is my favorite day. So today is my new favorite day.” – Winnie the Pooh
  8. “As soon as I saw you, I knew an adventure was going to happen.” – Winnie the Pooh
  9. “A friend is one of the best things you can have and one of the best things you can be.” – Winne the Pooh
  10. “Don’t walk behind me; I may not lead. Don’t walk in front of me; I may not follow. Just walk beside me and be my friend.” – Winnie the Pooh
  11. “How lucky am I to have something that makes saying goodbye so hard.” – Winnie the Pooh

Funny Winnie the Pooh Quotes

eeyore with umbrella
© Disney Enterprises, Inc. All rights reserved.
  1. “People who don’t think probably don’t have brains; rather, they have grey fluff that’s blown into their heads by mistake.” – Winnie the Pooh
  2. “To be uneducated, an A is just three sticks.” -Winnie the Pooh
  3. “There’s no difference between falling a thousand feet to the jagged rocks below and tumbling out of bed.” – Winnie the Pooh
  4. “Sometimes, if you stand on the bottom rail of a bridge and lean over to watch the river slipping slowly away beneath you, you will suddenly know everything there is to be known.” – Winnie the Pooh
  5. “Home is the comfiest place to be.” – Winnie the Pooh
  6. “When speaking to a bear of very little brain, remember that long words may bother him.” – Winnie the Pooh
  7. “When you go after honey with a balloon, the great thing is to not let the bees know you’re coming.” – Winnie the Pooh
  8. “When late morning rolls around and you’re feeling a bit out of sorts, don’t worry; you’re probably just a little eleven o’ clockish.” – Winnie the Pooh
  9. “He could see the honey, he could smell the honey but he couldn’t quite reach the honey.” – Winnie the Pooh
  10. “It all comes of not having front doors big enough.” – Winnie the Pooh
  11. “I’m so rumbly in my tumbly.”- Winnie the Pooh

Eeyore Quotes

  1. “After all, one can’t complain, I have my friends.” – Eeyore
  2. “It never hurt to keep looking for sunshine.” – Eeyore
  3. “A little consideration, a little thought for others, makes all the difference.” – Eeyore
  4. “They’re funny things, accidents. You never have them till you’re having them.” – Eeyore
  5. “Could be worse. Not sure how, but it could be.” -Eeyore
  6. “It’s not much of a tail, but I’m sort of attached to it.” – Eeyore
  7. “Sure is a cheerful color. Guess I’ll have to get used to it.” – Eeyore
  8. “Might take a day or two, but I’ll find a new one.” – Eeyore
  9. “It’s an awful nice tail, Kanga. Much nicer than the rest of me.” – Eeyore
  10. “The nicest thing about the rain is that it always stops. Eventually.” – Eeyore

Funny Tigger Quotes

The energetic tiger takes all other characters out of their comfort zones and helps to cheer them up during bad days.

tigger and owl
© Disney Enterprises, Inc. All rights reserved.
  1. “The most wonderful thing about Tiggers is, I’m the only one.” – Tigger
  2. “I always said Tiggers could climb trees. Not that it’s easy, mind you. Of course, there’s the coming down too. Which will be difficult unless one fell when it would be easy.” – Tigger
  3. “That’s the story of you and me, from the very beginning we were meant to be.” – Tigger
  4. “Once in a while, someone amazing comes along and here I am.” – Tigger
  5. “Oh stop that gloomy roomynation, all you need is a little bit of Tiggerzation.” – Tigger
  6. “If you hit a bush or a tree you’ll fall, so do your best to avoid them all, it’s gonna be great!” – Tigger
  7. “So, I want you to keep your bounces low. It’s gonna be great!” – Tigger
  8. “I never thought about having a sidekick before.” – Tigger
  9. “It’s a dangerous path I bounce… but I bounce it alone. Because the Hundred Acre Woods needs a hero, Pooh Bear! And I’m the only one.” – Tigger

Tigger Quotes About Friendship

  1. “I wouldn’t trade it for anything ever, no, never. Cause your friendship is the bestest present ever.” – Tigger
  2. “Your friendship is the best present ever. It’s better than a brand new bike.” – Tigger
  3. “All the things that we do wouldn’t be as much fun without you.” – Tigger

Christopher Robin Quotes

  1. “You’re braver than you believe, stronger than you seem, and smarter than you think.” – Christopher Robin
  2. “What I like best is just doing nothing.” – Christopher Robin
  3. “Promise you won’t forget me ever?” – Christopher Robin
  4. “No, Pooh. You are, I think, a bear of a very big heart.” – Christopher Robin
  5. “Well, I wished I didn’t have to stay for work, but dreams don’t come for free, Madeline. You have to work for them. Nothing comes from nothing. Do you understand?” – Christopher Robin
  6. “The key is to head in just one direction to avoid getting lost, especially in all this fog.” – Christopher Robin

Piglet Quotes

Piglet is Pooh’s best friend and is possibly the cutest character!

piglet on red balloon
© Disney Enterprises, Inc. All rights reserved.
  1. “The things that make me different are the things that make me, me.” – Piglet
  2. “I wonder what’s going to happen exciting today?” – Piglet
  3. “How do you spell love?” – Piglet
  4. “I just wanted to be sure of you.” – Piglet
  5. “It is hard to be brave when you’re only a very small animal.” – Piglet
  6. “I’ll bring you tea and honey until you do.” – Piglet

Other Winnie the Pooh Quotes

pooh bear in front of cave filled with honey and bees
© Disney Enterprises, Inc. All rights reserved.
  1. “But, of course, it isn’t really goodbye because the Forest will always be there… and anybody who is friendly with bears can find it.” – The House a Pooh Corner
  2. “If the string breaks, then we try another piece of string.” – Owl
  3. “Because Poetry and Hums aren’t things which you get, they’re things which get you. And all you can do is to go where they can find you.” – The House at Pooh Corner
  4. “Tiggers never go on being sad.” – Rabbit
  5. “When all else fails, take a nap.” – Winnie the Pooh
  6. “Life is a journey to be experienced, not a problem to be solved.” – Winnie the Pooh
  7. “Weeds are flowers, too, once you get to know them.” – Winnie the Pooh
  8. “One of the advantages of being disorganized is that one is always having surprising discoveries.” – Winnie the Pooh
  9. “A day without laughter is a day wasted.” – Winnie the Pooh
  10. “I am short, fat, and proud of that.” – Winnie the Pooh
  11. “But, after all, what are birthdays? Here today and gone tomorrow.” – Winnie the Pooh

Heartwarming Winnie the Pooh Quotes

Christopher Robin and friends
© Disney Enterprises, Inc. All rights reserved.
  1. “Piglet noticed that even though he had a very small heart, it could hold a rather large amount of gratitude.” – A.A. Milne
  2. “Wherever they go, and whatever happens to them on the way, in that enchanted place on the top of the forest, a little boy and his bear will always be playing.” – A.A. Milne
  3. “It is more fun to talk with someone who doesn’t use long, difficult words but rather short, easy words like ‘What about lunch?'” – A.A. Milne
  4. “It’s so much more friendly with two.” – A. A. Milne
  5. “You can never tell with bees.” – A.A. Milne
  6. “A bear, however hard he tries, grows tubby without exercise.” – A.A. Milne
  7. “Winnie the Pooh finds comfort in counting his pots of honey, and Rabbit finds comfort in knowing where his relations are — even if he doesn’t need them at the moment.” – A.A. Milne
  8. “When carrying a jar of honey to give to a friend for his birthday, don’t stop and eat it along the way.” – Joan Powers
  9. “They have no imagination. A tail is just a tail to them, just a little something extra in the back.” – A.A. Milne
  10. “Washing this modern behind the ears nonsense.” – A.A. Milne
  11. “How sweet to be a cloud floating in the blue! It makes him very proud to be a little cloud.” – Winnie the Pooh
  12. “When life throws you a rainy day, play in the puddles.” – Winnie the Pooh
  13. “When you see someone putting on his Big Boots, you can be pretty sure that an adventure is going to happen.” – A.A. Milne
  14. “It is more fun to talk with someone who doesn’t use long, difficult words but rather short, easy words like, ‘What about lunch?’ I did mean a little larger small helping.” – A.A. Milne

Inspirational Winnie the Pooh Quotes Guide

The classic Winnie the Pooh is one of the most popular children’s stories published by British author A.A. Milne that became an instant success, selling more than 30,000 copies in the U.K. alone.

The first appearance of the characters was in a Christmas story published by the London newspaper Evening News.

With a self-deprecating donkey, Kanga, a fearful pig, an excitable tiger, and a fictional teddy bear, what’s not to love about this classic animation that makes us both laugh and feel inspired with the best quotes?

Winnie the Pooh stories of friendship, adventure, and life lessons continue to bring joy to children and adults alike.

He’s best known as the honey-loving bear who lives in the Hundred Acre Woods with his friends Piglet, Eeyore, Tigger, and more. For over ninety years, Winnie’s adventures have entertained us all while teaching us important lessons about friendship and life.

From heartwarming quotes to funny moments, there is something special about every one of Winnie’s stories that makes them timeless classics!

winnie the pooh inspirational quotes

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