- Several episodes have dramatic and really moving endings that make them the most memorable of the series. Stripes has Tigger undergo an identity crisis after his stripes are washed off in a bubble bath, and nobody, not even Rabbit, can figure out who or what he is. This culminates in him singing a short, sad song alone in the woods at night. Eeyore, of all people, then arrives and explains that he'll always be Tigger no matter what. As the sun rises, Tigger bounces in joy, and in the process, regains his stripes.
- "How Much is That Rabbit in the Window" is one of the series' best episodes. Rabbit feels unappreciated after everybody forgets about his birthday (when in fact his calendar simply is a week early) and goes to town, only to end up trapped in a toy shop. Christopher Robin tries to buy him back (using money he saved to get Rabbit a birthday present) but it isn't enough. Pooh offers honey, Piglet his cauldron, and Tigger a toy he made, but the seller says it's still not enough. Following Pooh's advice, Christopher Robin says he also gives a lot of love. The seller says it's enough, and Rabbit jumps in Christopher Robin's arms.
Rabbit: For me? Why, thank you. Thank you everyone. (Shedding happy tears) I feel so... special.
- After that, Rabbit gets his birthday, for no one forgot him. A crow (who often steals from Rabbit's garden) flies in. Rabbit wants to throw him out, but it turns out the crow wants to offer him a piece of cake.
Thug Pooh: Aw, do ya really think so?(Rabbit nods, and as they leave, the toys freeze into big hopeful smiles)
- Also, throughout his stay at the store, Rabbit is chased by some nasty toys (who resemble big thug versions of Pooh, Piglet and Tigger) who want his "Special" tag so they can be bought. They end up taking it, only to see Christopher Robin take Rabbit anyway. Then we get this exchange:
- Eeyore's reasons for always returning to a cliff to stare off into space in "Donkey For A Day". Everyone was convinced Eeyore was moping on the hill depressed, until Eeyore demonstrates to them the inspiring view:Eeyore: But I don't come up here because I'm sad. I come up here 'cause I'm happy. Let me show ya' somethin'...Piglet: (as all their other friends come up to a beautiful cloudburst) Cloud Painting. Eeyore invented it.
- In "Find Her, Keep Her", the scene where Kessie flies away and Rabbit thinks he's been left behind without being able to say goodbye. Then, just when it seems that she's gone for good, we hear Kessie's laugh, and he is promptly glomped for a proper goodbye. At the end, Pooh and Piglet sit up on a cliff at sunset, remembering their friend.Piglet: It's the most peculiar thing. All this time I thought Rabbit didn't like her.Pooh: You know, Piglet, sometimes people care too much. I think it's called love.Piglet: Ohh. Do you think we should tell Rabbit?Pooh: Don't worry. I believe he already knows.
- Then the camera pans down to see Rabbit sitting nearby, gazing off into the sunset waiting for Kessie to come home. He still has the carrot she left him.
- The Sequel Episode "A Bird In Hand" is largely a bittersweet story with Rabbit having to accept Kessie is an adult and no longer needs him. When he asks if he may still be a friend to her, she makes quite clear while she's grown out of many things, she'll never grow out of him.
- Also, Winnie the Pooh and Christmas Too is just a half-hour of CMOHs.
- When there isn't enough wind for the letter to get to Santa:Pooh: Someone must take it there himself.Tigger: Um, which one of us "himselves" did you have in mind?Pooh: Me.Piglet: You? But, the North Pole is so very far. What if you can't get back in time for Christmas?Pooh: It will be worth having no Christmas, Piglet, if I can bring Christmas to all of you.
- When there isn't enough wind for the letter to get to Santa:
- "All's Well That Ends Wishing Well"—especially at the end, where Tigger gets the two things he really wanted for his birthday. A banana split and a pogo stick.
- Piglet giving his fallen sheriff badge to Nasty Jack in "Paw and Order". He's genuinely touched because no one offered him to be sheriff before, and was mad because of that fact.
- "Friend, in Deed", Rabbit tries to convince Pooh to stop bothering him for borrowing his Honey all the time by tricking him into think that he's moving away. Pooh takes it too seriously and goes out of his way to get him more honey so he wouldn't move away. Once Rabbit realizes how much trouble Pooh went through just to keep him from leaving, what follows after is one of the sweetest endings of an episode.Rabbit: Honey? Pooh, brought honey... for me?
- What really sells it is later that night. Rabbit sneaks into Pooh's house while he's sleeping with a jar of honey. The whole time, Pooh is talking in his sleep pleading for Rabbit to not move away. Rabbit just slips the jar of honey under Pooh's arm, chuckles, and mutters in a manner similar to Christopher Robin, "Silly old bear."
- The theme song.
- From "A Very, Very, Large Animal", while Piglet was depressed about being small, he saves an ant that was trapped in a spider's web. The ant thanks him with it and its fellow ants giving him a cupcake, cheering Piglet up.
- The final showdown of "The Great Honey Pot Robbery" sees Pooh introducing the gigantic and terrifying Wooster Woozle to the concept of friendship. Despite Stan Woozle and Heff Heffalump saying that Woozles have always stolen honey, Pooh points out: "But friends ask. Friends share. Being friends is even better than honey. I know". Clearly touched and intrigued by this, Wooster asks "You be Wooster's...friend?" From the tone of his voice, it sounds as though he has never had real friends before and sees this as an end to a life of loneliness. What makes this even more heartwarming is that, when Stan and Heff tries to snatch the honey from Pooh, he becomes fierce again, but for heartwarming reasons: "NO! WE...ASK!"
Pooh: "Don't worry, Piglet! We'll have Wooster here to help us!"(Wooster pushes a jar of honey towards Pooh as an offering)Pooh: "Thank you, Wooster!"Wooster: "Hey! (chuckles) What friends for?"
- Then, at the very end of the episode, as the gang and Wooster all tuck into bread and honey, Piglet is worried about Stan and Heff's threatened return:
- The song "Places in the Heart" from Winnie the Pooh: A Valentine for You.
- In "Un Valentines Day" we get the adorable sentiment from Tigger. "You always bounce someone you love". Keep in mind Tigger has relentlessly bounced every member of the Hundred Acre Wood at first sight throughout the series.
- The revelation that Eeyore had given Pooh his Valentine's honey because he felt bad about not giving any Valentines the year before.
- The whole dilemma of the episode was caused by the fact Pooh gives everyone heaps of Valentines gifts every year (more than they can efficiently store away). Though Pooh reluctantly agrees with everyone to call it off this year, Eeyore's gift quickly starts a chain reaction, with Pooh spearheading it.
- Upon getting his first gift, Pooh assumes Piglet gave it to him and delivers him a return gift. When Piglet admits he didn't get him anything and ashamedly tries to return it, Pooh sweetly tells him to keep it anyway.
- The end of "The New Eeyore": After spending most of the episode trying to act more like Tigger, the others decide to wash Eeyore's stripes off him...only to find that he's already done it himself. Eeyore says he decided that being "boring old [him]" was better than trying to be someone he's not, and apologizes for disappointing the others. Piglet, followed by everyone else, immediately runs up to Eeyore and says they all like him the way he is.Pooh: Oh Eeyore, I'm sorry being popular didn't work out for you.Eeyore: Well, it wasn't a total waste. At least I learned to say "hello."Piglet: [gives Eeyore a hug] Hello, Eeyore!Eeyore: [smiles] Hello.
- Also earlier in the episode, Tigger attempts to make Eeyore seem happier by tickling him. The mere sight of Tigger tickling Eeyore is oddly adorable. Bonus points for being one of the few times in the entire franchise that we actually see Eeyore laugh.
- Pooh taking Christopher Robin's balloon for a ride in the opening of "Balloonatics". He sings the sweetest, most innocent song about how the balloon is safe with him. It's just a perfect representation of why Pooh is so loved - it's a short, but incredibly sweet and almost painfully innocent moment.
- When the balloon loses it's air, all of the animals, rather than blaming each other, each attempt to take the fall when Christopher Robin appears. As it turns out it could be blown back up, but still.
- The ending of "Pooh Ought to Be In Pictures," with Pooh and Christopher Robin on the hill top as it fades to night. Anyone who has ever had a beloved stuffed toy, knows just exactly the significance this image is when describing childhood, that it serves as both the title card of the series and the closing credits.
- The end of "The Wishing Bear".Pooh: I just want to thank the Wishing Star. He made my most important wish come true.
Christopher Robin: And what's that?
Pooh: (hugging Christopher Robin) You.
- Meta: If you look up the intro on YouTube, the comments are filled with people remembering how much they loved this show.
Heartwarming / The New Adventures of Winnie the Pooh