"Silly, old bear."
Several episodes have dramatic and really moving endings that make them the most memorable of the series.
- "A Friend in Deed" has Rabbit so fed up with Pooh always mooching honey off him that he pretends that he's going to move away. While Pooh doesn't quite get the connection (he seems to be under the impression that Rabbit is moving because he's out of honey and thinks Pooh won't visit him anymore if he's got nothing to feed him), he is horrified at the idea and goes to great lengths to get hold of some honey for Rabbit so that he'll stay. Rabbit, in turn, is so moved by the fact that Pooh is trying to give away honey that he not only abandons his pretense of moving away but even gives Pooh an anonymous gift of a pot of honey so he can give it to Rabbit and feel like he's succeeded.
- "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.
- 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.
Rabbit: For me? Why, thank you. Thank you everyone. (Shedding happy tears) I feel so... special.- 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:
Rabbit: Don't worry. Someday, you'll be special, and someone will buy you too.Thug Pooh: Aw, do ya really think so?(Rabbit nods, and as they leave, the toys freeze into big hopeful smiles) - 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.
- Earlier when Rabbit walks away after asking an Armor-Piercing Question in regards to knowing that nothing will keep Kessie from flying south for the winter, Kessie is saddened and hugs Pooh's leg so he pats her on the head to comfort her. While it doesn't cheer her up, it's the thought that counts.
- 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.
- "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 leaves home, 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 ending where the others have desperately made a "Welcome Home" party for Piglet (because he'd have to be home for one). To their joy, Piglet actually arrives, and brings his ant friends with him.
- 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!"
- 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:
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?"- Earlier, Tigger noogies Roo after he manages to scare off Stan and Heff. Heartwarming in Hindsight, since later works make apparent how much Roo thrives on Tigger's praise and affection.
- 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.
- The fact that Tigger tries to help Eeyore become more popular. It shows how much he cares for his friends.
- 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. - Roo finally coming out of his hiding spot after hearing Kanga sobbing from losing him in "Babysitter Blues".Roo: Aw, don't cry, Mama. See? I'll let you find me.Kanga: *gasps* Oh, Roo! *glomps Roo overjoyed*
- At the end of the same episode, as Christopher Robin, Pooh, Piglet and Tigger all go to sleep in Christopher Robin's bed, Pooh rolls over and snuggles against Christopher Robin, who holds his paw. A small yet very sweet "boy and his bear" moment.
- In “Where Oh Where Has My Piglet Gone?”, Pooh tells Rabbit that he’s lost track of Piglet. Rabbit is already annoyed with Pooh for losing his things when he lent them to him, and begins ripping into Pooh once again. However, upon seeing Pooh is legitimately hurt by his words and having lost Piglet, Rabbit softens, and assures Pooh he’ll help him find Piglet, their friendship with each other and Piglet more important than lecturing him for his mistake.
- Both Tigger and Gopher immediately agree to join the search when Pooh and Rabbit respectively ask them for help.
- In "Owl In the Family", Pooh and Piglet send letters tied to a balloon to Owl's relatives to invite them to an impromptu family reunion to cheer him up. At the climax of the episode, their efforts are shown to have worked as Owl's uncle Torbit, aunt Ophelia, and cousin Dexter show up. Then Aunt Ophelia swings her handbag to drive away the crows that tricked Owl.
- Pooh, Piglet, and Rabbit are also allowed to stay at the reunion, showing that Owl considers his friends to be family too.
- In "To Dream the Impossible Scheme", Gopher's Grandpappy has fun doing various activities with Pooh and his friends. While this is done mainly to distract him from digging anything, they are welcoming and polite to him.
