Actor Allusion: In "Sham Pooh," a mix up leads to all the characters acting like each other. Owl winds up thinking he's Pooh and acting like the real deal, which isn't too much of a stretch for his voice actor as Hal Smith was Pooh's voice actor as well in the early 1980's. Smith does do a pretty good job of differentiating his voice for Owl-as-Pooh compared to the regular one he used for Pooh.
Keep Circulating the Tapes: A few episodes are available on the Growing Up With Winnie The Pooh DVDs and many VHS tapes contained episodes of the series back when that format was commonplace, but the vast majority of the series remains difficult to find. For those that have thrift stores, Goodwills or swap meets in their area, the VHS tapes are not uncommon finds there, along with a VCR to play them if you don't have one, often selling for $5 or less.
Two episodes, "Pooh Oughta Be in Pictures" and "Cleanliness is Next to Impossible", are only available on long-out-of-print Region 2 videotapes, and another two, "To Bee or Not to Bee" and "Sorry, Wrong Slusher", are unavailable on home video in any format.
With some searching, the entire series can be found online via YouTube or Dailymotion, and other video sharing sites.
The entire series has in fact been remastered in HD format, though only particular countries such as Russia, Japan and Germany have saw a proper rerelease. As shown here.
Long Runner: Lasted longer in reruns than in first run, actually. It started on The Disney Channel on January 17, 1988 and ran until April 10, 1988. It then moved to ABC in first-run from September 10, 1988 until October 26, 1991 (during the 1989-90 season it was paired up with the newly-moved-networks Gummi Bears as the Gummi Bears/Winnie-The-Pooh Hour), then aired reruns until September 4, 1993. Reruns then started airing on ABC again on December 9, 1995, lasting through the entirety of the One Saturday Morning block (mostly to fulfill E/I requirements, however), continuing until that block's end on September 7, 2002. And of course there were the seemingly endless amounts of Pooh-related VHS tapes released during the 90s, reruns on the Disney Channel from October 3, 1994 until September 1, 2006, and on Toon Disney from 1998 to 2008, to the point it probably made an observer think the show lasted way longer than it did.
No Celebrities Were Harmed: Anyone familiar with Jack Nicholson would be able to tell immediately who Nasty Jack in "Paw and Order" was based on not just in name and voice but even in his physical resemblance.
No Export for You: Believe it or not, the show actually got a full HD remaster (albeit with a 16:9 crop)...which Disney has been shockingly quiet about. It's aired in a few foreign markets including Germany, Japan, Croatia, and the Czech Republic, but for whatever reason, it has yet to see the light of day in its own country. There is potential Disney is saving it for their streaming service, but it's pretty shocking that they would be so quiet and secretive over such a restoration.
The Other Darrin: By the time the third season began production, Jim Cummings, already voicing Pooh, replaced Paul Winchell as Tigger, reportedly due to Winchell's declining healthnote Winchell returned to voice Tigger in both Winnie the Pooh, and Christmas Too! and Pooh's Grand Adventure, and continued voicing Tigger on occasions until his retirement in 1999 as his health worsened. Cummings also filled in for Winchell in odd episodes of the previous seasons starting with "King Of The Beasties".
Cummings, meanwhile, inherited the role of Pooh from Sterling Holloway (who voiced Pooh in the original featurettes), who declined to reprise his role for retirement and health reasons (he died just a year afterNew Adventures was canceled). Ken Sansom was now Rabbit (replacing Will Ryan) and Peter Cullen was the new Eeyore.
Reportedly, during times where Cummings couldn't show up, Hal Smith also provided some odd voice work for Pooh for the series (having previously voiced him in Welcome to Pooh Corner and A Day For Eeyore).
Voice actor Michael Gough (not to be confused with another Michael Gough) was brought in to replace Howard Morris as the voice of Gopher, as Morris was under contract to Garfield and Friends. When Morris decided to retire from voice acting, Gough became Gopher's new voice.
Role Reprisal: Jon Fiedler, Paul Winchell and Hal Smith all reprise their roles as Piglet, Tigger and Owl respectively from the original shorts and film almost two decades before.