The Fox and the Hound (1981)
Of all Disney’s more melancholic films, this one tops the list of the most depressing. Tod the fox and Copper the hound are two young companions who grow up and learn that their interspecies friendship just cannot survive the cruel realities of nature.
This film is famous for traumatizing young children and especially sensitive animal lovers. If you can get past it the emotional torture, the film, with its weak character development, is rather mediocre at best.
Melody Time (1948)
Melody Time suffers from a familiar problem of non-sensical plot lines. Filled with abstract shorts that are better suited for "Fantasia" (several shorts in the package films were actually intended for the 1940 classic), the film fails to create a consistent atmosphere.
From Little Toot, the story of an anthropomorphic boat, to Trees, a melancholic piece on the changing seasons. We are then thrown the very fun "And Blame It on the Samba." It does, however, have a lot of artistic merit.
Saludos Amigos (1942)
Made up of four segments, one of which involves Donald Duck as a tourist in South America. This was the film that essentially inspired The Three Caballeros. While the latter may behave more of iconic status, the former is definitely more entertaining and appreciated as a stand-alone work.
The film has a beautiful authenticity with its use of actual Portuguese. The narrative is simple and pretty straight forward, as it follows the Disney artists on their trip to South America. There we see how they got inspired.
Robin Hood (1973)
One of the more expensive productions, Disney gave us a solid plot when it came to Robin Hood. Unfortunately, alongside that plot, too many moments are dedicated to comic relief and gags. One such example is the unnecessarily long football sequence.
At least there were some catchy songs and a handsome fox. That fox proved that teen crushes can extend to the anthropomorphic too.
Fantasia 2000 (1999)
In 1940 Walt Disney made the original Fantasia. It was a spectacle then, so you can imagine the impact of Fantasia 2000. It truly revealed staggering advances in animation and technology. While the visuals are certainly spectacular, the film does lack a bit of substance.
One of the most iconic sequences in the film was is of course the Pines of Rome and the climactic The Firebird. Those two make the whole watching experience totally worthwhile.