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Disney had a habit in the late 50s/early 60s to make elaborate and longer-than-usual short films about characters from American folklore. "The Saga of Windwagon Smith" is one of these films, and is pretty terrible.
To begin with, the story just isn't very interesting or memorable. A former sailor outfits a covered wagon like it's a ship and uses the wind to steer it in the direction he would like to go. A town, out of greed and hoping to speed up the process of getting from Kansas to California, decides to build him a large vessel so that he can navigate it clear across country to make trading easier. That's the entirety of the story, and it somehow takes thirteen minutes to get around to this.
The animation is routinely rough and sub-par for the studio. Molly, the lone female character, is practically immobile but for her gigantic doll-eyes and comically large bottom half of her dress. Several character designs are clashing against each other, like they had each wandered in from different films or like the animators never decided on a singular overall look for the film and just decided to try and play to their strengths in-between animating the more consuming features. So the story is boring and the animation isn't great, which means as an animated short film it's a misfire.
