The years on the building you referenced are just to show the progression of time from the 1700's in Liberty Square to the late 1800's in Frontierland. Where Country Bears sits is the Old West section of the Frontier. Which was about the mid-1860's to the late 1890's. The show seems to be done in a Grand Ole Opry style, which was established in 1925, but has the theming from the Old West.
It doesn't have to be Wild West themed though, just Frontier or Country themed. Tiana's neither though. The ride is suitable in Disneyland where they have a New Orleans section. But not in Florida.
It's just a way to save money. They did the same thing with Frozen and even with lands like Monstropolis. Rather than creating a new ride (in Fantasyland) and/or structure they are just reusing an existing one. They are also getting rid of a lot of animatronics, that they won't have to refurb. All they have now is a few real animatronics and a lot that move less than my granny.
As an added bonus Iger can act like he did something and get his fake pat on the back by the paid media. Who have made up and tried to gaslight people into believing that something was wrong with "Song of the South". A movie that earned James Baskett, the first Academy Award for a black man. That was about freed people in the South after the Civil War.
Louisiana is not Country themed? What are you even saying man? What defines a place being country enough for you?
Country Bears is CANONICALLY AND EXPLICTLY SET AFTER 1927 which follows the Opry style. Why are we going to ignore that to say "but it has theming to the 1860s"? And then putting it Medieval Europe fantasyland? I'm in awe of your lack of common sense. Song Of the South has problems. Full stop. Even when it was released, it was controversial and takes a very specific view on plantation life. I don't know how you went about this tirade without the very basics of American History behind you but the American South was NOT a good place for "freed people" after the Civil War. The movie actually explictly mentions "share-cropping"
Here is an interesting article about the problems with sharecropping. Share-cropping was a practice basically used to keep certain people (mostly Black people but also poor white people) under in a system where they always had to play "catch-up" to make do. It was a way to make people feel like they were doing something while never actually letting them own the land. The moment that better jobs for these people began sprouting up, the system was pretty much abandoned because it was NOT good for the sharecropper.
Sharecropping is a system of farming in which families, both Black and white, rent small plots of land from a landowner in return for a portion of their crop.
www.history.com
While it is an amazing feat to have James Baskett earn an academy award for his role, his victory is somewhat bittersweet as he plays a caricature in a movie that is not fully sensitive or knowledgable about the core issue. When paired with the source material being from a white guy who took African American stories, without credit, made up his own caricature of black people, and used his own interpretation on how he THOUGHT black people talked at the time.
And then of course you have things like the tar baby scene that really remind you what you're watching.
Simply put, something like this, is lost to the times. Disney is not a museum and an attraction from the 80s based on a movie that was starting to show its age then should not be memorialized as some untouchable relic.
here is a little history article on it.