Thanks for the replies and discussion.
For those who may have missed it. The tecnology of TES does NOT have to follow our own real life technology. The developers could think up things that are unique to TES and fit in with the lore however they wish. It doesn't have to turn into the things that we know of after our own middle ages era. You could have flying dwemer ships, New types of magic that is intertwined with technology (rather then makign them enemies, they could make them work together), among many many other things they could coem up with.
Having the world change doesn't mean you have to "lose" TES spirit. However staying in the same thing over and over gets stale. Middle ages is a cliche thing for the fantasy genre, its' the most used in that setting and it's rare to get things that feel unique. IN Morrowind for instance, the world felt unique/different then your typical "fantasy" romp, however in Oblivion it went more for your traditional middle ages style fantasy setting/technology.
I mean we have all type sof unique characters/creatures, magika, things ithat only exist in the TES universe, so why not take it a step further and come up with new things that take the setting forward while also making it more unique to the world?
Stop thinking of technology in the world only following our own, it does not have to be that way.
No,
In each game the main quests don’t span more than a year, in canon. And the gaps between each game arnt more than a few years.
I think Skyrim will either be based between Oblivion and Infernal City, or just after Infernal City. Either way it’s only a few decades at most. Not enough time for there to be a noticeable change in technology.
Remember than fantasy settings are thematically based in the middle ages, a time when technology didn’t noticeably change over about 600 years.
So no, a thousand times no!
EDIT:
The infernal City is based 40 years after the Oblivion crisis.
I'm not sure where you are getting your history from, but the middle ages saw a LOT of change over 600 years. Things from sewers, to armour advancements (full plate) all the way to the way of the gun overcoming armour among many many other things within the world.
Technology isn't everything. Take Japanese sword forging for instance, the method a hasn't changed in over 600 years and modern technology has yet to provide a better end result.
The Japanese swords were comparable for what they were by many other regions in the west as well. A sword is useful for what it's made to fight against. Fighting against someone in a suit of plate armour? I'd much rather have an Estoc sword then a japanese sword which wouldn't have been nearly as useful against the armour.
As far as modern technology, most sword developing techniques were lost because swords themselves became obsolete. A lot of the techniques used to make them and the entire process were lost simply because people didn't have a real need for swords aside from collecting them or such. There are people today that still try to research and find out exactly how certain type sof swords were forged and developed, it's just something lost in time.