Did Freljord suffer from the magical and technological downgrade?
Looking at Lissandra, I see that her design is very futuristic, especially her helmet. But looking at Tryndamere, Sejuani and Ashe, I'm starting to think that these lands have suffered from a big step backwards. I'll tell you what does it remind me of. TES: Skyrim and nords. Many years ago, Ysgramor and his mighty people have built Skyrim with the power of telekinesis, moving giant stones by force of will. But at the 4 era (the moment when we have visited Skyrim) nords hate magic and stick with the brute strength and agility. http://static-3.nexusmods.com/15/mods/110/images/53581-1-1398784975.jpg As well as Ysgramor was an ancient hero, there were ancient heroes who have beaten Lissandra. Could it be that those heroes also had superior weapons and magic, compared to the more feral Tryndamere and company? And where did their heritage go?
led a war against the watchers to free themselves.The Iceborn were free but over time they died out and without the watchers no new iceborn were "made".
, which ties back to why she seems so "advanced" compared to the barbarian hordes.

and
, presumably because of their own strong connections; Braum likely has a strong connection to his Iceborn ancestors (or is maybe an Iceborn himself), while Trundle, being a Troll, likely has a natural connection to Freljord through evolution and such; Freljord Trolls are native to the landwhile Humans likely migrated there from further south thousands of years prior.