1. Does it matter where I smith weapons and armor? Are some places adding a blacksmithing multiplier?

2. How come I've managed to smith my glass armor up to 156 at the same time as I cant get the Daedric and Ebony equivalents up to more than 106'ish? Is it purely because I havent added perk points to heavy armor, I thought the number next to the armor was the base value?

1. No and no.
2. Not sure,never got Glass armor,i went the other way Dwarven>Orc>Ebony>Deadric > still waiting for Dragon ... But i think that both Deadric and Ebony are not Heavy armors (not sure about this...search Skyrim wiki )