This is incomplete, I'll add more if I figure these out, but hopefully this might help someone else!
Germany's Cryptics Factory
1. Double definition of TIMBER? (trees and shouting "Timber!" when something is falling)
SQDDR when Rot1'd becomes TREES (as said in hint #3)
Unsure if the rotation has to do with anything... thinking noises
2. OUIJA (Affirm = Okay/Yes, in both French and German, OUI + JA)
The hint of "planks" refers to the Oujia board
3. Still working on this one...
4. Removed past guess due to being incorrect.
5. Double definition of PM ("At night" and abbreviation of Prime Minister)
Rome's Riddling Cards
Please see xyldke's solution!
THIS HAS BEEN PROVEN INCORRECT
Lines 1-4: The Land
The first mention of romance points us towards romance languages.
Romance languages originated as vulgar Latin, and of the romance langauges found today, it is said that FRENCH diverges the most from its roots (as mentioned in the third hint).
Lines 5-8: The Medal
Judging by the clue that the medal is a metal, I thought that it would be one of the typical bronze, silver, or gold medals, as these are named after the metal they're made of.
With the line of "common for rings" and the reference to romance, it is likely GOLD, as it is the most commonly used metal for engagement and wedding rings.
These together create FRENCH GOLD.