About tha hobbits, no they won't be included on the map, if you have my demo map, the most west northern part of the map ends by the tip of Dunland. Theres no room, it would be cool if like Arvedui said, making hobbits findable (netural in my translation) and shire conquerable, but that will go against the book, which said that the Sarumans' attempt to conquer the shire was the last battle that took in Shire.
And for the events, I don't think I have that extreme kind of Event, except this one event that said "Dunlendings siege the Helms Deep" where it summons big army of Dunlendings in Isengard, or rather close to the Helms Deep. Thats current thought though. The events now is massed up and unbalanced. I will go over it later, I won't even work on the triggers till I'm done with some basic terrain.
And for jarri, the Mordor terrain ain't much, since Murdor is pretty much hill land with no trees and stuff. Ima work on some Nurn/Mordor things soon.