[RAF_Magpie]

How I did it in my NZWIP, was basically a blanket paint of the generic texture for the area. For example, central otago was blanket painted in the Highland texture. then, went in game, to the area's I want to have different texture. Select the tile in-game, of basically doing a rough out line of the approximate area, of say farmland or forrest. Then go back to GIMP and paint the area, and then pop back ingame, tidy, and populate.

Probably a much easier way out there, but its worked so far.