This photo which comes from Paul Darnell's Touching History blog shows the sort of thing I'm aiming to achieve. Bill Gaskin made the vineyards, terrain board and painted the figures - Paul made the hundred or so buildings.
The vineyard looks like quite a simple design. A large rectangular base with some stakes stuck in it with wire running between them. Then some trunks added and some foliage. Can't be too hard - can it?!
I've bought issue 1 and 2 of Paul's 'Touching History' scenery making guides in the hope something like this is covered. These books cover the Spanish Napoleonic period (don't worry - I'm not starting a new period!) and the English Civil War which will be helpful for my other project. I thought, as my Romans will mostly be fighting in a mediterranean environment, the Spanish scenery would be fairly similar and so this book would be useful!