Yep. For VTT stuff, essentially everything movable should be a separate image. Doesn't sound like that's needed here though, except for afterwards

Sounds like a fun challenge! It'll be invaluable to have a resource of VTT inns at the end. This is especially true at the moment. The advent of 4e will have a whole new generation of gamers hearing the phrase - 'You're sitting in the local tavern when...'