Originally Posted by
MaxWilson
"Featureless plain" is just a nasty way of saying "open field," which is most of the world outside of dungeons. For example, ten Ettins moving in formation towards a planned rendezvous with other monsters may not LITERALLY be in a featureless plain, but they're not near anything that makes the situation DIFFERENT from an open field either. Notably, they're not in a labyrinth that makes a melee opponent uncertain of their positioning and afraid of being encircled. There may be some cottages nearby, maybe a grove of trees, some fields of crops, some areas of difficult terrain (loose soil), maybe even a low stone wall between one field and a neighbor's field, but tactics that work in an open field will still work essentially unchanged in this scenario--describing them in detail is just irrelevant detail.
"Open field" is an Internet simplification, but if you want to show that it's an unfair simplification you need to prove that the Ettins will destroy Bob the mounted paladin in, say, a Wal-Mart parking lot if Wal-Mart was a solid rock instead of a hollow building.
If the Ettins can never emerge from their fortress without getting massacred, their influence on the surrounding area is basically null. You have to be able to fight without relying on fixed fortifications if you want to project power.
A hilly forest will make no difference to Bob on his Pegasus. It's tactically indistinguishable from an open field.