I my campaigns, I generally have two subcultures of halflings...
There's the fat, barefoot, bumpkin country halflings. "Hobbit" is a vaguely derogatory term for these guys along the lines of calling someone a "Redneck"... Though the Hobbits will take perverse pride in the term, often enough.
Then there's the slimmer, suave, shoe-wearing 3E/4E city halflings.