I think Bill Clinton would have said 'ruh-WARD' and 'ruh-PLACE'. It's just a regional dialect. It's mild relative to one of the many northeastern blue collar dialects. A lot of people would have difficulty comprehending somebody from, say, Cranston, RI or Revere, Ma.
I'm with you, but I don;t let it gert to me. What drives me crazy is people (especially on HGTV) who pronounce accessory as if it were assessory (a place where they store assessors?). That and the newfangled verb accessorize -- but that battle's long over.
I agree with Geoff. I good real Boston accent is impossible to imitate (Cliff Claven's on "Cheers" was dreadful.)
I think most dialect changes occur from laziness, the way spelling is developing over the internet. It's a bit easier to say ruh, so that's what gets said.