Definitely seek out Ted's Range Road Diner. It is East out of Owen Sound going towards Meaford. Although it is very informal you should call ahead for reservations just to guarantee seating. It is all about the food here and there should be something for everyone.
Rockford Restaurant is also good - You will have to pass it on your way up 6/10 just South of Owen Sound. It is in Rockford of course on the corner. I think it is still open. I have heard some weird rumors that the owner ( and chef ) went missing.
Also - Check out South Hampton beach for a quiet Sauble type beach. Find out about Explore the Bruce if you can while you are up there. It is a fun way to discover things you may otherwise overlook in the area.
I am looking for real diner type places North of Toronto from about Hwy 9 to Barrie , Orangeville to Innisfil that serve more than just burgers. Many places on DD&D labour over some pretty original and tasty looking dishes. I see that Mike Love's BBQ has been discussed on this site ( some 2007 posts ) Is this place still open ? ( I am new to this site but very hungry )