Kitchener is defined as a mandatory market for DTV transition, so the answer is most likely yes those (or at least some) will be digital.
Definitely 13 CKCO will flash-cut to digital on RF13 (or RF7 pre-2011 but that is highly unlikely due to potential co-channel with WNGS from Buffalo) . They have a unique news program for the area, and will want to be on the air.
Probably 6 CIII will also go digital on RF6 (or RF30 pre-2011 but again, that is unlikely), but some areas in that market can also be served off 41 which will beef it's output from the CN Tower. Time will tell.
As for the rest, it's a wait-and-see game. They will have to switch to digital if they want to remain broadcasting, or they could go dark and just be served from Toronto. Again whether reception will be reliable is again, a wait-and-see thing.
Stampeder has a wonderful list of stations in Canada, with their current analog, potential digital pre-transitional, and post-transitional allotments.