Since the 1980s, the MTO’s attitude can be summed up as “freeways or nothing.” The one exception I can think of is Highway 26 New between Wasaga Beach and Collingwood, which was innovative by Ontario standards.
Highway 7 between Guelph and Kitchener has lingered as a overloaded two lane road as work stalls forever on a freeway replacement. The smart thing would have been to simply upgrade that and accelerate transit alternatives to mitigate the need for a new highway.
The boom in bypasses was in the 1960s – Ontario took federal Trans-Canada Highway money to upgrade Highways 7, 12, 17, and 69 with major bypasses of places like Thunder Bay, North Bay, Parry Sound, Orillia, Lindsay, Peterborough, Pembroke, Renfrew, and Carleton Place.
Those worked out pretty good.