Winnipeg's biggest is the Health Sciences Centre, an untamed sprawling beast of a complex which includes the health sciences faculty of the University of Manitoba. It can really only be photographed from the air:
It's constantly evolving, as more construction has taken place since that photo was taken.
If HSC is 1, then 1A is St. Boniface Hospital, originally founded by the Grey Nuns. St. B is effectively the "other" comprehensive hospital in the city.
Both HSC and St. B are close to downtown despite not actually being in it.
Then there are the community hospitals.
Victoria General Hospital on the south side, near the University of Manitoba (but not a teaching hospital)
Grace Hospital in western suburbia:
Seven Oaks Hospital serving the northwestern parts of town:
Concordia Hospital in the northeast:
And last is Misericordia Health Centre which was downgraded from full hospital status in the 90s but still provides urgent care along with a mishmash of other specialized services:
There's a redevelopment planned for Misericordia which will introduce some more contemporary architectural elements to the complex: