Winnipeg is a terrible market for SP's. BP makes it look like a Pooner's mecca, but that is far from the truth. Weed out the fake ads, drug users, gang members, those that will rob and beat you, etc... I would guess you are left with maybe 10 to 15 locals and some touring ladies. That said, look for someone that will do an incall to your hotel if possible. If you are venturing out find someone well reviewed here or other places whether they are local or touring. Also post your queries about specific women here; lots of guys willing to help.
Be safe out there.