Winnipeg has changed little in the 25 years since I was last there. Downtown is still seedy and sketchy.
Do NOT park vehicles in lots overnight where there is not security. I avoided underground parking everywhere downtown.
We stayed at the Charterhouse/BestWestern.
The Good: rooms were very clean and the housekeeping was outstanding. No banging on your door at 8 am (YAY) and the room was always done when upon return. All the common areas were very clean, all the time.
The Bad: The rooms do not all have balconies, even tho I requested and was guaranteed a balcony room. The famed Rib Room was not open much and not at all when I would have had time to eat there. The lounge was open but service was dreadful, food mediocre and expensive. The staff seemed more interested in keeping their backs turned from the dining area, chatting with each other. On three separate visits to this area, most of the tables were left uncleared and dirty, only two clean tables out of maybe 20 tables, it took 10 to 15 minutes to get a menu and twice I had to leave part way through the meal because it took too long to get the food. Normally, I would have walked out, but it isn't great to wander downtown Winnipeg at night so.....
As a caution, check your bills over very carefully. Two of the staff from the lounge/dining area were complaining about a room service delivery and here is the quote, waiter: "man, those **racial slur** were sure rude to me" bartender, "well you gave yourself a good tip I hope". Waiter, "yeah, I added 5 bucks to their bill", bartender, "haha I figured you did". WHAT??? Oh yes indeed, he padded their room service bill. When they finally noticed I was sitting there, neither of them had the good grace to be the least bit abashed at being overheard nor did they care how long they had avoided serving me.
Most of the staff is surly and not over interested in looking after guests. This seems to be condoned by the general manager/owner? who is just as surly and adept at ignoring guests as his staff. So even though the rates were reasonable by comparison (109 per night) I would not stay there again. Try the Fort Garry instead.
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC