Well, I’m gonna try to get this community going! It may be just me talking to myself for a while.
Anyway, from Winnipeg I really like St. James Burger, Santa Lucia Pizza (I think this is local), Baked Expectations, and Oh Doughnuts! Outside of Winnipeg, I like Big Smoak in Steinbach, Joe Beeverz in Brandon, Fundars in Lundar (this might not exist anymore), Hespelers in Niverville, and my family used to love Barney Gargles in Selkirk although I think the pandemic killed it.
Post some of your favorite spots!
My family have been eating at East India Company (or its predecessors run by the same family) since the 70s.
If it’s more convenient, you can get very similar food at Ivory; they poached EIC’s chef many many years ago. Both establishments seem to be thriving, because it is amazing food.
In the same vein, I quite like Royal Paan on McPhillips north of Leila - a bit mean the next day though (ie. spicy). All veggie stuff and many tasty street food type snacks.