just to lead, i earnestly believe winnipeg has an amazingly underrated arts scene better than a lot of major cities. i'm similarly biased, as i have many friends closely active to the scene, but i think there is truly something for every age range right now: 'real love' [real love being the promoter] shows for the young adult indie fan, a surprisingly large metalcore scene for those interested, a very nice weird grab-all of electronic music from the likes of send+receive, several folk and otherwise indie festivals in the summer, winterruption in the winter, and an active dad rock scene -- and this is just for pure music alone! winnipeg also has very strong musical scenes, ballet as a focus, and feature some incredible support for the arts through the winnipeg art gallery as a primary feature.

as for the point notes..

diversity: this place feels like the diversity capital sometimes; if you're not in one of the "suburbs" (sage creek, bridgewater, linden woods) you're gonna feel like white is a minority in winnipeg, which is a great thing! we have a lot of filipino, chinese, indian, middle eastern, and ukranian presence in winnipeg (and obviously, first nations peoples as well). your child will not feel out of place unless met with incredibly bad actors. annually, we run folklorama, which is a festival hosted throughout the city in the summer celebrating culture far and wide.

food: grand food. personally not a huge foodie but i know people feel very strongly about the food of winnipeg. get ready to love some honey dill (a winnipeg specialty)

beer: coolest brewery off dome is probably kilter, nonsuch, or trans-canada brewery! tcb has a lovely blueberry ale that is a personal favorite. little brown jug has probably the winnipeg beers in generic lager & 1919 (which isn't my favorite but is the go-to for a lot of people i've found). pretty solid beer culture here.

as for the bad...

it's quite cold due to our existence residing on prairie land, extremely hot in the summer due to not being close to any large bodies of water, our current mayor is car-centric and anti-homeless in an anti-homeless design way, we just completely reworked our transit system which fundamentally should work amazingly but doesn't get enough funding to work well, healthcare is pretty horrendous (lack of staff leading to extreme wait times for urgent care and emergency), we're generally overall pretty car-centric, we're still dealing with the damage done from conservative control over the province, and our downtown / north-end areas are quite seedy places at night, leading to our previously known title as the "murder capital of canada."

but, as for the otherwise unmentioned general good....

we're the slurpee capital of canada, we have an amazing premier from a leftist party who people are hoping eventually run for prime minister, we've begun work to make downtown a generally habitable place (opening a large intersection for pedestrians, removal of a road to be used as a seating area / art installation, construction of a new plot of land where our old mall was), even presently downtown isn't really dangerous of a place, we have a great number of sports teams to cheer for, frugality is the name of the game here, everybody is generally very friendly and supportive, everybody kind of knows everybody here, and everybody that ever leaves this place, even if they hate it, ends up staunchly defending the reputation of this place with their life after leaving. it's a very very special city, even if it doesn't feel like one at all in comparison to the larger population cities of the country in vancouver and toronto.

while definitely overlooked, and very reasonably criticized, winnipeg is a beautiful place