I know what you're saying to yourself right now ("Pittsburgh winter is a shit show"), and you're right. But even on the most unpleasant, icy-wind-that-goes-right-through-you kind of days, Pittsburghers manage to rally and wholeheartedly embrace the chill. Sure, we all complain as we wait at our bus stops for 45 minutes, slipping around on the unsalted sidewalk in a negative-10-degree windchill. But that doesn't stop any of us from braving the cold for events like Light Up Night and outdoor holiday markets. Basically anything that gives us an excuse to take a shot of whiskey "for warmth" before heading outdoors is a go.
We've been called "the next Portland" and "the next Brooklyn" plenty of times, but Pittsburgh is really just an eclectic collection of little neighborhoods, each with their own unique communities and local business districts. And the people who live in those neighborhoods, more often than not, take a lot of pride in their little sections of the city. Year-round, you'll find that each neighborhood celebrates its individuality with events like the SweetWater Music Fest in Greenfield, the Highland Park House Tour, or the Dream City Art Walk in Wilkinsburg, each highlighting that neighborhood's unique contributions and accomplishments.
The dress code
… meaning that there isn't one. Other than NYC, I've never seen such an eclectic assortment of styles and varying levels of dedication to fashion. You can walk down Smithfield St in Downtown Pittsburgh and, in the space of 30 seconds, see a businesswoman in 6in heels, a crustpunk kid, a clan of UGG-wearing freshmen, and a yinzer in a black & gold windbreaker struggling to send a text on a flip phone.