How fancy are you looking for? On the fancy side, there’s:
[li]Casbah, which does nice Mediterranean stuff and has a good wine list and cocktails. Get the Elysian Fields lamb, which is local and deliciously tender.[/li][li]Soba, which is owned by the same folks as Casbah and does excellent pan-Asian fusion stuff. Also good cocktails, though they tend to be a little sweet. If they’re doing a special tasting menu, always choose that. They’ve never disappointed me.[/li][li]Mio, which is excellent ‘New American’ fanciness. Expensive, but worth it. They have the fancy-dining service experience nailed.[/li][li]Lidia’s, run by Lidia Bastianich. Excellent Italian, with an outstanding weekend brunch. Their house-made pasta sampler is great and also an immense quantity of food.[/li][li]Monterey Bay, which is a decent seafood place with an incredible view of the city from up high. They’re on the 22nd floor of a building on the edge of Mount Washington, which overlooks the downtown area. You will basically be looking at a postcard view from your table.[/li][li]Dish, which does Italian/Mediterranean stuff with a focus on Sicilian food. Tiny, crowded, and fantastic. Excellent cocktail list and a good lounge scene in the bar area.[/li][/ul]
[li]Primanti Brothers, the stereotypical giant Pittsburgh sandwiches with the fries and coleslaw inside. Yeah, I know. They’re actually pretty damn good, especially the capicola and cheese. Get a Yuengling or a Penn Pilsner with yours for extra local flavor.[/li][li]D’s Six Pax and Dogs started out as a dodge around the PA liquor laws by a local beer distributor. It’s turned into a really good hot dog place that happens to also sell 900 different kinds of beer.[/li][li]Harris Grill, a funky bar/restaurant with good food, beer, and cocktails. If you’re in town on a Tuesday, it’s Bacon Night. Free baskets of bacon at the bar.[/li][li]The Sharp Edge, a Belgian bar and restaurant. The food’s good but not great, but the owner got knighted by Belgium for his service to their beer industry. If it’s Belgian and in a bottle, you will almost certainly find it at the Edge.[/li][li]Point Brugge, a Belgian cafe focusing more on the food. The beer’s nothing special, but the moules frites are awesome.[/li][li]Fat Heads, another beer bar with good food. Nice wings, and a long list of sandwiches the size of your head. They call 'em Headwiches and serve them with little pimento olives stuck on top as eyes. Two people should probably split one. My favorite is the Bay Of Pigs, a Cuban sandwich made with habanero wing sauce.[/li][li]Tessaro’s, a wood-fired grill place. They do fish and chicken and whatnot, but you come here for beef. Excellent steaks and very good burgers. They also do a surprisingly good spinach salad with chunks of grilled steak on top. The only flaw in their burgers is that they don’t do fries; if you can accept potato salad or home fries with your burger, you’ll be okay.[/li][li]Piccolo Forno, which does real thin-crust Northern Italian pizzas in a giant brick oven. This isn’t a pick-three-toppings place; you pick the set pizzas they have, and then you are incredibly happy. They sell other stuff, but if you don’t get the pizza here you’re doing it wrong.[/li][/ul]
If you’re looking for any type of food in particular, I’m happy to give you more specific recommendations.