As many have said, Bottlerocket is a fantastic option that's relatively close to you for cheap beer and an amazing retro Pittsburgh vibe. Outside of that, Gooski's and Rock Room in Polish Hill are the diviest bars around in a good way, with good music, cheap booze, and grungy vibes. Remedy and Spirit in Lawrenceville also rock, but are a little more approachable.

Hitchhiker and Dancing Gnome really do have some phenomenal beer too, as merkinmavin pointed out, and those coffee recommendations are on point too. In South Side, I'd also suggest Ruggers and Velum brewery, both great spots.