There are some bars on the North Shore (immediately surrounding PNC). There are a few more right across the bridge, downtown...and by right across the bridge, I mean a 2-block walk from the ballpark.

The main nightlife strip is Carson St on the South Side. It's fairly generic and small-townish, to be honest. If you and your friends lean hipster, you'll probably want to drink in Lawrenceville (neighborhood). Brillobox, Nico's Recovery Room, Belvedere are solid bar choices.

Shadyside is more yuppified nightlife. It's concentrated on a couple blocks of Elsworth St, with a few places on Walnut.

Food:

Skip Primanti Bros. If you want a Pittsburgh institution, eat Breakfast at Pamels's. They have a few locations around the city. The original in the Strip District is the best. Obama ate there on a campaign stop, and was so impressed, he flew the crew to the White House to cook a State Breakfast. Other good restaurants in the strip district are Bar Marco for Tapas and Kaya (pan-Caribbean fare)

If you do the Carson St Strip, Yo Rita is good for fancy white ppl tacos. Stagioni is a great farm-to-table, authentic Italian (read: not red sauce) restaurant.

East End neighborhoods (Bloomfield, East Liberty, Lawrenceville, Shadyside, Squirell Hill have lot of great restaurants)

-Salt of the Earth (E Liberty)- creative Modern American foodie fare
-Cure (Lawrenceville)- Charcuterie
-Fukuda (Bloomfield)- Japanese/Sushi Best in the city. They fly fish in from Japan every week.
-Noodlehead (Shadyside)- Thai street noodles
-Union Pig and Chicken- BBQ