I am new to Pittsburgh and since I live in Shadyside, my boyfriend and I often walk to Walnut for some drinks and eats. Our favorite spot is definitely Cappy's.
It has a friendly, laid back vibe where no one is judging you if you're not watching the Pens game, there isn't a gaggle of guys trying to hit on women (but polite conversations are encouraged), and I love that it's non-smoking in the restaurant/bar.
We've become regulars on Taco Tuesday, where they have $1.50 soft & crunchy tacos, $3 burritos, and $3 Mexican beers. We've also recently had lunch there, and the Godfather sandwich is so delicious! The food is fresh, the service is always with a smile, and we keep going back for more. Maybe I'll see you there? :)