Jack Astor's is a pretty good place to hang out and have a few beers.
The common area outside (to the right when you walk up) is good for people watching and provides a decent ambiance. The beer selection is solid, and while the wait staff is pushy about the 3oz. upgrades (only a dollar! wow!) it's actually a pretty good deal.
What about the food?
I had the lobster and crab dip, and I have to say, it's seriously one of the best dips I've ever had. Just the right amount of seafood and cheese, and serving it with both tortilla chips and pita triangles is pure genius.
They also had a pretty insane red velvet cake dessert, which took an extra day (and two more attempts) to fully consume.