I like the Brass Ring. Even though the ceilings are a ba-jillion feet tall, it feels cozy inside. The pool tables are challenging (they're HUGE) and the service is just attentive enough. On top of that they have decent food and really well crafted drinks. Hendrick's press with freshly muddled cucumber? Don't mind if I do.
This place is not cheap, so keep that in mind if you are on a budget. But it is a fun place to hang out with a small group and have a good time.