Trivia night (Wednesdays) at the Drake is really fab.
I've always sort of avoided this place but found myself going specifically to play trivia, and it was a really fun night! DJ/Trivia host is very well organized and the quiz includes a variety of audio (music) and visual (tv screen) clues. Only costs $2 per person and there are prizes for top scoring teams.
Would definitely go again just for the trivia. Place gets pretty packed, we arrived at 7:45pm without a reservation so we were stuck sitting at the bar, but they have lots of cozy booths and relaxing tables at the front.
Very cool. Friendly bar staff and quite hipsterish.