I suggest that those of us bringing board games mention what we are bringing in the "Comments" section below.
The HeadHouse has great board-gamer seating for us in the back room. They also have one of the best beer selections in the city, and they serve food late (a definite plus!). Also on Wednesday nights The HeadHouse has an acoustic Open Mic in the front bar, which is always entertaining.
FREE PARKING on WEDNESDAY NIGHTS
Also I should mention that street parking in this neighborhood is FREE after 5:30pm on Wedensdays. So as long as you park in a legal spot (not in a SEPTA bus zone or in front of fire hydrant, etc), its a FREE spot. There is plenty of these parking spots along 2nd Street and also along Front Street.