Hey, Nick, I hear what you're saying about the parking issue. According to someone I spoke with at the Sherwood Auditorium, there is either on-street or valet parking available for the venue. On-street parking is metered and limited for two hours only until 6 p.m, after which it is free (but they fill up fast). There are also 2 or 3 parking garages near the Auditorium. If we carpool, particularly those of us who are staying at the Hilton, we can limit the number of cars we'll need, which should help a bit.
That said, there are some restaurants on Prospect that sounded quite nice, albeit pricier. Here are the links of two that were somewhat reasonable. (If you check out George's, be sure to look at the menu for the ocean terrace as the main restaurant is particularly pricey). I spoke to someone at all three places, and we will definitely need to make arrangements in advance for a group our size.
http://www.georgesatthecove.com/ocean-terrace/menu.phphttp://www.trattoriaacqua.com/flash/http://www.roppongiusa.com/home.html
To be truly radical is to make hope possible, rather than despair convincing.