Each year the CT Street Rod Association hosts a very big car show in Wallingford, CT the Monday after father's day. This show is a 5-9pm affair that is big enough that cars start rolling in at 11am. It is still one of the "hidden jems" as far as well known car shows go, mostly due to its Monday night date.
But if you can make it let us know, would like to get a group together if possible or not... I'm going to try and get out of the shop one way or another if the weather finally agrees.
More info at:
http://www.csra.org/pages/events_list.php