I participated in the CH meet-up at O'Brien's a few years ago and enjoyed the event. Here are a few of my observations/suggestions, just my two cents:
Somebody needs to take command of selecting a venue, date, and time. When we opened it for discussion, as you might expect people were divided over week vs. weekend, westside vs. more central location, etc. We need to give notice to the locale's management that we expect to be there and get permission to snag some space.
We need to establish and emphasize that the focus is on the meeting rather than he cuisine. If one desires to share a finer meal at a notable restaurant, make a reservation for 4 or 6 and post the opening and I'm sure you will get some takers. But for a meet-and-greet, the drinks are the social lubricant. At O'Brien's people began ordering food and sharing later on in the evening.
Gotta have someone arriving at the start bring name tags and a marker and a sign indicating where our group is.
Individual tabs but generous attitudes! Many will settle in for the event but some may just drop in for a short time.
I really enjoyed putting faces to names at that CH event!