I'm in the Hartford area. There's some excellent meetups around here. I don't know of any that are WordPress-specific, but there's regular groups that meet up with regard to programming, web development, etc. (WordCamp Boston is this weekend, too - sadly I'm going to miss it this year.)
But as far as local groups, go to meetup.com and search. Dining with Designers is a small group that's pretty active. You can also follow @cttweetcrawl on Twitter (they're on Facebook too) - they do a lot of stuff and usually have pretty big events. Oh, and the Hartford Build Guild is fun. They only meet once a month, though.