There are a couple of chapters of EAA in the area that are pretty active every month. Warbirds Squadron 7 out of Nashua has a breakfast and a separate business meeting once a month. EAA106 has a fly/drive destination every month along with the separate business meeting. There is also the chapter out of Marlboro that does a Young Eagles monthly.
On Meetups, there's an occasional breakfast or lunch group. Last meet was at Norwoods Taso's. The main organizer flies in since he splits his time between Boston and the Cape. IMC Club has a monthly meeting.
On the other hand, if you were to start something up, I'm sure a few of us might show up. There's a nice restaurant on the field in New Bedford. Say Saturday?