May means many things starting to grow and 'summer season' resources and events happening. In the NWCT area that includes a special publication from the Lakeville Journal called Towns & Villages. I recall sharing a request with a former editor for that kind of publication to list all the area town information in one place that could be kept handy year-round.
I learned today that someone who did something similar in the past for the CT coastal towns was the one who officially got that ball rolling or did the format.