Some guys play outside most days from about 9am to 1pm at Fanueil Hall Marketplace on the tables across from Ben & Jerry's ice cream. Also, not outdoors but there is an adult chess club that meets at the North End library in Boston every Monday at 2 PM.
I've posted on here before about writing articles about chess culture and community in different parts of the world. I'm now interested in writing one about my local community here in Boston, MA. Specifically about the street chess culture here. First, besides Harvard Square, are there any other hubs of street chess around Boston? Second, does anyone here regularly play in Harvard Square (or elsewhere, if there are other such places) and have an interest in speaking with me about the street chess community? Thanks in advance!