Several people in the Las Vegas thread expressed interest in having a gathering in Boston, including yearning, crazyT, & of course Boston resident pemberly.
So without further due, let's discuss whether this trip is feasible or not.
Spring and Autumn are recommended seasons. pemb tells us that Bostonian Spring is beautiful: the boston common is the prettiest in the spring when all the flowers are in bloom. and you get to ride the swan boats, too.
References: things to do in Boston | pemberly's hospitality