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I'm going to assume this question isn't a troll job, and you're specifically asking because of COVID concerns this year.
Personally I'm skeptical there will be a town season. Town programs are non-profits and are unlikely to have a season if the schools cancel fall sports. Club teams are for-profit and in many cases have already taken in deposits, and will do everything they can to have a season. But unless MA opens up, we may be looking at a practice-heavy + a few NH tournaments this year, which would be a terrible waste of money, but at least you'll get some hockey.
So I'd go with T1B, obviously.
Play for the better coach. Foregone conclusion that T1 Black is better generally speaking. But what should be the deciding factor is coaching.
Looks like NY will not allow hockey teams to travel out of state for games and not allow out of state teams in. So if Mass follows suit town hockey could be the way to go.
My kids tier 1 white team played a town A tournament in Marlboro last season, at the invite of the Marlboro rink to fill out the schedule. Finished 5-0 after outscoring the other teams 53-1. Don't give me any of this Tier 1 is the same as town crap. It was a total **** show. For the record, we played in white but if parity had actually been followed the team only qualified for silver. (got handed a gift when the vipers folded)