Realistically, I don't even think Pittsfield gets rail in the first "phase" provided Western Mass gets anything at all out of this study (anything other than a "no build" recommendation by MassDOT.) If we get a positive non no build result, I'd expect a BOS-SPG rail corridor with Palmer and Worcester stops and a bus connection to Pittsfield with a possible long range phase 2 extension to Pittsfield. Such a corridor would serve not only Western Mass - Boston ridership but also provide better rail options for Worcester to get to New York by rail and provide Worcester passengers more options for an express ride into Boston. The service could have connections from the Hartford Line (Amtrak/CTrail) services as well as the Vermonter. There are a surprising amount of Springfield area to Boston commuters.
There continues to be one reason to keep Pittsfield in the mix: Two words: Berkshire Flyer.
It's not a foregone conclusion, and it's a temporary, once a week service, but the point is, it ties Pittsfield to Albany and NYC.
Ultimately, Massachusetts and New York in an ideal world need to work together to increase service.
A train to North Adams isn't going to go beyond that.
Honestly, in the next decade or two, I think New England has potential for a lot more rail, between the Valley Flyer, an eventually expanded Berkshire Flyer, and eventually an extended Vermonter and who knows what else.
I'm more hopeful now than I have been in decades.