Andrew, I also live in MA. Two weeks ago when we had the storm that caused all that massive flooding, I hiked 28 miles in the rain. I was going to stay overnight until the forecast changed from rain to severe flood warning. That convinced me that my next few stream crossings might become unsafe (especially with my dog) and I bailed.
That said, I had a great time and it's convinced me to never cancel a trip for simple rain (floods and t-storms are another story). I was hiking fast and the rain kept me at a comfortable temperature. I didn't wear a rain jacket, just a midweight merino wool baselayer. If you don't plan on stopping a whole lot before camp, I'd recommend you do the same. No breathability to worry about, no nylon hood rustling in your ears. Plus, if you keep your rain gear in your pack, it'll be dry when you get to camp, which you will LOVE.
Although wide views are nonexistent in "bad" weather, the woods become beautiful and almost otherworldly. Birds and wildlife are out in droves.
Bring an extra baselayer, an extra pair of socks, something small to dry off with, and keep your stuff dry. Other than that, just go. You'll be glad you did.
Edit: Walter, I think the snow is unlikely. I haven't been above 2,000 feet, but all of the snow in the places I HAVE been has been gone for a month.