Yes I have cycled up that way. Couple of things you need to know:
1. At that time it can get very cold....
2. Don't think it will be like the UK -in some parts shops and accommodation will be few and far between.
3. Be prepared to see some trees. And some more trees. And some more. Oh, did I mention you will see some trees?
Actually seriously, this tour might be a bit boring. I'll be honest, I haven't cycled it, but there's a reason for that. I would recommend a more southerly tour, if only for more interest let alone the weather. Any particular reason you want to do this? And sorry, don't mean to sound too negative about it -if you have your heart set on it, go for it!!
I can recommend some tours around Boston if you are interested assuming you are flying into Logan.