That is a Saturday. Assuming it is not pouring down rain or 30 degrees outside I should be able to help. I might have another commitment that weekend but I think it is on Sunday.
Are you doing B&B or camping? For B&B I would suggest the Yough Shore Inn, in Boston. That would give you some time to see the city, including the bike museum, that should not be missed.
BTW You do realize this time of year it will can be very cold in the higher elevations. It might even snow. The 20th might be a little early for the ground freezing but the big problem is the ground freezing, getting a layer of snow them a warm spell. Turns the trail into mush. But I am thinking you "should" be ok there, just expect it to be pretty darn cold at night.
I will PM you with my phone number.