Tallyho --
I would suggest nabbing a copy of the
Mad Maps Northeast map. Some great routes are listed on there, as are a number of really neat roadhouses/scenic stops. You can also download Mad Maps to your Garmin GPS.
Altoona to Portland is a VERY long day! Remember, it's not just the miles, it's the amount of traffic, the bikes you'll be riding, and the awareness/courteousness of the cage drivers. Having learned to drive in Italy and having been a resident of three other states, I find drivers in New England (at least MY area) to be the reason I would not want to plan a 10-hour haul. Of course, I am one of those drivers, too!
A stop in Lenox, MA will be fairly easy 7-hour jaunt on the superslab. The earlier suggestion of the Red Lion Inn will reward you with local flavor and a needed rest. Your next day to ME will be shorter, and you will be more relaxed for the part of the route where a relaxed, rested approach will be welcomed.
Now that leaf season is over, the coastal ME traffic will have eased. Rt. 1 is wonderful but can offer some unwanted traffic tie-ups in popular coastal areas.
PM me with the dates when you might be passing though the Springfield area on the Mass Pike (or other roads) and I'll try to catch up with you for a quick rest break!