Well, it will be in the NW suburbs; I live in Concord, so usually we start here or in Acton or Stow. Last year we went to the Wayside Inn area in Sudbury. Two years ago we did a flattish (by request) 40 miles, starting in Concord, going into Acton, Stow, and Boxborough. So, probably a variation on one of these. If you are up for hills, I have a really nice route that goes into Harvard and Bolton a bit.
Keep the comments coming.