Is OOB seasonal so they don't have to shovel the snow? I have wondered why they don't just make it "advance reservation only" -- not a flag stop, no need to slow down at all if no one has reserved a stop. Surely the conductors have that information in their devices.
Where do the people from the infill towns want to go? Boston, or Portland, or someplace else? The solution would depend on that. If lots of people in Kennebunk want to commute to Portland, a commuter service just in Maine could be justified (LOTS of people); if they want to go the other way, a commuter service just in Maine would not help.
If the demand is for weekend travel, could those stations be weekend-only stops? Friday night is then a problem -- conflict btwn commuters and weekenders.
Does Kennebunk have particular travellers in mind? Do they even say whether they are looking for service for their people to go other places vs. hoping to attract business to their town? This discussion seems to be assuming the first, based on comments about "influential residents" and whatnot, but I could be confused. (I would have thought every town on that stretch of coast had at least enough tourists, but I could be wrong.
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