I don't have the time at this second to do the comparison..but I'd love to see what the old criteria comparisons would look like between Colby and Middlebury and those schools in the West that you mention that take into account SOS (Colby and Midd would win that easy with the OOC record of the NESCAC), common opponents, Winning % and record vs. NCAA ranked teams.
A subjective process simply creates more confusion and chaos when it's completely unnecessary. At the end of the day, win your league. Otherwise accept whatever fate you've drawn up for yourselves.
Or, finish fourth in your league and lose 7 games and get into the tournament. Either works.