You want good standover height of course, but make sure you measure your Roubaix's top tube (including stem length) and compare that to the Cannondale. Considering the trip to Portland and unless you really want that bike, I'd seriously consider something like that Fuji crocodilefundy mentioned or holding out for a cx bike in MA. Timing may be a factor for racing though?
I just moved to western MA from the South Shore (There are some nice races in Plymouth and one coming up in Brockton!). Depending on where you are, there are some decent shops around.