I guess I should have specified that I grew up in Southwick. I actually live out near Boston now and did my shopping out here too.

I highly recommend picking up your regional bike map, your LBS should have them. They're about $7, and super helpful. I'll need to do that when I visit my parents, as I have an idea of what roads might be nice to ride on, but no good 'routes'. There are some nice farm roads through Enfield, Suffield and into Southwick that are really nice rolling hills, though I can't remember the names of the roads.