Four year "Deerfield Boy," class of '83. Didn't cycle back then, but I was up there last summer for this and stopped in Northampton for breakfast at that popular diner/restaurant across from the old train station:
http://www.franklinlandtrust.org/randonnee.html
Great event if you don't mind dirt and lots and lots and lots of hills unless you do the Green River Tour route.
Here is one trail:
http://www.mass.gov/dcr/parks/central/nwrt.htm