I did my first century this past weekend from Cheshire, CT to Old Saybrook, CT and back. Ride details at
http://www.bikeforums.net/showthread.php?t=339794 for those interested.
Anyway, I may be nuts for this long distance cycling stuff. I felt so good that I am planning a ride from New Haven on the CT coast to the MA state line and back again. 117 miles is the typical distance for this route, at least according to one source
http://www.ultracycling.com/records/connecticut.html
Has anyone tried this before? I wouldn't try for a record, but this distance seems doable with a bit of training, maybe not this year for me, but maybe next year after some base miles. I have a few riding partners that have said they might be up for doing it... though starting from Cheshire and riding down to New Haven, back up to Cheshire (stop for food/water etc.) then up to the MA border and back to Cheshire.