A very entertaining write-up! Having lived in Connecticut for many years, your route through New England was quite familiar to me. I know I've been through White River Junction, VT more than once. But I never rode into Canada. I fear I would not have been carrying sufficient armament to live up to their USA biker expectations either, although the long Burgman ignition key might qualify as a weapon of sorts... It is sad, but when you say "motorcyclist" to a non-rider, they hear "biker", and envision the Hells Angels outlaw gang. The 95% of us that are decent citizens on the road just don't make an impression.
I sympathize with your difficulty in finding lodging. It has happened to me a couple of times. I remember stopping in a good sized Indiana town a couple of years ago, only to find that all the rooms in town were booked by participants in a major girl's basketball tournament....
Thanks for sharing your adventure with us!