A test ride of sustained 65mph for a half hour will tell you a good deal, including what might fall off due to vibration.
Out of curiosity and resonance with your trip idea (last year I put a total of 2,900 miles on my bikes) I went out on the Thruway (rt 90) with my '83 Heritage Special in Syracuse, and headed to your destination of Utica/Clinton. The test ride went well. I heard some sounds that I hadnt heard before, but they didnt amount to anything. And I now have confidence that the clutch pushrod seal I put in last week has solved the oil leak issue.
When I got home, I pulled Pirsig's Zen & the Art book off the shelf. Maybe I'll read it, again. Something special always seems to happen surrounding my reading of this book. The last time I went through it, 15 years ago, I was camping alone in Acadia Park, Maine. I was coming up on the end, where Pirsig mentions his daughter, Nell. A young woman approached me in the campsite, having noticed the book I was reading, and she asked me if it had affected me, to which I said yes, very much. She smiled and said that she was Nell.