Hill like the OP I remember from when I lived in MO, but have also seen them in OH and IN. That bit looks like Hwy T between St. Albans and Washington, MO. But it could be a thousand other places too.
I've ridden GMR/GRR with Mr. Beanz and without, and either way it's a great ride. Beanz is usually so fast, I can't even keep him in sight, though there have been exceptions to that rule.
I've never ridden GMR/GRR with Herb, whereas both my wife and my friend Maria have. Not sure what that tells me . . .
Rick / OCRR