I heartily agree with your enjoyment of natural settings as opposed to city-scapes. That is one of my reasons for getting into this hobby. I also enjoy travelling 'the road less travelled', so I concur.
My original message would only suggest 'alternate' highpoints that offer something different and more exciting (in some ways).
I am thoroughly an outdoor enthusiast as are most in this 'sport'. But many people might like to introduce both convenience and variety into it. Rather than try to schedule a trip to Illinois for one out of only four weekends of the year to visit the over-protective Wuebbels' 100-miles-from-nowhere cow-pasture (which apparently is largely unremarkable from any other of the 100,000 cow pastures in the state

); we can visit the Sears tower on any day, almost any time and be welcomed!
I enjoyed the Louisiana hp; and probably would not 'trade' it for a building in New Orleans (which undoubtedly is a fun city). But the FL neighborhood, and maybe even the non-descript IN hill might be ones that I would substitute if given a chance to visit the cities mentioned previously. Just a thought, in my humble opinion only.
Thank you for your thoughts!