I can't speak to the cholesterol meds, but my suggestion is that you plan to take the blood pressure meds with you. I did my first thru-hike in my early 50's, and I asked my doctor beforehand whether I could sort of "hike my way" out of needing them. He said that at my age, it was questionable, and the older you are the less likely that any amount of physical exercise will reduce blood pressure. So what I did was to stop a couple of times along the way in small towns with fire stations and ask if they would take my blood pressure (each time I had stopped taking the medication a day or two before with this intent). In both cases my blood pressure was higher than I wanted to see it, even though by that time I was in great shape, had lost essentially all body fat, etc."Hoping to leave the my cholestrol and blood pressure meds home."
So I'm just reconciled now that whatever trip I go on in future, I need to take my blood pressure meds. One thing that helped a lot was that I asked my doctor to write me out a 90 day rather than 30 day prescription, so less times that my wife has to go and pick it up and distribute the pills among resupply boxes.