Borscht Belt Loop
3 days, 3 people, around 160 miles and 11.5k feet of climbing through the Catskills in a big loop to/from Poughkeepsie.
At one point a bald eagle soared right overhead. At another, a small yellow plane did the same on its way to a small airport next to the road.
Last photo is from an intersection with pre-Revolutionary War buildings still standing at all four corners.