These photos are from three different lots of slides, believe it or not. I guess it is easy to imagine riding in the Skyway, and being attracted to the kinetic fun of Dumbo's Flying Elephants. The photo above looks like it might have been taken in the winter, though you still see some short-sleeves. There is some sort of eatery just behind the Dumbo ride. At the middle, right hand side of the photo there are perhaps some phone booths (back near the posters)? The hill provides a nice separation between Fantasyland and Frontierland.
Nothing much different to note about the second photo, although you can see the "natural arch" that the pack mules crossed. I even think I see some tiny specks on a hillside near the natural arch...looks like people, but it's hard to tell.
In this third view, we are nearing the Skyway Chalet, and can see folks waiting in line for their trip to Tomorrowland.