In every piece of land, there are favored areas for deer activities. Food, shelter, travel, bedding. But these areas can change significantly with changes in the deers environment. Weather, pressure, food sources, etc.
So it is important to understand how fluid hunting is on any piece. And to be honest, time and experience tells the real story.
The more time (boots on the ground/in a stand) one can spend in an area, the better. But there is a trade off for that as well. And that trade of is BAD. human scent (where negative association is connected) may result in an area becoming avoided by deer.
So if absolutely necessary, I plan on a "one and done" approach to all new areas I hunt when I scout within a couple weeks of an actual "sit".
And I do the "sit" within hours of my scouting unless I have time to wait a couple weeks.
I always assume that if I find fresh sign, (food, trails, droppings of 3 ages, (very dry, damp, green and slimy), then I better be there in a tree, when the deer come back and sniff around and figure out they are being hunted.
But to give you a direct answer to the question, and assuming I am hunting chasing phase of the rut, I look for natural or man made bottlenecks with sign of travel. And wether it is downed trees, big rocks, old home places, water, hollers, skirted openings, bluffs, or abandoned cars, I don't quit scouting until I find this.
It takes a lot of looking. And this is the reason why I do this in January, February, and March.