I don't know if you read "Applied Ballistics for the Long Range Shooter" if not I highly recommend it. Bryan Litz highlights this exact occurance. according to Bryan (I've seen the same thing myself) wind is at it's lowest velocity at ground level, and the higher you get from ground level the more wind speed you'll have. So (I use your example terrain) say you have a 10mph wind where your sitting, ground level on the other side shows the same conditions as well. As your bullet path gets higher from ground level (think directly below the bullet at one point in flight) the winds will progressively increase, so mid flight your bullet can very well be encountering 20mph winds. How do you read this? You look for dust, debris, (cotton from a cottonwood tree) floating in air. Without debris your left with a best guess.
Like I said get the book, Bryan points out everything you have to consider, including the effects the terrain has on localized wind patterns.
Applied Ballistics For Long Range Shooting 2nd Edition
Keep in mind the animals we shoot for food and display are not bullet proof. Contrary to popular belief, they bleed and die just like they did a hundred years ago. Being competent with a given rifle is far more important than impressive ballistics and poor shootability. High velocity misses never put a steak in the freezer.