I am new to trad shooting, but have hunted a time or two.
I try to keep my feet off of the trails, and don't wear leather boots too much. We farm, and the deer in the area are used to cattle. I know this will probably sound crazy to some, but I will find a fresh cow pie and step in it, not to saturate my boot, but to provide a little cover.
I do try to stay off the trail, but I will cross it.
Deer's sense of smell is there numero UNO sense. If they can smell you on the trail, they can smell you if you passed 10-15 ft off of it.
I have had a deer look right at me in a tuft of high grass on the ground, then toss its head agressively, snort, wheeze, and make a big fuss. I stayed motionless, and did not make direct eye contact. After 4 min of this game of him looking right at me with no result from 15 yds, he crossed the fence anyway, and as a result he was jerky.
My point is, he didn't see me, he DID smell me, but could not figure out where I was. What was amazing to me was that he had followed the urine trail, and I was downwind, and he still smelled me. The post up top kinda says it all-you can't figure'em.
One thing you can count on is deer are LAZY-they will usually take the path of least resistance. You might find that if you cover your scent, and start gingerly walking/crossing the trail a time or two before you hunt it, that they might become accustomed to the scent, and not pay you any mind.
Farmer