KY & Oct.
Let's see....
Mid-Oct. in KY....Well it might snow on you, but then again you might wanna pack some shorts and sunscreen, kinda hard to tell around here what the weather is gonna be...I'd bet on pretty warm though, maybe 50's or 60's or hotter during the day...80's wouldnt be out of the question.
If your coming in Mid-Oct, your gonna be a few weeks early for the main rut, it normally doesnt crank up till the last week of Oct or the 1st week of Nov.
Mid Oct. can be hard hunting, by that time they have stopped feeding in most of the feilds with alfalfa & soybeans and are hitting the acorns hard if there are any in the area. That's where I'd start looking if I were you...Check for white oaks and look for some acorns on the ground.
Yeah you'll probably find some ticks, maybe snakes too....And if the weather is still hot you wont have to worry about finding any skeeters, they'll find you soon enough.
If you get to hunt that tract of land again and you can pick your time, I'd shoot for the 1st week of Nov. before rifle season comes in....Your gonna see more rut action then, just a lil' something to keep in mind.