I've ridden once on the Sewanee trails that are maintained by the college. Unless they were on the PC that crashed, I've got some good pics. There is one lookout where you can see Arnold Air Force Base, below, on a clear day.
That was quite a few years ago and I THINK some of the trails have been shut down because "some group" who shall remain nameless, said the horses hooves were killing rare plants
I could be wrong about that, so don't take it to the bank.
There was all levels of riding up there. The college equestrian program used to maintain the trails. There must still be a program or you wouldn't be bringing your horses???
You're on top of the Cumberland Plateau so the weather is different than down where I live. You could expect it to be cooler.
You might want to go to WeatherBug or the Weather Channel and key in the zip code for the college so you can watch what the weather does up there.
I know that I-24 in that area (Monteagle) can get nasty nasty with ice in the winter.
You're closer to Chattanooga than Nashville but being young, you're full of energy, so it would be awful if you couldn't work in one or two trips to Nashville. There's a lot to see and do but it would be best to stay the night instead of trying to drive back to Sewanee.
I've just told you everything I know
Hopefully someone that lives in the Monteagle area will come in and be more helpful