I'm from Cleveland. If most of your backpacking is like mine, it takes place between Columbus Day and Easter. If that is the case, a tent may not be your best choice.
At this time of year bugs are generally not an issue. Thus a tarp, especially one that can hug the ground, might work well. I use the fly on my MSR Hubba, but there are lots of other tarp and tarp-ish options too.
The latest writeup on lightweight tents goes to great lengths to dissuade folks in humid climates from buying single wall / tarp tents. They mention this twice. In my experience, Ohio and Kentucky are humid environments, summer and winter. These tents will condense more than you may like.
As for ground pads, most of your heat will be lost downwards, not upwards. Spend your money and weight on ground insulation. A Gossamer Gear Nightlight Pad and a Big Agnes Insulated Air Core together would be a fine winter combination. Especially if you have a pack that will accept one or the other as a 'frame sheet'.