re: Bush Hog or not to Bush Hog.

I would bush hog in the middle and leave a tractor width or so of stuff along the edges of the woods, don't cut it. Deer really like a transitional edge cover (sort of a medium between big trees/woods and wide open field. It makes the deer feel much more comfortable with that strip of edge cover. It improves daylight usage in your field, even with mature bucks.

As far as planting, it depends on your area and soil composition. I would say for fall/winter planting, use a blend of clover, cereal grain and brassica. For the clover, you can either go annual or perennial; I recommend a mix of both. Cereal grains - go with oats and winter wheat. Brassicas can be any type of forage rape, turnips, etc. Look online and in the hunting stores for some pre-mixed blends and see what they've got in them. A mix like that will carry you from September-May. The clover might last through the heat of the next summer if there's plenty of rain, but it won't produce alot this time of year.