OK, now let's talk horsepower, but first we need to know, how quickly you want to get the work done, because the two are related. Also note that the two biggest HP demands will be the mower and the baler. The tedder and rake have smaller HP requirements.
You will want a conditioning mower in WV. The slowest option would be a 7 foot sickle bar mower with conditioner and the fastest would be a large rotary mower conditioner. In general, you will need 65+ HP to run the smallest rotary mower conditioner, where as a 7 foot sickle bar mower can be run on 35+ HP.
The round baler will require 55+ hp depending on brand and features.
Don't forget the hydraulic requirements and you will likely want a front end loader and three point hitch for moving bales.
In my opinion, you should be looking for a 65+ HP 4x4 tractor ballasted to over 7,000 lbs with dual rear remotes. This will give you the HP you need to run a good mower and baler with the weight and traction to handle the hillsides in a safe manner.
Option 2 would be a 80+ HP row crop tractor ballasted to over 8,000 lbs.