Stream and Waterfall in fall foliage
Truth to tell, it is not that hard to prepare the farm, animals and shop for winter in Maryland. And overall, the animals much more like the cooler weather versus the hot humid time in Summer. For the sheep and goats, unless they have just been sheared, I don’t worry about the temperature unless it is in the teens. And I try to time the shearing so the animals have a decent (thick) coat in the Winter. Really the main thing to be aware of is if there will be rain or snow. Wet and cold can be a problem. So, if it is raining or snowing - or snow on the ground - the animals stay in pens or in a barn/shelter so they can stay dry.
General preparation for Winter includes insuring there is plenty of hay and grain on hand, pens and shelters stay dry and clean, and areas in which there is running water have heat on to remain above freezing. If an animal has been sheared, they wear a coat and, if necessary, stay in a heated area. When it drops below freezing, ice needs to be broken up from water containers in outside areas (or hot water poured in the container). As it gets colder ,the animals receive extra nutrition to keep their energy level up. Pastures are managed so that there is still some decent grass for the animals to nibble on throughout the winter.
The shop only needs the heat turned on to ensure the temperature remains above freezing inside. Of course, on shop days (Thursday - Saturday) or when someone is working in the barn/shop, the heat is turned up.