My horse-keeping situation is very fortuitous. I live on 14 acres, of which about 6 are farm fields. One of the fields is fenced. The fenced area is my winter pasture. On the end closest to the house I have a shelter and water trough. I keep the trough filled via a 75' Flexzilla hose and a frost proof faucet on the outside of the house. The corner post of the fence holds a GFCI outlet with power from its own breaker inside the house. The outlet serves the electric fence energizer and the 1500 watt trough heater that keeps the water available when it is -40 degrees.
In winter I feed round bales, which I stage at the corner of the fence at the end of my driveway. Every morning and night I walk down and throw two piles of hay over the fence. I usually transport the hay one bale at a time in the back of my pickup. The farmer drops it in there with a tractor or skid steer, and when I get it home I take the tailgate off the pickup and roll the bale out on the ground.
When it's time to feed I take all the strings off the first bale, tear the hay loose along the (slightly) downhill side, and throw over the appropriate amount. Next time I roll the bale a few feet, unrolling the hay like a ribbon, and use the hay left lying on the ground for that meal. By the time I've rolled a new bale to the bottom of the incline it's usually light enough to start rolling it back the other way. I don't do anything to protect the bales from the weather. By the time I start feeding in November it is unusual to get much rain anyway.
Having the food at one end of the field and the shelter and water at the other keeps the horses moving, as does whatever corn or soybeans are left from the last harvest. That way the manure is spread fairly evenly across the field. In spring the field is plowed under and the manure is gone. I only clean up around the shelter and water trough area.
The worst job in winter is keeping the trough full. I connect the hose, fill the trough, drain the hose, blow it out, and coil it on the porch. That's an every 3-4 day ritual. The Fexzilla hose stays flexible in subzero weather. It would be much more convenient if I had a hydrant next to the trough, and an automatic watering device like a Ritchie Ecofount https://ritchiefount.com/product/ecofount-1/
would probably pay for itself in electricity savings.
My two horses spend the summer on a ten-acre pasture next door. My neighbor fenced it and invited me to bring my horses over because the grass was getting too tall to find his golf balls. The summer pasture is rough and hilly and dotted with hundreds of trees, so it would be a major effort to use it for anything other than pasture. It has adequate grass to maintain the horses' weight, but the constant movement across the length and width of the rough ten acres keeps them in some kind of condition.
I keep my tack in one of those 8x10 garden sheds you buy as a kit from a building supply store. Mine came from a garage sale, free for the price of moving it. I did an estimate for someone else about the cost of setting up facilities for a horse and came up with $5,000 + for fencing ten acres, $2,500+ for getting pasture established, and maybe $1,500 for a shelter.
I use a DR brush mower for rough mowing around the edges of the field and along the driveway. A tractor would be nice. I would like to be able to move the round bales into the pasture all wrapped in hay net so the horses could nibble 24 hours a day. But I'm getting by, and the farming is all done by someone who rents the land for the summer. My main time consuming task in summer is mowing, and a zero turn would speed that up a lot cheaper than a tractor.