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Difficult. If you also want them to LIVE after transplanting, extremely difficult and expensive, and if these are pine trees bigger than 4' tall or so there is no point in even CONTEMPLATING it. Yeah sure, tree companies with (big, expensive) truck-mounted "tree spades" can dig up even fairly large conifers, like up to 15+ feet, and replant them wherever you want, for like $5,000 and up per tree, but the tree may well not survive and if it does it will look like hell for the next decade and only survive by dint of extensive guying, artificial watering for the next five years, etcetera. (BTW, no, they do not dig up the whole root system, that would be impossible
)
If you have some pines that are, like, 2' tall, they move ok (by hand) as long as you're careful and do it in early spring. 3' is pushing it. Pines will not make a dense hedge like arborvitae do, though. Well, not for long anyhow.
As far as clearing land. It is
not normally done by grinding stumps out - usually, assuming they are shallow-rooted 'trash' species, the tree is cut and removed (or even just levelled with a large tractor or backhoe or loader, and dragged away to a brush or burn pile) and then a tractor or backhoe is used to snake the stumps out. Then the field is ploughed/disked/harrowed and seeded, sometimes with fallowing-and-re-disking and/or herbiciding in there too.
You would have to do the
whole megillah there to make a hayfield. It would be expensive. I seriously doubt it would be worth it, b/c you are not going to get much hay off a coupla acres and anyhow you are likely to end up spending as much having someone come in and hay it for you as you would if you just bought the darn hay in the first place - and if you buy it you can be SURE it is good quality.
However, for a goat or sheep pasture, as long as you do not demand a golf-course lookin' thing with the highest possible productivity, you could perfectly well just leave the stumps there (at least for now) and simply let the existing vegetation grow up for grazing. (assuming this is a typical xmas tree planting with lots of space and grass between the rows, and not some overgrown thing with only pine needles and dark dim bare ground between the trees). It does not have to look like a postcard to feed livestock
Personally I'd try to have the trees cut a couple feet above the ground so you can SEE where the stumps are if you ever want to weedwhack or mow part of the paddock. After five years or so, you could have someone with a tractor snake them out -- they will be MUCH easier to remove once they've sat and rotted a while. At which point you could, if you really wanted, disk and reseed the whole pasture, although you would then have to keep your animals off it for most of the next year.
If most of the land is wooded and you want to keep sheep/goats, bear in mind that wooded = extra predators so you will have extra issues with fencing (not just fencing your animals in, but predators OUT).
Hope this helps, and good luck,
Pat