It sounds like you need a small excavator, or dozer for that kind of work. In my experience with a 33 hp compact tractor, they are a little higher center of gravity given they are a bit narrow. I don't like these for use on slopes, in some conditions, winter, slippery soils, if working perpendicular to the slope, it would lose traction, so typically, you could wind up sliding a bit or just being stuck often, even with 4 wheel drive. This one has been pinned against pasture fences and or against one of our barns, slight inclines to one side and slippery conditions. With ice and snow or slick underfoot conditions, with a small incline to one side of the tractor, this will always be a problem. Get pinned against a tree in the forest on an old logging trail may not be much fun at all. Tire chains may help, and larger tractors may not perform any better. Seems to me compact and smaller may not have the mass or the weight of older utility tractors, and I've spent a good part of a day on one, then came home and got on my old ford 850, heavily ballasted, just by the feel of it, 2 completely different animals here.
Obviously you would have to demonstrate one in your conditions, or rent something first just to see how it performs to really know if it will work as you need. If you can get to and onto the trails and set the tractor where you need to work, that is one thing, then you'll need to grade or widen as you go, lot of on/off the 3 pt hoe, maybe a 2nd person in the seat just for moving as you work ? On the flat, you may be able to move the tractor with the hoe as you work, but not on any slope.
You may have a need more for other areas around your place, but it really sounds like a job for an excavator or small dozer, with an experienced operator.
I believe George-TH,In has posted some photos of his terramite, lifting logs and or doing work you would not expect of a small machine, if I recall thinking back. Definitely worth looking into as that machine would seem to be low center of gravity, enough power for the loader and backhoe to perform well for a machine that size.
You would also be surprised at the power a modern small excavator has. In September of 2011, I had one left for me to use on our farm, as thanks in helping with the power company that was upgrading the transmission lines, towers passing through our place. Mind you I spent a solid 5 years operating heavy equipment, those skills came in handy, but this machine was just impressive all the way around, Case EX 70 or something, its in the photos. I did all kinds of work around the place, was able to get into areas like the bank off the side of one of our roads, got in to clear some brush, small trees, pulled myself back up the bank using the hoe and it was a bit slick with mud in there. I picked up a 3' diameter 16' or 20' oak log with it, set it up on other logs to get it off the ground. Mind you, this was the limit as it got light on the back end, but it had the power, simply amazing for something its size. Removed all the boulders from the pastures and surrounding areas, and talk about digging a hole or trench....one can be very productive with these. There are much smaller models, I've used them down to a small CAT that would fit through a 36" doorway, those are tippy, real tippy, but something like in the photos, just perfect. I took some decent size trees down with it, stacked same, just incredible for its size, what it can do. Fuel efficient, even had A/C ! What was even better, I was able to get this thing into the barn for a waterline repair, zero swing, means no counter weight projecting out the back, talk about working in tight conditions, it was as good as it gets for its size, I was sold on the thing after weekend running it.
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