Personally I wouldn't put too much faith in a contact based sensing system, all too easy for slight misalignments to let the tractor "implement" (what is it precisely, what shape, conductive all over or only at certain points?) to let it hit the metal trellis you want to avoid bashing and yet do so with one or no contacts making good enough contact to conduct.
I'd be much more inclined to try making a metal detecting inductive or capacitative sensor calibrated to work at a short range when close to a trellis wire. With correct calibration you should be able to make these immune to the efect of the nearby tractor, even perhaps by putting a metal can around their back to "shield" somewhat against their eing able to detect changes in any direction except "ahead" where you'd be looking for wire detection, and at ranges of mm or less. Inductive and capacitiative type short range metal detectors can be bought as industrial units for about £20 each, shaped like a bolt and should be pretty reasonably ruggedised againt the rigours of raking through rubble. Or even something optical IF it can be kept clean (unlikely for this spinning cutter setup, although atleast it looks like you are somewhere dry and dusty rather than wet and muddy).
EDIT: just saw your picture, if the problem is snagging wire damaging the spinning disc/blade, then what about doing some sort of rpm sensing or motor current reading instead, detect a stall starting to happen and cut the power to the motor to prevent further damage, then manually clean out the wire, then reconnect the motor and start again?