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Not my field in depth but:
Could you get away by recruiting local householders to allow hard-wired cameras to discrete recorders in their premises? Might only then need a north south east west position looking inward, but four recorders? Good daily liaison with the school and a couple of hours in the mixing room may reveal those persons entering after dark, all with common intent? People less likely to hood up/mask up on the highway, possibly higher lux outside the school too. Alternatively, cobble together your own infrared masks for ordinary playground lights, a lot of non-specialist equipment wanders well into the IR spectrum.
It's always hardest to catch people in the act, but their acts preparatory are often in plain view.
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