Day time surveillance of the site is very important imo.
If you're checking for height, main thing to look for imo, is does the hill pop up from the dust/pollution layer that is your valley... Its a lot easier a few hours either side of dawn/dust to see where the dust/pollution/pollen lies around the surrounding area.
Checking for young people paraphernalia around the site...
Your suggested site is a MTB area, do they ride much at night?
Other option:
Do you have any cricket nets close by? If the area is reasonably safe after dark, a few pegs and used blankets make a quick light protected end.
The oval will lose heat quickly and hopefully get a reasonable open area of the sky.
One to remember - Never go into a pollinating pine plantation...
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