I don't put vias in test-point pads.
It's not the via being damaged you need to be concerned with, it's the pogo-pin tips being damaged you need to think about.
If your test-pads are big enough to put a via into them, they're probably way to big to begin with. 1.0mm diameter is way more than enough; depending on your pogos and other tolerance-stack factors including those of your bed-of-nail pogo test jig, even 0.5mm might be enough.
Remember, in any production test-jig, they're being pressed onto test-pads thousands of times. Each time, if the pogo-pin point gets pushed into a approximately-centred via, because of drill location tolerance it's going to introduce lateral flex on the pogo-pin-head stalk that otherwise wouldn't need to happen. They will fail quicker, which means more down-time on your test-jig, which means you need more of them to keep production lines unblocked.