Depends on a few variables. If it is a new engine bolt the head on minus the valve spring before you install the pistons. Due to casting shift and differences from different factories, there will be a plus or minus factor, so clearances on a test engine might not apply to your engine. If it is a new engine just cheat smaller. I have run 1.890-1.900 on different engines with stock bores. I ran a 1.940" on a stock bore and it scraped the cylinder wall a bit. If you want to run something that big it should be a on a competititon only engine so that you can clearance the cylinder wall. Also it should be on marine or industrial pistons so that the top ring land is lower and is away from the clearanced cylinder wall.
If you want to be safe on a +.020" bore you are playing with an extra .010" per side. 1.900 will be a breeze. Any more than that I would pull it all down and check with a feeler gauge. Just remember, too close to the cylinder wall and you negate a lot of the benefits of the larger valve unless you clearance the block.
Zach