If you look at the hold and ask "how do i get in there from here" you will usually pick the correct entry simply because it looks right. As far as the hold is concerned then you already know where the wind is and as you run in to the fix you will know your drift for that particular heading. If you have no time to plan then just get yourself inbound, check the drift as best as possible and then just have a stab at it the first time round. I you overshoot the inbound qdm then you didn't allow enough and if you undershot it was too much. look at your needle pointer and ask yourself does it look about right ? If you need to then tidy it up second time round.
Good previous advice about needle "lead". it's the inbound qdm you are assessed on. As long as you get there is what counts.