You might want to have a look at the wind drift chart posted above.
I keep seeing reference to the wind drift table, but I think the temptation is to look at the 250 yard mark and say "SEE??? SEE??? The 22WMR drifts about 13"-14" MORE than the HMR!!!" Hanging your hat on that data suggests that #1. the HMR is still drifting so little that you'll be able to HIT your targets with an HMR while your .22WMR shooting buddy won't, and #2. the wide spread between them, at the far end, is a practical range to be shooting these calibers.
Neither is true in my opinion, and neither speak to the drop factor either. (one of the other 2 charts posted)
If you're attempting to reach out to the outer limits of what's indicated on that wind drift chart, you're rolling the dice. Neither bullet will have much gas in the tank, and both will be heavily influenced by wind/wind gusts/drop etc. They're impractical ranges for magnum rimfires, in my experience.
Having shot countless rounds with both calibers, my opinion is that the OP's original question doesn't have a straight forward answer. While they share some traits, they have more differences than similarities. I honestly hope to add an HMR back to my collection, but I find the .22WMR just a more effective hunting round inside of 125 yards~THE DISTANCE I HONESTLY SHOOT from most of the time.
Anything bigger than .22lr is used for groundhog hunting in my world

so the following is my take on these two calibers;
I look at it in a very simple way~I consider .22WMR a heavier, deadlier round useful at, basically, the same distance a fast-shooting .22lr round is. The HMR is a faster, equally (but not more) deadly round at the same range BUT...other than being flatter-shooting (more accurate) beyond that...it loses too much punch to be useful. My gopher-hunting Albertan friends sing the praises of the HMR, and I get that considering their size. Here in Ontario, the only guys I know who use HMRs for hunting use them on rabbits (head shots) at/under 150 yards.
So, get both

or consider just what you plan on shooting and at what distances. One or the other should emerge as the better choice.