Hodgdon indicates a max load of 42.0 IMR 3031 for a 168 Sierra, giving 2710fps and 58,900psi. They do not indicate brass, primer, or barrel length.
Are you using IMR-3031, or are you using a "3031-like" powder?
You are using Winchester brass, which is one of the lightest .308 brass out there, and therefore the largest internal volume (it is also quite well made; it's one of the best choices out there for .308 brass actually). You should most likely be able to safely fire the max load - it's certainly worth trying to work up.
At shorter ranges (actually out to 600 yards anyhow), one can often get pretty good accuracy from fairly mild loads. Oftentimes these accurate mild loads also have pretty terrible velocity consistency, but that doesn't have too bad an effect on the load's grouping from 100-600 yards. If you do fire this inconsistent-mild-accurate ammo at longer ranges (900, 1000 yards), it will give utterly terrible group sizes, because the slower bullets are falling more and and the faster bullets are falling less - so in no-wind conditions at 1000 yards, you might end up with a group that is 36" tall and 16" wide. What is actually happening is that you are getting a 1.5MOA group at 1000 yards (which is good), but the shot-to-shot velocity variations are giving you a lot of vertical.
If you want to be able to shoot accurately beyond 600 yards, it would be worthwhile to get a fast, accurate and uniform load figured out. If not, no need to do this, just go with the first accurate load that you find.
While not necessarily comfortable, blowing snow can be a useful visible wind indicator, especially if it is in the air and you can see it through your spotting scope or rifle scope. Consider it a Finnish sniper training course ;-)