I just re-read gleff's post on scoring the best hotel upgrades, and had a recent success with confirming a suite upgrade by email directly with the property, simply by asking and having mid-tier elite status (while official program rule is space-available basis at check-in). However, that time I contacted them 3 days before the stay. I have another stay coming up in 4 weeks (at a different property) where a suite upgrade would very useful (traveling with kids). My question is, is it too early to ask for the upgrade? I figure they may be more willing to give advance confirmation closer to the stay, as they have a better idea of occupancy. But, am I somehow hurting my chances by asking now? Or do I have nothing to lose, and if they can't confirm it now I could just ask again closer in? Do you think the record might be noted with "asked for upgrade - denied"? any thoughts?