Many have given really good advice, i.e.- don't scrimp on boots.
As far as time- right now. If you can still find a shop that's open. Those shops would rather not carry inventory over the summer, that costs$$$. And yes, at this time the prices are softer (negotiable) if you are purchasing a package of skis, bindings, and boots. Less so if just buying a single item.
In the fall, if you are in the western US, Gart Sniagrab can be a good deal, but as written in a previous post- education is the key. You won't know a good deal unless you know what the average is. But in any case, also mentioned, the wrong ski for free is not a good deal. Get the right model and length you need, don't settle for the next size up or down. Hopefully, you wouldn't do that with boots?
The idea of taking advantage of the current exchange rates with Canada is a great, if you are heading that way. If not, get on the web and contact the shops directly in Canada to see if they have what you want. I'm sure they'd be happy to ship, and the savings would more than offset the shipping charges.
Obviously, due to the weaker season the NE had, they might have better inventories. Contact them directly as well.
Good luck, and buy smart!