Hey...I was thinking of doing the opposite. I live in the Seattle area and with the recent change in the exchange rate I would see if I could find something in the Vancouver area, and have a fun little weekend vacation!
So, I've been doing some research about how long that weekend trip would be in order to avoid declaring the dress. To enter the US, which I assume would be pretty similar to entering Can, is that if you are abroad less than 48 hours you can only bring $200 USD back w/o declaration, more than 48 hours allows you up to $800 USD w/o declaring. There is no increase beyond a more than 48 hour stay. I got this info from calling US customs office. I'll guess you could get the same info from the Canadian customs office.
However, I'm not sure if the same rules apply to e-commerce transactions. I can also tell you that I work for a company that has a e-comm division. Our vendors will not ship over the border, and our Canadian e-comm division will not ship to the US.
I hope this helps a little, or a lot.
. Depending on the courier companies, you might have to pay a brokerage fee (some charge $50) for custom clearance. I know that both UPS Expedit and UPS World Express include the brokerage for free. If your dress is shipped by US Postal Service, you also don't pay brokerage fee. You might have to pay duties as well. This is the tricky part. You can look up 
NOT easy to understand at all! It depends on the material of the dress. You can give CBSA a call.
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