No you are not crazy. Microsoft has made this functionality non-trivial enough that it is unfortunately worthy of a blog post. This is for me and the next time I forget how to do this.
Go to your SharePoint sight and click ‘SharedDocuments’
Then ‘Library’
That that little explorer folder icon with a computer
A explore window should pop up allowing you to drag and drag files into directories.
You may also want to get a coffee at this point because dragging a single file takes about 10 years to complete so make sure you have lots of time.
The Agile Warrior 
Apr 23, 2013 @ 07:26:16
Why don’t you use the upload-function?