You can use DavCopy to script document  uploads to SharePoint. If you've
ever used Robocopy it's very similar. It works great.
www.bluedoglimited.com/.../DavCopy.aspx

I downloaded this and tried to use it but I keep getting the
following error 'The remote server returned an error: (400) Bad
Request. Do you know what would cause this?

My command code is:
c:\davcopy.exe c:\test.docx "http://ausdev1/dsi/itdept/documents"

I tested the SharePoint path by using Start Run and it worked fine.

Nope Sorry................................

Try this - Go inside c:\
Then run - davcopy.exe test.docx "http://ausdev1/dsi/itdept/documents"
Also provide your username password if the server is behind a proxy.