By default when you connect to a remote computer using Remote Web Workplace in SBS 2008 the option to connect back to your local drives is missing. This can be easily added back as follows
Browse to C:\Program Files\Windows Small Business Server\Bin\webapp\Remote\tsweb.aspx and make a backup of this file if required.
Next opne an elevated copy of Notepad and open the tsweb.aspx file.
Search through the file for the following setting and change it to TRUE.
MsRdpClient.AdvancedSettings2.RedirectDrives = FALSE