When you connect your iPad to your computer via USB, depending on your computer AutoPlay settings, your photos will either be automatically imported or Windows will prompt you first.
Go to Control Panel > AutoPlay and under Pictures and Video Files you can choose the action (Ask me every time, Import pictures and videos using Windows, Import pictures and videos using Windows Live Photo Gallery, or other program choices if additional media programs are installed such as Picasa, etc.).
If connecting the iPad doesn't invoke AutoPlay, you can go to the Computer folder and under Portable Devices right-click and select "Import pictures and videos".
I would first set them to "Ask me every time", then when the Import Pictures and Videos dialog opens you can click Import Settings and choose where the folders are imported to, how the folders and files will be structured and named and whether or not to erase them from the device after importing.
When you sync the iPad through iTunes, if you have selected "All folders" then the new pictures (folder) will be added. If you have selected "Selected folders" then you will need to check that new folder for it to be included in the sync.
Steve