Download the latest version of iTunes, then plug in your iPad.
Regardless of what OS you have you will have a photo sync option.
It may look different being windows, but it is not so dramatically different.
Here is a guide for photos, but works just as well for video:
Step A: Opening iTunes and Setting Photo Sync Up
Fire up the iTunes – Make sure that your iPad device is selected (see A1), and that you are switched to the Photos section (see A2) – finally – make sure you check “Sync Photos” Radio Button (see A3)…
Also make sure to Tick the Include Video button!
Step B: Selecting Photo Folders to Sync
You will be on the same screen – double-check that B1 is checked and move onto B2 – here you will chose folder that contains pics you want to move onto the device. Finally, for the purpose of this exercise – let’s chose “Selected Folders” as in B3 (I try to avoid “All Folders” as my photos folder has a large number of photos that would occupy pretty much all free memory space I have on my iPad)
Step C: Navigate to Photo Folder
This should be a straight forward step that you have probably completed many times before – navigate to the folder that contains photos that you want copied onto your device – the path to your folder will be something similar to C1 (emphasis on ’similar’ – but not “the same”). Once done, click C2 (“Select Folder”) as shown on the screenshot.
Step D: Excluding Folders from Sync (SYNCING)
In this step you will be able to exclude photo folders that you don’t want to see on your iPad – Verify that D1 and D2 are correct and then move to D3 where you will select what is being moved onto the iPad.
ONCE YOU ARE DONE HIT THE SYNC BUTTON (LOWER RIGHT CORNER OF THE ITUNES APPLICATION)
Step E: Open Photo App
Quick and easy – find a Photo app on your iPad (it’s likely it’ll not be at the same spot as shown here)
Step F: Opening Albums View
Once the Photo App is opened – hit the ALBUMS button (see F1):
Step G: Open Album
Once in “Albums” view of the iPhoto App – you will be able to see all albums that have been synced – the albums should contain the photos you would like to see. For the puprose of this exercise I’ll hit G1 (album with Bird Photos):
Step H: The End
Here is another guide: