Hello knittinnana8,
It sounds like you have some content that is not syncable to your iPad. You can use iTunes to create an iPad version of the videos that should be able to sync over with this info:
If you didn't purchase your videos from the iTunes Store, they may not be a format that you can play on your iPhone, iPad, or iPod. In many cases, you can convert them to the correct format using iTunes.
Depending on your device, choose one of these options:
- Select a video and choose File > Create New Version > Create iPod or iPhone Version.
- Select a video and choose File > Create New Version > Create iPad or Apple TV Version.
From: iTunes: Videos may be unable to sync to iPhone, iPad, or iPod
http://support.apple.com/kb/ts1497
Thank you for using Apple Support Communities.
All the best,
Sterling