Hi, Is it possible to download music videos from iTunes and then load them onto my classic iPod?

Hey GJBY!

I have an article for you that can help answer that question:

iTunes: Frequently asked questions about viewing and syncing videos

http://support.apple.com/kb/ht2729

What are the requirements for playing video on mobile devices?

Mobile Device Family	Generations that can play video
iPad	All
iPhone	All
iPod/iPod classic	5th or later
iPod nano*	3rd or later
iPod touch	All

* iPod Nano (6th generation) does not support video playback.

• To view technical specifications for your device, you can look them up by serial number or browse the Apple Tech Specs.
• Note: Updates to your device may change the iTunes requirements for syncing.
• For additional information about iPod models, refer to Identifying iPod models.
• For additional information about iPhone models, refer to Identifying iPhone models.
• For an overview of where your purchases can be synced, see iTunes Store: Where can I download and sync my purchases?

Thanks for coming to the Apple Support Communities!

Regards,

Braden