Assuming you have them in iTunes...
If so, select the video in iTunes and pick get info. There are several panes to this info box, but you can actually change the type to TV series from Home Video and even group according to seasons. I think it would be cool to create a series named after your son and then group the videos into seasons and name the episodes. They even have episode descriptions you could type in details of the video.
It will take some work but I bet your son and you will be impressed with the final results.
Note: Make sure you make the switch to TV series first, as it updates all the other panes to include the appropriate fields.
Note 2: When you do switch it to TV series it will now appear under the TV series category so don't panic when it disappears from home videos. You can switch it back if you change your mind...