Welcome to Freebase, Stephanie! It’s good to see you’ve been exploring and making some useful contributions.
1) We’ve actually been trying to avoid the “List of Foo” topics from Wikipedia; in general, we feel that they are a compensation for Wikipedia’s lack of structure. The Freebase type system generally provides a better way to organize that kind of information.
For example, if there were a Hot Air Balloon Festival type (which there will be as soon as any Freebase user is interested enough in hot air ballooning to create it), then the List of Hot Air Balloon Festivals would simply be the list of instances of that type. Even better, it could be sorted or queried by any of the properties that the type provides, such as date or location.
The Billboard list is a more interesting case. That’s not really just a list; it’s also an assertion of a special status of its members as distinguished from their peers, a kind of award or recognition. There is currently some interesting discussion on how to approach list-type awards (such as the AFI 100 list of films or the Fortune 500), which would be applicable here. I don’t know what the right answer is right now.
2) Any Musical Track could be co-typed as an Award-Winning Work and the awards thus attached. That said, I am leery of mass imports of Musical Tracks (as opposed to Songs or Compositions) because reconciliation is so very difficult. If this area interests you, I strongly recommend joining the Music Modeling Interest Group and/or the data-modeling mailing list.
Thanks for your suggestions and questions!