Here are some of my favorites so far (I still don't have the whole thing memorized, so my favorites keep shifting as I discover a new song that had gotten skipped before):
All of the King George III songs. (Jonathon Groff is perfect here-- a little slimy, a little prissy, a lot funny.)
Dear Theodosia (Sweet song of fathers singing to their babies)
The Room Where It Happened (Just a fun jazzy song)
My Shot (I especially love the "Rise Up" refrain)
What'd I Miss (Thomas Jefferson as an awesome hiphop-py kind of guy returns from Paris)(We especially love Thomas Jefferson, living so close to Monticello!)I should also warn you, there is some swearing in there. So be careful listening with your kids around. If you're listening on Amazon Prime (cuz yeah, it's on Amazon Prime Music!!!), any songs with swearing will say "Explicit" in the song title, but a lot of the swearing goes by so quickly, I don't know that most kids would notice. (And in the case of Bentley, I figure he's hearing it by now at school. I just warned him that if I heard him using those words, he'd be in trouble and we'd stop listening to this together. Since he's about as obsessed as I am, that should be enough.)
And if all that isn't enough for you, here are my current favorite links about Hamilton:
A Footnoted Libretto!!!!!!! (in case you want to know how accurate it is)
Hamilton and the Death of Irony
This beautiful blog post by writer Joe Posnanski