Annie is probably one of my favorite musical films. I really enjoyed the original version from 1982, and if I can remember correctly, the 1999 remake was not terrible either.
This is such an uplifting movie, it is a great one to watch if you are ever feeling down. I absolutely love the message of it about how things may suck right now, but there is always tomorrow and eventually things will brighten up. This message is spelled out perfectly in the famous song "Tomorrow" sung by little Annie. I also love how orphan Annie finds the positive in all the negatives. She is thankful for the little she has rather than sad about what she lacks. If only we could all be a little more like Annie, I'm sure we'd be happier in general.