I’m not sure why, but our three year old recently became fascinated by Mary Poppins, The Sound of Music, and Annie. We try not to let her watch more than an hour a day, but she sings the songs when the TV is off and dances all over the house. A nice alternative to PBS Kids and such. I forgot how charming and brilliant the dancing is in Mary Poppins and the songs sure are catchy. Your local library probably has a few DVD copies of these films (although scratched most likely!). Amazon.com has some reasonably priced DVDs.
Gosh. Remember Carol Burnett in the film version of Annie? What a makeup job.
The soundtracks are great for car rides as well. Consider downloading a few of your little one’s favorites from itunes.