It's seasonal, but I watch A Wish for Wings That Work all year round.

Another vote for The Incredible Mr. Limpet; I could never watch it enough as a kid (in the days before VCRs and constant reruns).

With you on both ...Dr. T and The Phantom Tollbooth (although there are points where I have to remind myself that the latter is the movie, not the book).

I'm sure that there are about half a dozen others I'm not thinking of, and will remember when I'm fully awake.