The Lord of the Rings: The Fellowship of the Ring
The Lord of the Rings: The Two Towers
and, even though it's not out yet, I know I'll madly love it:
The Lord of the Rings: The Return of the King

Those are the three movies I can/will never get sick of watching. Love them too much!

Other favorites:
Black Beauty
Austin Powers I, II, & III
The Yearling
Don't Say A Word
The Patriot
Patriot Games
Gangs of New York
Gods and Generals
Big
Throw Mama from the Train
Uncle Buck
The Black Stallion
My Cousin Vinny
A League of their Own
The Sound of Music


...and a lot more...