If your video drivers are correct, you'll get black bars on the side - stretching a 4:3 image over 16:9 reflects a configuration problem.Unfortunately I have a feeling it will still be stretched at 1440x1080 because widescreen monitors just do that with any 4:3 ratio.
Also, Sid Meier's Pirates has a bunch of cut-scenes which are stuck at 4:3 ratio. So those will stretch or have black bars on the sides.