TOD:
BK didn't ask about TV shows, but there are a number of TV series that I've watching many times:
THE DUCHESS OF DUKE STREET
WE'LL MEET AGAIN
WISH ME LUCK
RECKLESS
THE SYNDICATE: ALL OR NOTHING
LORD & MASTER
AIN'T MISBEHAVIN'
MANCHILD
AT HOME WITH THE BRAITHWAITES
THE GRAND
HEAT OF THE SUN
POIROT -- the whole series
As for movies, I've loved the Charlie Chan movies since I was a child. I still watch them. TOPPER, too.
Also,
PADDINGTON
PADDINGTON 2
Musicals:
VICTOR/VICTORIA
There are others that don't come to mind right now.