Great topic, started watching in the mid 60's. If I had to pick 5 it would be:
1) Jean Beliveau - such grace and class
2) Yvan Cournoyer - loved watching the roadrunner
3) Guy Lafleur - I will never forget the key goal he scored with a minute to go to tie Boston in game 7, I can still see it
4) Larry Robinson - one of my favourite moments was when he pounded the shit out of Dave Schultz during a brawl, always felt good when Big Bird was out there
5) Bob Gainey - such a class guy, tireless worker, great team guy
Honourable mention to many, Serge Savard, Mario Tremblay, Mats Naslund, Knuckles Nilan, Ken Dryden, Doug Risebrough etc etc