You asked for it, so here we go...
If you want to have some real fun, here are a few tips in the order you requested:
1) Drinks - stay the fuck off of Crescent street unless you really like paying too much for beer. Sure, it's easy and it's close to the Bell Centre, but the bar owners know that too. If you want to drink and feel good doing it, hit up St. Laurent. Yes, you may have to take a cab there but it will be worth it. Some of the best clubs are bars are on that street. I really like Resevoir at St. Laurent and Duluth, it's a brew-pub and it's small, with an attractive clientelle. I know you said before the game, but Montreal won't really be lit until after the game, which brings us to #2....
2) Boobies - Now, I don't want to make it look like I know what I'm talking about, but I do. Go to Club SuperSexe and don't look back. Sure Chez Paree is famous, but SuperSexe is THE place on St. Catherines...end of story.
3) Entertainment - Well, you have the peeler bar and you have hockey tickets...what more do you want?
There will be the temptation to go to Crescent St...it's so close and you want to go to the game with a buzz. I respect that...but go one street over (to Bishop) and you'll find a neat Irish pub with slightly less expensive beer.
Good luck!
Enrico Gruen