Moishe's is the best steak house in Montreal. Period.
Every person who works there is impeccably trained, and extremely knowledgeable about their menu. Very fast, polite, and with just the right amount of conversation.
This place is old school. A wide open dining room and very nicely furnished. Lots of money in the room (definitely a high roller's place), and every table seems happy, and engaged in great conversation. Nobody ever seems to have a bad night at Moishe's.
I highly recommend trying the pickles, ordering the chopped liver to start, and whatever steak sounds best to you. The NY strip is at the bottom price-wise but is still perfectly done and delicious every time.