Bond on Fairmount for a nice decor and tasty drinks. I haven't eaten there (only dessert) but I have heard good things. It's a plus if they are showing Casino Royale that night - Daniel Craig in a bathing suit makes all meals appetizing!
L'Atelier on St-Laurent for tasty "terroir" food and big plus, it's BYO. Loud atmosphere, lots of small groups.
Nuevo for tapas on Mont-Royal street. I've had girls' night there and they serve good tapas style food and good cocktail. You can stay longer and have drinks after or walk around Mont-Royal st.