Thanks Daboomer, I'll keep that in mind. Creepy atmosphere is certainly what I am going for. Though ironically, I did ran Night of the Walking Dead roughly about 18 years ago. It turned into a wild hilarious night, remembered by my friends as the "Night of the Walking Fumbles". A string of fumbles from either sides (PCs & NPCs) set the tone for the whole night, but the roleplay turned out awesome nonetheless. A big fail on the gothic atmosphere, and yet one of the few game night vividly remembered by player (that one, and the time I had a laughing Strahd hurling fireballs at them with a wand as they attempted to reach a portal atop the Castle's living tower, while being attacked by a spider golem. That time, the fear factor was just right.)
To Norture.
That of course depends on your preferences and whatever time you've got.
If your into sceneries, the Mount-Royal park is always beautiful at this time of the year and you can get a nice view of the city at the Mount's Belvedere.
The Botanical Garden offers their "Gardens of Light" exhibition: chinese and japanese lanterns. Though its best seen past sundown for obvious reasons, the gardens are right beside the "Biodôme" and the Insectarium, so you can pass a whole day in the neighborhood regardless. As it happens, it is also next to our most infamous & overpaid ruin, the Olympic Stadium. Apparently it is a popular tourist attraction, though we Montrealers just can't understand why. It is a signature building I suppose, but a ruin nonetheless.
In old Montreal, by the docks, you'll have a series of great restaurants on, and around, St-Paul street and the Jacques-Cartier place. It is an historical area of the town, with many nice buildings from the 19th century. You will also find in the neighborhood, the Pointe-ā-Caličre Museum (aka the Montreal Museum of Archaeology and History). It presents an exhibit called "Of Horses and Men" until October 16th, but they also have a permanent exhibition on Montreal's history. If museums are your things, let me know I'll give you a more complete rundown of what you can find in Montreal, but if you only have one to visit, this one should be your first stop.
For the nightlife, you can't go wrong with bar hopping on Crescent Avenue or Saint-Catherine boulevard.
If your into sports, you can catch a Habs game at the Bell Centre, or any sports bar downtown, the ambiance is always crazy. We are passionate about our hockey team and we should have a much stronger team this year. Don't show up with a Toronto Maple Leafs or Boston Bruins shirt (hated foes). There is also the Impact FC, at the Saputo stadium (also right next to Godzilla's toilet seat: the Olympic Stadium), but the team is not doing so well right now.
If you have other particular interests let me know, I'll direct you to the right addresses.