Trolley 5 on 17th Ave sounds like it would be up your alley. Other places to check out on 17th would be One Night Stan's, National, and Whiskey Rose. Una is amazing pizza if you're more focused on food than drink. Big Cheese Poutinerie paired with a Clive burger (right beside each other) on 17th if you're looking for some good ballast before a night on the town. Looking for a little more Mexican flavor, Anejo on 4th St. just a couple blocks away is great. If you wanna get fancy, Major Tom's at the top of Stephen Ave Place is a good time, or Hy's steakhouse for a great steak and being able to hang out with lawyers high on coke. Don't be tricked into going to the Ship and Anchor, its terrible. Don't be tricked into going to Peter's, you can make a better burger at home. If you're set on a brewery, I'd recommend Cold Garden, its a bit out of downtown though.