My husband and I spent two days in Montreal on a quick trip that also included Quebec City and Woodstock, VT (we're in NYC).
Had dinner our first night at Chez Doval, a Portugese spot on Rue Marie Ann between St. Denis and St. Laurent.
We loved our food, plain as it seems. Mussels in tomato broth to start- my SO had the grilled chicken with salad and fries, lots of flavor. I had this pork with clams dish. A crock filled with pork tenderloin, I think, a few clams, potatoes, and a thin tomato broth with distinctive clam flavor. I enjoyed it. Nothing mind-blowing, but great comfort food.
Had lunch the next day at Santropol. The wait staff was nice, sandwiches huge, bread fresh, and veggies abundant. If you're wandering around in the heat all day, a sandwich like that and a cold drink does nicely.
Had dinner that night at Pho Bang New York on St. Laurent a couple blocks south of Rene Levesque. We all had vermicelli plates with either grilled pork, chicken or flank steak. Should have tried the eponymous 'pho.' Very tasty and very cheap.
For dessert we wandered up St. Denis for soft serve ice cream at Le Festin de Babette. It was OUTRAGEOUS! I have never had ice cream that creamy and deep-flavored. Really wonderful. I had plain chocolate, but friends had chocolate with passion fruit sorbet and orange spices, respectively.
On our way out of town the next night, we stopped by the Jean Talon Market. Great place to wander around. I was way too full from other meals to try the different prepared items. Stopped by the Olive et Olive for some spices and sea salt.
Quebec City food was nothing memorable. Never tried poutine. Still can't figure out what raclette is. I'm a newbie with food descriptions, so please ask specific questions if you want follow-up. Montreal has GREAT FOOD.