Try to come in the summer months (June to August). First it is warmer, usually, but also we have our Festivals going on practically every week. There is the Jazz, comedy and film festivals that bring the people out into the streets. This is a real bothersome concern for us locals trying to motor our way around the city, but we do!
Fondest memory: Since I lived in the area all my life, I do not have a fond memory as such. Except one Christmas break I went to Florida. No snow = no Christmas to us 'Montrealais'.
Favorite thing: Take a look at any of the summer festivals. Montreal in the summer time is an amazing city. Take a look at the free shows on the streets during the Jazz Festival, the Just for Laughs (comedy) festival or the Francofolies (French music festival). You'll see great acts and it's all free !!!
see the outdoor festivals in the summer. The Jazz Fest is a must, comedy fest, cultural celebrations....there are activities all summer long and there are always free events.
Fondest memory: There is a great variety of restaurants.
Favorite thing: Get out into the huge crowds of people and explore the Spanish quarter during the Jazz Fast.