There were drive in movies and now there are outdoor movies. We went to Fort York for an outdoor movie. It was outside on a field of grass. All you had to do was bring lawn chairs or a blanket to sit on, and snacks/drinks. The area was quite large and was able to seat a large group of people comfortably (300+). Also washrooms were in close proximity which usually isn't the case at times.
We watched Jurassic Park which was a movie I haven't seen in quite a while. The Movie started at dusk and went on through out the evening. Once it got really dark, you could see the beautiful buildings of downtown Toronto. The CN Tower was especially beautiful with it's bright lights that alternated colours throughout the night. Although we were here for purposes other then viewing historical monuments, Fort York was great. Overall if the weather is great, you will likely enjoy being in that environment.