TheDuck,
I lived in Toronto for 13 months in 1989. While there I went to a couple of race meetings at Woodbine and also Greenwood (I think that was the name). Anyway I believe the Greenwood track is closed. It was the first racetrack where I had seen night racing although it was not the best racetrack around.
I also spend a number of nights at the skydome watching the Bluejays and at Maple Leaf Gardens watching the Maple Leafs.
I lived in East York which you would know is not far from the city centre.