@localflighteast
You'll find a cheapie basic VFR GPS is of immense help. I have an Aera 500 and it's fantastic. I also have an old Garmin GPS III Pilot I can be convinced to part with since I no longer use it as my backup. For backup, I use an iPad with an external GPS and Foreflight.
Winter and non-winter flying is drastically different in Toronto. In winter, everything is white, including the lakes. Much easier to navigate in the summer.
Have you considered joining the Buttonville Flying Club?