Flight
For guests coming from out of town, Pearson has the most connections to Canadian and international destinations. The Pearson UP runs frequent trains from Pearson to two downtown locations, and will likely be the fastest way to get you to your hotel. Toronto also has Uber and Lyft, which will make getting around town quite easy. If you are coming from another city close by (like NYC), Billy Bishop i.e. Toronto City Airport (YTZ) is also a good option that will get you right downtown!
Hotel
Toronto has a host of great AirBnB's, with amazing options all around the city. We live around Young and Bloor, and recommend you stay somewhere close to downtown Toronto so that we can sneak in some unofficial hangouts! Some of our favourite neighbourhoods in Toronto include: Queen/ Dundas West, with plenty of shopping, vibrant nightlife and hip coffee shops; Harbord Village if you're looking for more of a friendly neighbourhood vibe and are partial to Italian pastries; Leslieville if you preferred Williamsburg over Manhattan type; or if you're looking to splash out, Yorkville! Regardless of where you stay, you will love any neighbourhood that you pick. Here's some reading to get you started: https://bit.ly/2BDRGAj