>>4060673Alleyways in and around the Annex and other neighbourhoods have a pretty unique aesthetic.
The Island and the Leslie Spit are cool too if you have a bike or time to do a lot of walking.
There's cool spots all over the Don Valley and the river valleys that connect.
You can also get onto the railroad that runs north of Dupont pretty easily and there's more than enough space to walk.
Also, if you ever see the Discovery Walk signs like pic related, follow them. They always lead on interesting winding routes through the city.