This is a good option slightly east of downtown. Start at the intersection of Yonge and Front, in the heart of the financial district. Enjoy a quick jaunt through the Distillery Historic District (fun shops, restaurants), and join the Lower Don River Trail in the aptly named Corktown Commons at the ~2 mile mark. The Lower Don Trail goes along the river, paralleling the Don Valley Parkway, another ~2 miles to the intersection with Bloor St. Here, one can connect with the Beltline Trail just to the west across Bayview. The Don trail continues nearly another 3 miles, through numerous parks, to Todmorden Village.