The Bentway

The Bentway is a masterclass in urban reclamation, turning the cavernous, concrete space beneath the Gardiner Expressway into a vital artery for Toronto’s public life. Managed by The Bentway Conservancy, this project has successfully stitched together the historic Fort York neighbourhood with the waterfront, creating a unique industrial-meets-modern atmosphere. It is defined by its raw, brutalist aesthetic, which serves as a stark but compelling backdrop for a rotating roster of contemporary art installations, large-scale community gatherings, and cultural programming. Unlike traditional parks, the space feels distinctly Torontonian—gritty, adaptive, and constantly evolving. It is a place where the city’s infrastructure is reclaimed for human connection, offering a sheltered, wind-protected environment that remains active even when the weather turns, making it a rare outdoor space that feels just as relevant in November as it does in July.

For the first-timer, the experience is entirely dependent on the season. In winter, the figure-eight skate trail is the main draw; it is free to use, though you should arrive early on weekends to avoid long rental queues. During the warmer months, the space hosts everything from markets to film screenings, so check their calendar before heading down. There is no admission fee for the site itself, making it one of the most accessible public spaces in the city. While there are no permanent restaurants on-site, you are steps away from the dense food scene of Liberty Village and CityPlace, so grab a coffee or a bite nearby before walking over. It is an open-air environment, so dress for the elements, and keep in mind that while the space is well-lit, it is best enjoyed during daylight or early evening events.