What to Do in Toronto

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The Second City

Toronto, Canada

This lauded offshoot of Chicago’s famous stand-up comedy club opened back in 1972, with, famously, “no air conditioning, no alcohol licence… and almost no audience”. Today, its group shows are as famous as ever and have produced stand-up stars such as Dan Aykroyd, Ashley Comeau and John Candy. If you fancy yourself as the new Tina Fey try one of their improv masterclasses.

Address

51 Mercer Street M5V 9G9

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TIFF Bell Lightbox

Toronto, Canada

Dashing glass architecture encases a shop for cinephiles, a film gallery and museum, bars and restaurants and some of the comfiest and most kitted-out cinemas you’ve ever encountered. The home of the Toronto International Film Festival and the documentary fest Hot Docs, when its not rolling out the red carpet, TIFF is showing arthouse movies to a very invested audience.

Address

350 King Street West M5V 3X5

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The Bentway

Toronto, Canada

Toronto’s newest urban park and arts space is the city’s hip answer to New York’s High Line. But rather than going over the rooftops, it makes innovative use of the previously derelict space under the Gardiner Expressway. It’s an idea similar to those familiar with London’s Westway, but here there’s much more greenery.

Address

250 Fort York Boulevard ON M5V 3K9

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Casa Loma

Toronto, Canada

There can’t be another building in Toronto that has featured in as many films. Chicago, Scott Pilgrim Vs The World, Cocktail and X Men (and many, many more) were all filmed in this plush pile with its wood panelling, gorgeous gardens, spooky tunnels, strange stables, spiky turrets and panoramic views over town. It was once the home of industrialist Henry Pellatt but is now one of the city’s most beloved destinations.

Address

1 Austin Terrace M5R 1X8