The Broadview Hotel Rooftop

Perched atop the historic 1891 Broadview Hotel, this rooftop is the definitive spot for soaking in the Toronto skyline. The building itself is a Riverside icon, having evolved from a high-society assembly hall to the infamous home of Jilly’s strip club, before its meticulous restoration into the polished boutique hotel it is today. The space masterfully balances this storied, gritty past with a sleek, modern aesthetic, featuring a 360-degree glass-enclosed lounge and a sprawling terrace that feels just as comfortable on a breezy summer afternoon as it does during a cozy winter evening. It’s the kind of place that feels quintessentially Toronto—sophisticated but unpretentious, with an atmosphere that shifts from a relaxed, sun-drenched lounge vibe during the day to a high-energy, DJ-driven scene as the sun sets.

When it comes to the menu, stick to the shareables; they are designed for exactly the kind of social grazing this setting demands. The truffle fries and the crispy calamari are reliable crowd-pleasers, but don't overlook the burrata with seasonal accompaniments if you want something a bit more refined. Prices are on the higher end, which you’re ultimately paying for the view and the ambiance. Reservations for the indoor lounge are highly recommended, especially on weekends, as the outdoor terrace operates on a first-come, first-served basis. If you’re aiming for the best experience, arrive just before sunset to watch the city lights flicker on, and keep in mind that after 9:30 PM, the venue shifts exclusively to walk-ins.