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As Canada’s biggest city, Toronto has hundreds of distinct neighbourhoods, each offering their own vibrant culture. Whether you’re looking to explore the food and drink scene, take in some live theatre or music, or browse the city’s coolest art, here are five of Toronto’s top neighbourhoods for entertainment.

Entertainment District

Toronto’s officially named Entertainment District is the neighbourhood spanning between Queen Street West to the north, the Gardner Expressway to the south, Spadina Avenue to the west, and University Avenue to the east. The area is home to several iconic Toronto landmarks including the Scotiabank Arena and the Rogers Centre – the city’s main venues for professional sports games and concerts – and of course, the CN Tower. Here you’ll also find the Tiff Lightbox Theatre, which along with hosting the renowned Toronto International Film Festival, also holds year-round screenings and events. Head to Roy Thompson Hall for live performances from the Toronto Symphony Orchestra, or check out world-class live theatre at the Royal Alexandra or Prince of Wales theatres.

King West/Queen West/West Queen West

With some of the city’s coolest art studios and galleries, innovative restaurants, and countless laid-back live-music venues, it’s no wonder Queen West was once named by Vogue as the second coolest neighbourhood in the world. By day, locals and tourists are drawn to Queen West and nearby King West’s cool cafes, art displays, and clothing stores. At night, the area is known for some of the city’s liveliest bars, pubs, and nightclubs.

 Church-Wellesley Village

Proudly known as Toronto’s Gay Village, this neighbourhood is a place of gathering and celebration for Toronto’s LGBTQ+ community and is the centre of the city’s Pride Festival activities each June. The Village’s vibrant nightlife scene includes tons of bars and pubs, local theatres, and drag performance venues, with DJs, dance floors, karaoke, and more. 

Ossington

The section of Ossington Avenue centred between Dundas Street West and Queen Street West is one of the city’s most popular strips among younger crowds looking for a fun night out. Along with a highly diverse selection of restaurants, you’ll find bars, pubs, and breweries with live music and unique cocktails, as well as some of the city’s best outdoor patios.

 The Annex

As home to the University of Toronto, this neighbourhood is bustling with a large student population and has plenty of options for entertainment. For culture buffs, the Hot Docs Cinema is the host of North America’s largest documentary festival held each spring, while the Royal Ontario Museum – Canada’s largest museum – features a collection of over 13 million artworks and historic items. At the Royal Conservatory’s Koerner Hall, guests can take in performances from some of the world’s top artists in jazz, classical, roots music, and world music.


There’s no shortage of options for entertainment in Toronto. Connect with one of our specialized market experts to find out more about real estate opportunities near these vibrant neighbourhoods.

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