When it comes to Canadian fashion, Toronto definitely comes out on top. We're known for having an incredibly stylish population that's always ahead of trends. That said, not every Torontonian dresses alike. Each neighbourhood in Toronto attracts a different kind of person, and with that area comes a distinct way of dressing.

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From the vintage threads of Kensington Market to the designer bags of Yorkville, each neighbourhood has its own unique uniform. Here is our guide to Toronto's street style, broken down by region.

Queen West

The Queen West area is pretty much hipster central. You can expect to see people relaxing in Trinity Bellwoods Park wearing non-prescription glasses (worn ironically of course), flannel shirts, vintage blouses and men rocking man buns and beards. So. Many. Beards.


Yorkville is Toronto’s wealthiest area and it's pretty easy to tell based on fashion alone. Prepare to see an insane number of high-end accessories that probably cost more than your rent *sobs hysterically at account balance.* For men, that means a Rolex watch and a Hugo Boss briefcase. For women, that's a David Yurman ring or the Louis Vuitton "Neverfull." We get it, ladies, you want everyone to know you spent exactly $1,700 on a purse. I'd honestly spend that amount of money on a burrito and reincarnating my visa bill, but to each their own. 

The Beaches

The Beaches are home to a ton of yoga and spin studios, meaning the neighbourhood is a hot spot for all things fitness. It’s no surprise, then, that you can find women of the east end roaming Queen East rocking the athleisure trend in head to toe LuluLemon in search of their next 0-calorie green juice. And get this: these people actually work out in their workout clothing instead of just being a potato in leggings while hungover. Groundbreaking. 

King West

King West is a Toronto nightlife hot spot, with some of the most popular bars and clubs found along the strip. During the day, you’ll catch 20-30 somethings heading to work in trendy, business casual outfits, organic fair-trade coffee in hand. Once it hits 10PM on a weekend though, prepare to see Ubers packed with girls in heels and the exact same body con dress from Revolve. Although, once last call rolls around you can bet that the high heels come off, and the body-con dresses slowly become a terrible decision as everyone decides to create their very own food baby with copious amounts of Pizza Pizza. 

Kensington Market

The vibe in Kensington is decidedly laid-back and this definitely applies to the fashion as well.  And by laid back we mean unwashed vintage T-shirt that somehow looks cute on everyone else but when we try to pull it off we look like we went dumpster diving. Given the insane number of second-hand stores in the area, Kensington Market dwellers can often be spotted in casual-chic vintage clothing that give off a bohemian (or let's be real, sometimes homeless) vibe.  

Liberty Village

Similar to King West, Liberty Village is packed with young professionals getting a start on their careers. Considering the startup culture of Liberty Village, however, the dress code is much more relaxed.  Liberty Village is essentially the epitome of "I'm trying to get my life together but I'm also a little drunk from the night before" and nothing says that better than boyfriend jeans and your heels from last night. 

Financial District

This is where the best and the brightest of Toronto roam the streets. It's hard not to stare at the important looking women in killer dresses and heels and men in pristine designer suits strutting down Bay Street like they're straight out of a Holt Renfrew catalog. Literal #goals. 

The Junction

Like Queen West, the Junction is definitely hipster territory. What makes the people of the Junction differ, however, is that they’re real hipsters. They’re students, recent grads or struggling artists/musicians who genuinely don’t have the money to ball out just yet, meaning that their Value Village wardrobes and disheveled jeans aren’t as much of a conscious statement as they are a necessity.  

The Annex

This hip neighbourhood is home to a number of residences and student houses that make the area a breeding ground for young people. You’ll definitely spot the odd student running to Metro in PJs, as well as plenty of twenty-somethings hitting the streets in their uniform of U of T hoodies and leggings.  

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