Toronto shoe stores with fashionable fall footwear

Toronto’s constantly changing weather patterns are a great excuse to expand your footwear collection. When your feet are your main mode of transportation, it’s best to dress them up in shoes and boots that are both fashionable and functional. Pay a visit to these shoe boutiques and you’ll be sure to step out in style, just in time for fall.

Heel Boy

1
773 Queen St W, Toronto, ON M6J 1G1

You’ll find a solid selection of dress and casual shoes for both men and women at this popular shoe emporium with locations in Queen West and Toronto’s historic Distillery District. Bestsellers include strappy Sam Edelman sandals, Bloch ballet flats, preppy Keds, Sperry boat shoes and colourful espadrilles by Soludos. In the colder months, you’ll spot crowds of weather-weary shoppers stocking up on thick-soled Sorel boots to help them trudge through the icy slush and snow. Staff are unfailingly friendly and the seasonal sales offer great deals; be sure to watch out for the generous “buy one, get one free” offers.

gravitypope Toronto

2
1010 Queen St W, Toronto, ON M6J 1H6

This fashion-forward shoe retailer opened at the base of the hip Ossington strip back in 2012 and has been attracting stylish west-end denizens ever since. The two-storey footwear mecca carries stylish footwear for both sexes. Slip on chic footwear from trend-setting labels like Alexander Wang, Acne and Comme Des Garcons, or opt for classic designs from Clarks, Kenneth Cole, Dr. Martens and Fred Perry.

Specchio Shoes

3
1240 Bay St, Toronto, ON M5R 2A7

You’ll be hot to trot after a visit to this high-end Yorkville shoe boutique that specializes in hard-to-find designer styles. The boutique stocks a small but thoughtfully curated selection of high-fashion designs and expertly crafted footwear from big names like Stella McCarty, Dries van Noten, Marni, Maison Martin Margiela, and Rick Owens. The high-quality wares often come with a four-figure price tag but the shop is known to host seasonal sales that make these pricey offerings a bit more accessible.

Getoutside Shoes

4
437 Queen St W, Toronto, ON M5V 2A5

City slickers find footwear to make it through all the seasons at this Queen West staple. The shop offers an extensive selection of cult-favourites like Toms, Havaianas, Frye boots, Hunter galoshes and Converse sneakers. You’ll also find Sperry top siders, and suddenly-cool-again Birkenstocks. Looking for rugged boots to get your feet winter-ready? The extensive boot selection has you covered with durable designs from UGG, Cougar, Kodiak, Timerland and Sorel.

The Australian Boot Company

5
2644 Yonge St, Toronto, ON M4P 2J5

Discover a little piece of down under along the Yonge Street strip at this specialty shop, which offers the largest selection of Blundstone and R.M. Williams boots outside of Australia. The laceless, elastic-sided ankle boots have earned a devoted following in Toronto thanks to their clean, straightforward aesthetic that can be paired with almost any outfit while also enduring harsh Canadian winters. The ubiquitous Aussie boots with their signature fabric tags can be spotted on the feet of both men and women across the city.

Little Burgundy

6
2127-220 Yonge St, Toronto, ON M5B 2H1

Find youthful footwear from over 70 international brands for men and women at this chain of footwear stores with locations across the city. You’ll spot plenty of styles from recognizable names like Michael Kors, Toms and Clarks as well as quirky options from lesser-known brands like Hibou and Swedish Hasbeens. Check out the towering heels from Jeffrey Campbell, leopard print Vans sneakers, and platform loafers from Shellys London. The helpful staff are happy to lend a hand for your feet.

Looking to update your Canadian tuxedo with a fresh pair of jeans? Slip into some new styles at these designer denim shops in Toronto where you’re guaranteed to find a pair of jeans that’s the perfect fit.
Not every day can be casual Friday. Thankfully, Toronto is home to a number of big-name retailers and independent boutiques that carry smart suits and other tasteful wardrobe staples for well-dressed women. Channel your inner working girl and shop for office appropriate attire at these women’s wear stores.
Is there anyone out there who truly enjoys shopping for a new bathing suit? Probably not, but the colourful selection of suits and helpful sales staff at these Toronto swimwear shops might make the process a little less painful.
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