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Yorkville
If you're put off by the anonymous uniformity of the big designers along Bloor but you have some money to spend and want a touch of originality, head to this three-story Victorian refurb for an inspired selection of bold, sophisticated shoes, bags, and clothes for men and women from French, Italian, American, and Australian designers that you won't find anywhere else.
21 Hazelton Ave., Toronto, Ontario, M5R 2E1, Canada
Shop Details
Rate Includes: Closed Mon.
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Distillery District
This Torontonian start-up has hit the nail on the head, providing stylish men's clothes—Tiger of Sweden, Sand Copenhagen, and John Varvatos—to residents of the city's downtown condos. This huge airy branch carries ladies' clothing as well, including brands like Melissa Nepton, Soia & Kyo, and Hilary MacMillan. Head up to the lush purple-carpeted mezzanine level for business and evening wear and a round on the purple pool table.
21 Trinity St., Toronto, Ontario, M5A 3C4, Canada
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West Queen West
This Canadian chain, frequented by fashionistas in the know, has an impressive selection that includes Paul Smith, Comme des Garçons, and Ami. The collections include menswear and womenswear, but shoes are the specialty, with designers including Church's, Camper, Hunter, rag & bone, Doc Martens, and many more.
1010 Queen St. W, Toronto, Ontario, M6J 1H6, Canada
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Yorkville
This five-floor department store is dedicated to the finest men's fashions, stocked to the gills with suits, shirts, outerwear, shoes, and accessories from designers such as Tom Ford, Armani, Dolce & Gabbana, and Zegna (each with their own shop-within-a-shop). There's also plenty of preppy classics available for those who favor a more relaxed look.
82 Bloor St. W, Toronto, Ontario, M5S 1L9, Canada
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Yorkville
The longtime favorite brand for leather jackets, varsity jackets, bags, and basics is crafted from tumbled leather and stamped with the country's national icon, the beaver. The homegrown company's impressive flagship store showcases the more modern styling possibilities of their laid-back offerings.
80 Bloor St. W, Toronto, Ontario, M5S 2V1, Canada
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Recommended Fodor’s Video
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Yorkville
Both legendary and of-the-moment designers—Balenciaga, The Row, Jacquemus, and Stella McCartney, to name a few—are gathered here under one roof, along with some of the finest footwear and accessories in town.
119 Yorkville Ave., Toronto, Ontario, M5R 1C4, Canada
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Ossington
Bright comfy threads with a European aesthetic and a focus on sustainable production are the focus here. Expect items from French designers Cotelac and Elsa Esturgie, and Turkish-made deconstructed sweaters from Crea Concept. The eye-catching graffiti painting inside makes for a perfect fashion backdrop.
42 Ossington Ave., Toronto, Ontario, M6J 2Y7, Canada
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Leslieville
The Doll Factory carries 1950s rockabilly-style pinup looks from Toronto designers Damzels in this Dress, and other retro-inspired designers from across the continent. Chunky heels, heart-shaped sunglasses and printed sundresses are on the shelves, as well as high-waisted bikinis perfect for flattering those curves.
1122 Queen St. E, Toronto, Ontario, M4M 1K8, Canada
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Leslieville
This hip boutique, which occupies two floors of a Victorian home, is a one-stop shop for the whole fashion-forward family. The ground floor is devoted to colorful women's and kid's threads, designer denim, and local selections like Bluboho jewelry and Mary Young lingerie. Head upstairs for menswear and home goods, including gorgeous glassware and candles.
935 Queen St. E, Toronto, Ontario, M4M 1J6, Canada
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Old Town
For more than 10 years, HAVEN has been the go-to shop for premium and modern men’s clothing, shoes, and accessories, as well as hard-to-find Japanese labels such as Junya Watanabe, NEEDLES, and KAPITAL. The store occupies an expansive, 1,500-square-foot, light-filled space with soaring ceilings and knowledgeable, friendly staff. Exclusively available in store is HAVEN’s namesake brand; inspired by classic Canadian designs, it offers utilitarian clothing in cotton, wool, and Gore-Tex to complement the country’s climate.
90 Richmond St. E, Toronto, Ontario, M5A 1P1, Canada
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West Queen West
This homegrown womenswear label counts some of Toronto's coolest artists, musicians, and actors among its fans. The tiny flagship shop stocks the latest in Horses' limited-run pieces, all hand-sewn in Toronto. The chic, albeit pricey, modern staples include smoking dresses, stylish jumpsuits, and patterned jackets.
198 Walnut Ave., Toronto, Ontario, M6J 2N6, Canada
Shop Details
Rate Includes: Closed Mon. and Tues.
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Ossington
The immaculately restored picks in this upscale consignment shop include familiar names such as Pucci, Hermès, Dior, and Yves Saint Laurent. Gentlemen can head next door to I Miss You Man for vintage Versace button-downs, gently used Acne jackets, and Dior jeans—all in near-mint condition.
63 Ossington Ave., Toronto, Ontario, M6J 2Z2, Canada
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Parkdale
Looking for a vintage jacket bearing the logo of your favorite sports team? You'll probably find it at this Parkdale boutique, which stocks retro clothing at reasonable prices. Vintage denim, broken-in concert tees, and even vinyl records are on the shelves. It's a good place to find clothes you won't find anywhere else, with ultra-knowledgeable owners willing to tell you the whole history of the items in great detail.
1580 Queen St. W, Toronto, Ontario, M6R 1A6, Canada
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Yorkville
This Toronto-based boutique features unique, comfortable clothing in cottons, linens, and wools. Many pieces are designed and made in-house, but outside designers such as Rundholz and Oska are also featured. Bold, chunky accessories complement the earthy, arty look perfectly.
106 Cumberland St., Toronto, Ontario, M5R 1A6, Canada
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Queen West
A blaze of rainbow colors, Original is glamorous, life-affirming, and a little outrageous. If you're heading to a gala or you're after a crinoline dress (in fuchsia), you need to come here. The endless selection of platforms, pumps, and wedges is outdone only by the dress section, up a multicolor flight of stairs.
515 Queen St. W, Toronto, Ontario, M5V 2B4, Canada
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Yorkville
Once located in a stand-alone shop in Yorkville and now in the Manulife Centre, this boutique for all things denim has been around since the 1970s. Over the Rainbow carries every variety of cut and flare: the trendy, the classic, and the questionable from lines like Fidelity, Nudie Jeans, and Naked & Famous fill the shelves. In winter, check out their extensive collection of Canada Goose jackets.
55 Bloor St. W, Toronto, Ontario, M4W 1A6, Canada
Shop Details
Rate Includes: Closed Sun.
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Yorkville
The avant-garde designs of this luxury Italian fashion house are overshadowed only by the gleaming interior of the store and the traffic-stopping window displays.
131 Bloor St. W, Toronto, Ontario, M5S 1R1, Canada
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Leslieville
Those in need of a souvenir tee should skip the tourist-trap shops and make a beeline for this local brand's soothing all-white boutique, where you can pick up stylish T-shirts, tanks, joggers, and sweaters—all manufactured in Canada.
1004 Queen St. E, Toronto, Ontario, Canada
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The Annex
Breezy, colorful, and wearable styles—from dresses and blouses to trendy accessories—fill this boutique, owned and operated by two sisters. You may spot brands like Levi's interspersed among pieces from their house line.
660 Bloor St. W, Toronto, Ontario, Canada
Shop Details
Rate Includes: Closed Mon. and Tues.
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Yorkville
The first Canadian outpost of this ostentatious Miami-based fashion and design store is eye-catching from the moment you're welcomed in by the doorman. There's custom art throughout the shop, including a foosball table, plush bear, palm tree, and neon pink staircase that takes you between the three floors, each with its own personality. There are purses, women's clothes, shoes, perfumes, and men's streetwear from bold-named brands like Bottega Veneta, Givenchy, Mugler, Burberry, and Virgil Abloh, but each is carefully cherry-picked to fit the overall aesthetic. Off on a quiet street, it's an edgier, more gallery-like version of luxury Yorkville shopping.
121 Scollard St., Toronto, Ontario, M5R 1G4, Canada
