Chic Happens: Where to Shop During TIFF
Toronto’s retail scene rivals international fashion capitals, featuring design-focused stores that serve as creative playgrounds.
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Melinda Sheckells
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September 7, 2025 5:55am
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Amid screenings, interviews, and parties, make time for another star turn—shopping. Toronto has a retail scene that rivals international fashion capitals, featuring design-focused stores that serve as creative playgrounds. Plus, it’s one of the world’s top cities for vintage shopping.
From trendy boutiques in historic districts to sleek flagship stores that combine luxury with Canadian cool, explore the city in pursuit of style.
Shrimpton Couture
@shrimptoncouture
This Toronto-based online retailer is where fashion insiders find pieces that spark conversation the moment you walk into a room. Founded by Cherie Balch, the boutique is a treasure box of expertly curated vintage—from ’60s mod minis to rare haute couture gowns—that feels as modern as it is timeless. Each item is chosen for its story, craftsmanship and wearability, making the racks as much a lesson in style history as a treasure hunt.
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Greta Constantine
27 Bellair St, Toronto, ON M5R 1B8, Canada
For fashion insiders, Greta Constantine embodies Toronto at its most glamorous and daring. The brand thrives on drama—draped jersey gowns that pool on the floor, exaggerated sleeves, and sleek tailoring designed to make an entrance. What sets the label apart is its ability to balance runway-worthy statements with everyday wearability, earning loyal fans from Hollywood to high society.
Pink Tartan — The Salon
1444 Dupont St, Unit 40, Toronto, Ontario M6P 4H3
Founded by Kimberley Newport-Mimran, the label reimagines wardrobe staples—structured jackets, sculptural dresses, luxe knits—with a modern touch that transitions from a power lunch to a premiere after-party. The aesthetic is sleek but never severe, striking a balance between feminine sophistication and subtle edge. Bonus points, Pink Tartan pieces photograph beautifully.
Smythe
1116 Yonge St, Toronto, ON M4W 2L6
Smythe has redefined the power jacket. Created by Andrea Lenczner and Christie Smythe, this Toronto label is known for impeccable cuts, luxurious fabrics and sharp details that give each piece instant polish. Loved by celebrities, stylists, and executives alike, Smythe’s designs are just as suitable for a red carpet as they are for a boardroom. Their jackets, coats and separates capture Toronto’s understated elegance.
Beaufille (available at Holt Renfrew)
50 Bloor St West, Toronto, ON M4W 1A1
Beaufille introduces an artful, architectural vibe to Toronto’s fashion scene, offering collections that blur the lines between minimalism and modern romance. Founded by sisters Chloé and Parris Gordon, the brand has gained international recognition for its sculptural tailoring, fluid silhouettes, and thoughtful use of texture. Beaufille’s pieces stand out as wearable art — sleek trousers, asymmetric tops, and dresses that move with quiet drama, all with a distinctly Canadian perspective.
Boketto
174 Ossington Ave, Toronto, ON M6J 2Z7
Boketto is a concept boutique that places emerging designers alongside cult-favorite labels in a space that feels more gallery than store. With its minimalist aesthetic and tightly edited racks, Boketto caters to shoppers who crave discovery—pieces that are directional yet wearable, global in reach yet curated with a local eye. From architectural dresses to sculptural accessories, every item feels like it was chosen for its ability to spark conversation. Boketto is a glimpse into Toronto’s forward-thinking creative energy.
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