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The best holiday gifts for the fashion-forward

Including snow-day sneakers, a locally made it-bag and a dress worn to the Emmys

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All products featured on this page were selected by Toronto Life’s editors. However, when you purchase an item through our retail links, we may earn an affiliate commission.

See our full holiday gift guide.


 
The best holiday gifts for the fashion-forward
Kooky Crochet

Toronto artist Aynsley Grealis of Knotted Neon makes fungi balaclavas and pizza purses, and now you can stitch your own whackadoodle masterpiece. $14


Scrunchie
Supersized Scrunchie

Belleville-based brand XXL and Co. makes scrunchies as big as your face in a panoply of satiny, velvety colours and prints. They’re also very much TikTok-approved. From $21

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The best holiday gifts for the fashion-forward
Tortelli Toque

Noodle for your noodle? From Little Italy’s pasta pros, this Canadian-made carby cap-ellini will have you looking as fresh as Baldassarre’s daily dough. $30


The best holiday gifts for the fashion-forward
Class Action

Gear up for what’s sure to be a…lively 2026 with this “Compost the Rich” tee, printed on Scarborough-made shirts by local outfit Sugarbomb for Good Judy, Toronto’s go-to for eco-friendly tattoo supplies. $42

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The best holiday gifts for the fashion-forward
Beaded Ring

Local brand Santa Isla partners with Colombia’s Embera Chami artisans on this handmade ring, with a portion of every sale going back to the makers. $43


The best holiday gifts for the fashion-forward
Aivik Sweatshirt

Nunavut artist Nooks Lindell designed this chill walrus sweatshirt featuring a traditional motif on the tusk. Turns out the walrus wasn’t Paul after all. $80

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The best holiday gifts for the fashion-forward
Very Merry Sweatshirt

Deck the halls in oversized comfort with Province of Canada’s locally made fleece featuring a super-soft chenille appliqué. Also available in kids’ sizes. $132


The best holiday gifts for the fashion-forward
Weather or Not

Sleet one day, snow the next, then a thaw—welcome to winter’s new normal. Kombi’s Climate Series mittens adapt to it all with a seven-in-one, layer-as-you need system. $150

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The best holiday gifts for the fashion-forward
Tee Time

The Quince tee, by Toronto label Body of Work, is the platonic ideal of a white T-shirt—soft, structured and entirely made-in-Canada, with a thick rib collar and raglan sleeves. $155


The best holiday gifts for the fashion-forward
Knit Pick

Toronto label Kotn does more than make perfect basics—like this stretchy, cloud-soft lana wool concoction with contrasting trims—it also builds schools in the Egyptian communities where its cotton is grown. $168

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The best holiday gifts for the fashion-forward
Wet Look

With welded seams and a roll-top closure, Herschel’s weatherproof dry bag duffle keeps your gear bone-dry through rain, rapids or rogue waves. $170


The best holiday gifts for the fashion-forward
The Best Sleep Starts With the Right PJs

Toronto bedding brand Au Lit Fine Linens knows good sleep, and these tartan flannel pyjamas prove just that. Woven from 100 per cent cotton and brushed to buttery softness, they’re the kind of comfort everyone appreciates—classic, cozy and beautifully made. Better yet, they’re available in both men’s and women’s sizes, making them an effortless pick for everyone on your list. Few gifts earn instant-favourite status, but these flannel PJs will. From $179

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The best holiday gifts for the fashion-forward
Two-Tone Necklace

Why choose between gold and silver when you can have both? Par Ici fuses the two in one swivelling piece for indecision chic. $219


The best holiday gifts for the fashion-forward
Snow-Day Sneaker

With the Callsign Horizon low-tops, Sorel reimagines its classic Caribou boot as a sporty sneaker, waterproof Gore-Tex construction included. $230

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The best holiday gifts for the fashion-forward
Luxe PJs

Local brand Kip makes stretchy, soft, sag-free pyjamas—and they’re monogrammable, so even your REM cycle can have a signature look. $240


The best holiday gifts for the fashion-forward
Shirt Thing

Every piece from local label T.Line—including this breezy, sculptural organza shirt from their holiday capsule collection—is handcrafted here in Toronto. $305

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The best holiday gifts for the fashion-forward
Super Shades

ASAP Rocky’s Ray-Ban collab reimagines the classic Wayfarer with beefed-up arms, puffed-out swagger and eye-catching energy. $342


The best holiday gifts for the fashion-forward
Wild Style

The watercolour deer-print crewneck from Wild Animals brings Bambi energy to streetwear. It also comes in a sweet-as-can-be bunny version. $348

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The best holiday gifts for the fashion-forward
Work Tote

Founded by Toronto transplant Sasha Jardine, a self-described “winter-intolerant science nerd,” SteMargScot offers wool accessories in the most SAD-defying colours. $398


The best holiday gifts for the fashion-forward
It Bag

Toronto brand Le Febour’s buttery soft Everything Bag lives up to its name, with a triangular pouch that can fit a bottle of champagne or a tube of toothpaste, depending on the kind of evening you have planned. $415

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The best holiday gifts for the fashion-forward
Glass Act

Toronto artist Priscilla Kar Yee Lo links delicate borosilicate glass into a luminous, modern chain that’s as chunky as it is cheerful. $500


The best holiday gifts for the fashion-forward
Quilted Jacket

From her laneway studio, Rebecca Caulford—the artist behind Honeybea—reworks found fabrics and heirloom textiles into Vogue-approved wearables. $595

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The best holiday gifts for the fashion-forward
Double Denim Diss?

Was Kendrick’s all-denim Grammys ’fit—featuring a Maison Margiela jacket—a homage to the Canadian tuxedo or a Drake dig? Could be both. $1,100


The best holiday gifts for the fashion-forward
Award-Worthy Gown

Get your Hunting Wives on in this pretty-in-black-and-pink gown from Toronto luxury label Greta Constantine, worn by long-time fan Malin Akerman to this year’s Emmys. $1,995

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The best holiday gifts for the fashion-forward
Exoskeleton Pants

From the brain of an ex–Google X engineer—with an assist from outdoor giant Arc’teryx—these “movewear” pants fuse robotics and design to add a futuristic bounce to your step. $7,016

Caitlin Walsh Miller is a Montreal-based writer and editor whose work runs the gamut from small-town politics to big Canadian ideas, with the odd tumble down an internet rabbit hole along the way. Her work appears regularly in Maclean’sToronto Life, the Logic and elsewhere.

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