
Rep the city’s scrappiest ’hood with this retro crest patch from Old’s Cool—perfect for denim, backpacks and showing off your east-end pride. $5

Stay Home Club, the preferred brand of misanthropes and nihilists everywhere, captures the chaos demon energy that every cat owner has come to embrace. $12

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

Made by displaced artisans in South Sudan, the Simplest Act bracelet is a collaboration between Lojel and the UN High Commissioner for Refugees is a subtle statement of solidarity. $18

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

What your semi-feral nibling doesn’t know they need: a lime-green racoon T-shirt from Secret Planet, the Danforth’s vibey hidden gem. $25

Empower your pup with a fashion statement that will help him channel Krypto—possibly the most divisive movie character of the year. $27

Bring Elmo, Bert and Ernie to BMO Field with Peace Collective’s Sesame Street line. Pre-shrunk for pint-size future MVPs. $29

This is 2025’s must-have merch for card-carrying bookworms. Plus, a portion of the proceeds helps support Toronto Public Library programs. $30

A 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

Nevertheless, she, he and they persist. Proceeds from this tee, from local horror haven Little Ghosts Books, support the 519 and their trans-led drop-in programs. $35

The creamy comfort of a lipstick meets the precision of a lip liner. Ilia’s new Lip Sketch crayons come in punchy soft-matte shades for a pop of colour that hydrates, plumps and smoothes. $36

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

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

For every pair of socks purchased—like this too-cute fruits-and-veggies set—Bombas donates a pair to someone experiencing homelessness. $47

Let the Hanukkah light in with this jersey, as sported by everyone’s favourite six-foot-five prospective brother-in-law on Nobody Wants This. $57

From Canadian brand Dora Nola, this free-spirited silk twill tie will add a touch of flair to your hair, neck, wrist or bag. $60

Toronto’s 19/99 creamy blush and highlight duo is minimalist makeup at its most practical: blendable, versatile and easy on the pores and fine lines. $72

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

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

Local fragrance brand Sidia brings a sentimental touch to hand care with this ménage à trois of lightweight, fast-absorbing formulas with tops notes like bergamot, juniper and ginger root. $138

Why choose between gold and silver when you can have both? Par Ici fuses the two in one swivelling piece for indecision chic. $149

The Quince tee, by Toronto label Body of Work, is the platonic ideal of a white T-shirt—soft, structured and made entirely in Canada, with a thick rib collar and raglan sleeves. $158

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

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

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

ASAP Rocky’s Ray-Ban collab reimagines the classic Wayfarer with beefed-up arms, puffed-out swagger and eye-catching energy. $242

The Sceptres have her for at least two more years, so show your PWHL pride with a Natalie Spooner jersey—after all, she is the league MVP, a leading scorer and the International Ice Hockey Federation’s 2024 top female player of the year. $275

Founded by Toronto transplant Sasha Jardine, a self-described “winter-intolerant science nerd,” SteMargScot offers wool accessories in the most SAD-defying colours. $298

Every piece from local label T. Line—including this breezy, sculptural organza shirt from their holiday capsule collection—is handcrafted here in Toronto. $375

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

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

Local jeweller and wood carver Ring and Grove transforms Massey Hall’s iconic maple floorboards into wearable souvenirs—Joni and Gord’s stomping grounds, wrapped around your finger. $499

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

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

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

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
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’s, Toronto Life, the Logic and elsewhere.