Wrap Blazer Dress

($725.00, Smythe)

Combining two of Hilary’s favourite things–bodycon dressing and blazers–this frock isn’t afraid to mix business with pleasure.

Steppe Hat

($280.00, Heirloom)

Four hand-made tiers of strikingly colourful felt give this chapeaux eye-catching appeal.

The Bamboo Pearl Earrings

($199.00, Omi Woods)

A contemporary silhouette and smattering of freshwater pearls brings the accessory drama your next Zoom call needs.

Sydney Glove

($95.00, Brume)

These Canadian-made gloves feature a 100% cashmere lining and a mood-lifting pop of colour.

Flower Brooch

($255.00, Max Mara)

Boasting a luxe combo of silk organza and feathers, all eyes will be on you when you don this bold brooch.

1970s Leather and Suede Panelled Trench Coat

($200.00, Nouveau Riche)

A take-you-anywhere topper in a mix of materials done in strong geometric shapes is the ideal finishing touch for any outfit.

Leysa Belt

($110.00, Brave)

Texture and metallic detailing lend this cincher a haute appeal.

Elepaio Skirt

($139.00, Birds of North America)

This stretchy pencil skirt is prim, preppy and princess-worthy.

Shoulder Bag

($250.00, Dr. Liza)

The bubblegum hue of this comfy shoulder bag would have Hilary’s heart racing.

2tone Fall Collar

($335.00, Par Ici Jewellery)

Mixed metals and a collar-length make this Toronto-based brand’s necklace a style win.

002. Blazer

($595.00, Pretty Denim)

If there’s one thing Hilary loved, it was being a trend-setter. This classic blazer fabricated in white denim is newness to the max.

Noelle Sweater

($199.00, Line)

Who wouldn’t go wild for a slouchy knit with a zebra print?

Faldi Hairpin

($87.00, Tiro Tiro)

This Portland-based line’s pieces evoke traditional craft techniques and modern flair.

Lillo Shoes

($190.00, Maguire)

The unexpected-yet-subtle combination of sunshine yellow and classic camel will put a spring in your step all year.

SRWC Crewneck

($205.00, Sporty & Rich)

We’re in an “all loungewear, all the time” vibe right now and even Hilary would trade in her put-together pieces for this cheeky sweatshirt.

Cynthia Bangle

($295.00, Erica Leal)

An artful interplay between bronze and resin ensure total arm candy impact.

Vintage Puff Sleeve Blouse

($116.68, Mode de Mit)

The flamboyant embellishment and grand sleeves on this 1980s blouse are, like, totally amazing.