Four Outfits for Winter Style Weekends with Jess Alizzi

From winery weekends to city days, it-girl Jess Alizzi serves up outfits to inspire your winter style, whatever the moment calls for.

Aje Coat

There’s nothing quite like the feeling of nailing the brief. While we’re well-versed in occasion wear, it’s often the more casual or spontaneous outings that leave us wondering ‘what to wear?’ Building on her love of modern minimalism, trust influencer Jess Alizzi to have some winning winter formula’s up her stylish sleeve.

On The Street

For days (and nights) spent walking your city, let elegant silhouettes lay the foundation for a total street-style moment. Neutrals are always favourable, feeling crisp against a backdrop of buildings. On the note of footwear, practicality makes for the ultimate pairing right now and this season’s chunky boot is an investment that goes the distance. Once the sun goes down, keep the neutral styling principles front of mind and elevate your knitwear with clever cut-outs and a cool winter coat. An obsession of Alizzi’s, she says investing in coats with unique details is key.

Shop The City Edit

Bec + Bridge Cardigan, Mini Skirt, Brie Leon Bucket Bag, Alias Mae Boots

Take the back streets

“I can’t get enough of under-the-knee boots this winter, they are so easy to dress up or down and can totally transform an outfit. Paired with some black tights, a simple mini skirt and an oversized coat – this is a real go-to look for me!”

Jess Alizzi on her winter uniform

Bec + Bridge Midi Dress, Aje Coat, Brie Leon Shoulder Bag, Carvela Kurt Geiger Heel

Vineyard Retreat

When it comes to a wining and dining winter style, pair elevated knitwear with the must-have accessories of the moment for a look that says ‘effortless’. The kind of setting where you want to look polished without being overdressed, layering a chunky knit over a fitted midi always strikes the right balance. Adding accents from cult labels like Brie Leon and Alias Mae offer a style step-up that’s perfectly at home in even the chicest of settings.

Shop The Vineyard Escape Edit

Lindenderry Winery, Red Hill
Bec + Bridge Lyla Midi Dress, Elka Collective Knit, Brie Leon Shoulder Bag, Alias Mae Boots

“My perfect winter getaway would be a weekend at a winery on the Peninsula in Victoria. I love wineries all year round, but particularly love the cosy vibe during winter. I am someone that has always dressed for comfort, so I’ll be packing lots of cosy colourful knits, chunky cardigans, a good pair of trousers and a couple of maxi dresses to keep my winery wardrobe feeling fresh.

Jess Alizzi on what she’s packing for winter weekends away

By The Sea

Embrace the elements and blend a muted palette with a classic white sneaker for a look that plays perfectly to seaside surroundings. Just-landed separates from Blanca make for the ideal ensemble by the beach with their balance of relaxed shapes and clever colour play. Finish it off with a mini-bag for the ultimate nod to off-duty style.

Shop The By The Sea Edit

Blanca Shirt and Skirt, Converse Sneakers, Brie Leon Bag