An edit

Winter City Break Outfits

Warm coats, heavy knits, tailored trousers, and walking boots from independent boutiques for a weekend away in cold weather.

Winter city break outfits combine insulated outerwear, heavy knitwear, and walkable leather boots for traveling through cold streets on foot. Oversized coats over relaxed trousers establish clean lines while keeping wind out. Dense wool and down hold in heat on cold, wet days, in shades of black, blue, and grey.

Mackage began in Montreal in the late nineties with outerwear in leather, down and wool. Moose Knuckles, another Montreal label, makes down parkas and jackets. Guidi has tanned leather in Pescia, in Tuscany, since the eighteen nineties, and it began making its own shoes in the early two thousands by recreating old workers' shoes and hiking boots.

Pair a cropped puffer coat with pleated wool trousers and stacked sole boots, and layer cashmere sweaters under shearling outerwear for long gallery afternoons. Due West in Toronto brings most of this wall, with down parkas and jackets from Moose Knuckles, Mackage and Canada Goose, and COOR. WDLT117 in Toronto brings Guidi zip boots and MM6 Maison Margiela ankle boots, and Utopia in Toronto adds Goyard and Louis Vuitton bags for the trip, most of them pre owned.

UJOH Rib Collar 4 Pockets Blouson Navy at WDLT117, Toronto
UJOH
Rib Collar 4 Pockets Blouson Navy
$923Last one
WDLT117
Coor Shearling Aviator Flight Jacket - Brown at Due West, Toronto
COOR
Shearling Aviator Flight Jacket - Brown
$1,268
Due West
MM6 Maison Margiela Tailored Pants Beige at WDLT117, Toronto
MM6 Maison Margiela
Tailored Pants Beige
$710Last one
WDLT117
Song for the Mute Houndstooth Mirror Pleated Pant Black/White at WDLT117, Toronto
Song for the Mute
Houndstooth Mirror Pleated Pant Black/White
$217$692
WDLT117
Les Deux Wool Rib Roundneck Sweater - Green at Due West, Toronto
Les Deux
Wool Rib Roundneck Sweater - Green
$197
Due West
Les Deux Wool Rib Roundneck Sweater - Ivory at Due West, Toronto
Les Deux
Wool Rib Roundneck Sweater - Ivory
$197
Due West
Moose Knuckles Mens Down Jacket Gold 3Q - Black/Black at Due West, Toronto
Moose Knuckles
Mens Down Jacket Gold 3Q - Black/Black
$1,056Last one
Due West
Coor Hairy Peaked Lapel Coat - Grey at Due West, Toronto
COOR
Hairy Peaked Lapel Coat - Grey
$583
Due West
Song for the Mute Mirror Pleated Tapered Pant Black at WDLT117, Toronto
Song for the Mute
Mirror Pleated Tapered Pant Black
$217$692
WDLT117
Song for the Mute Pleated Tapered Pant Limoncello at WDLT117, Toronto
Song for the Mute
Pleated Tapered Pant Limoncello
$217$774Last one
WDLT117
Coor Pleated Washed Leather Jacket - Brown at Due West, Toronto
COOR
Pleated Washed Leather Jacket - Brown
$844
Due West
Coor Vegetable Swingtop Pleated Leather Jacket - Black at Due West, Toronto
COOR
Vegetable Swingtop Pleated Leather Jacket - Black
$774Last one
Due West
Canada Goose Mens Knit Hybridge Pullover Reversible Iron Grey at Due West, Toronto
Canada Goose
Mens Knit Hybridge Pullover Reversible Iron Grey
$350$491Last one
Due West
Canada Goose Mens Knit Hybridge Pullover Reversible Black at Due West, Toronto
Canada Goose
Mens Knit Hybridge Pullover Reversible Black
$350$491
Due West
Mackage Mens Down Bomber Iker - Carbon at Due West, Toronto
Mackage
Mens Down Bomber Iker - Carbon
$982Last one
Due West
Mackage Mens Down *Parka Graydon-Z - Navy at Due West, Toronto
Mackage
Mens Down *Parka Graydon-Z - Navy
$1,024
Due West
MM6 Maison Margiela Tweed Blazer Black at WDLT117, Toronto
MM6 Maison Margiela
Tweed Blazer Black
$1,661Last one
WDLT117
MM6 Maison Margiela Tailored Jacket Beige at WDLT117, Toronto
MM6 Maison Margiela
Tailored Jacket Beige
$1,339
WDLT117
Mackage Mens Down Bomber Dixon-BX - Black/Gold at Due West, Toronto
Mackage
Mens Down Bomber Dixon-BX - Black/Gold
$1,123
Due West
Mackage Mens Down *Parka Nicholas - Black at Due West, Toronto
Mackage
Mens Down *Parka Nicholas - Black
$1,689
Due West
Song for the Mute Relaxed Lounge Pants Black at WDLT117, Toronto
Song for the Mute
Relaxed Lounge Pants Blk
$434$632Last one
WDLT117
Louis Vuitton Tailored Technical Wool Track Pants at Utopia, Toronto
Louis Vuitton
Tailored Technical Wool Track Pants
$707Lightly used
Utopia
Walk in Paris L/S Knit Sweater - Brown at Due West, Toronto
Walk in Paris
L/S Knit Sweater - Brown
$131$173
Due West
Les Deux Melange V-Neck Sweater - Light Sand at Due West, Toronto
Les Deux
Melange V-Neck Sweater - Light Sand
$169
Due West

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Common questions

What should you pack for winter city break outfits?
Pack a stormproof coat, heavy wool sweaters, relaxed trousers, and sturdy walking boots. Down and thick knitwear layer easily without adding much bulk in a carryall.
Which footwear works best for walking cold streets?
Choose thick soled leather boots treated against road salt and winter moisture. Guidi, which works in horse leather, makes front and back zip boots, including styles on rubber soles, which grip wet stone better than leather.
How do you style cold weather layers without looking bulky?
Anchor an oversized wool jacket with structured straight trousers and low profile knitwear. Balancing volume across your shoulders with tailored lines keeps the silhouette sharp through whole days outdoors.