From knitwear to heritage tweeds, these pieces are best worn layered, topped off with strong outerwear, and grounded by sturdy footwear that can shield you against the elements. Whether you’re in the city or countryside, these transitional season essentials embody the heart of the Highlands wherever you go.

Zegna Il Conte Jacket

Zegna Il Conte Jacket. Photo retrieved from SHARP November.
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Constructed from a plush blend of cashmere and cotton, this jacket is a tribute to Zegna founder Ermenegildo Zegna, who was named Count of Monte Rubello in the 1930s. Clean lines and a sleek button closure embrace a vintage aesthetic, though the jacket is made with materials from the modern era: quilted lining, leather details, and more. (PRICE UPON REQUEST)

Dior Men Mini Bucket Bag

Dior Men Mini Bucket Bag. Photo retrieved from SHARP November.
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Introduced for Winter 2025, the Dior Mini Bucket Bag comes equipped with a detachable snap pouch and adjustable strap. Technical fabric and calfskin compose a textured exterior, which seamlessly leads into a similarly-sleek cotton and calfskin lining. ($2,900)

Louis Vuitton Men’s Zippered Knitted Blouson

Louis Vuitton Men’s Zippered Knitted Blouson. Photo retrieved from SHARP November 2025.
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Plucked from Pharrell and Nigo’s Fall-Winter collaboration, this cotton and wool blouson is as cozy as it looks. Twin koi fish frame a pearl-adorned zipper, while a ribbed collar and cuffs keep things warm and fuzzy — no matter the terrain. ($4,200)

Berluti Jacket

Berluti Jacket. Photo retrieved from SHARP November 2025..
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Oversized flap pockets, a built-in fabric belt, soft chocolate brown lining — when it comes to cold-weather capabilities, this sweeping Berluti jacket can’t be beat. Perhaps our favourite detail is the band collar, which makes a perfect partner for scarves. ($10,230)

Green Alpaca Striped Ami De Coeur Beanie

Ami striped wool hat
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Synthesizing soft fibres like alpaca, mohair, and wool, this Ami Paris hat is an antidote for the winter freeze. Dyed in earthy green and ivory, the stripes evoke the landscapes of the Scottish Highlands, while the cozy construction is tailor-made for the Celtic winds. ($340)

Gabriela Hearst Harold Trouser

Gabriela Hearst Harold Trousers. Photo retrieved from SHARP November 2025.
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Conceived as a companion for the timeless Irving Jacket — or, for the more adventurous, the Barry Trucker Jacket — the Harold Trouser is undoubtedly bold enough to stand on its own. Made with virgin wool and a dash of cashmere, the straight-cut pants are as appropriate in the office as they are on the moors. ($1,350)

Loro Piana “Verbier Walk” Ankle Boots

Loro Piana "Verbier Walk" Ankle Boots. Photo retrieved from SHARP November.
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If the day is cold enough to call for a sleek suede boot, warm knits are a must. With the Verbier Walk Boots, Loro Piana does both. The boots’ knit collar displays the label’s textile prowess; meanwhile, polyurethane lugged outsoles tackle all types of terrain. (USD $1,460)

FEATURE PHOTO COURTESY OF TODD SNYDER.