The Fashion Memo

The Best Boots To See You Through The Season

Wish lists at the ready: these versatile, ultra-desirable winter boots can be worn with almost anything…

Words Colleen RossFashion editor Jasmine Dunne
Fashion

Nothing gets us excited about transeasonal dressing quite like a new pair of boots. After all, they will prove to be an everyday ally come rain or shine, and there’s something nostalgically back-to-school about finding the perfect, reliable pair. Thankfully, the new collections have something for every mood – from sleek thigh-high boots to buckled biker styles. But which to pick? Read on to discover the best of the season.

The classic biker boot is ideal for city explorations – in every weather

The biker boot

Biker boots made a stomping return on the fall/winter ’26 runways at the likes of Ann Demuelemeester, Balenciaga and Dries Van Noten, adding edge to everything from tailoring to mini dresses. For hardware-heavy moto styles that are big on attitude, look to Paris Texas’s ‘Roxy’ boots in burnished brown leather. They’re detailed with harness-style straps and metal toe caps that are evocative of vintage styles and have low block heels – perfect for city explorations, come rain or shine. Elsewhere, Rick Owens’ ‘Bogun’ boots put a directional spin on the classic style with exaggerated round toes and chunky stacked soles. Take styling cues from showgoers at fashion week by teaming yours with a ruffled dress or a pleated skirt.

  • DRIES VAN NOTEN
    Buckle-detail leather knee boots
    $1,770.00
    Select a Size
    35 - out of stock
    36
    37
    38 - out of stock
    39 - out of stock
    40 - out of stock
    41
  • PARIS TEXAS
    Roxy 45 embellished leather ankle boots
    $1,490.00
    Select a Size
    36
    36.5
    37 - low stock
    37.5 - low stock
    38 - low stock
    38.5 - low stock
    39 - low stock
    39.5 - low stock
    40 - low stock
    40.5 - low stock
    41 - low stock
    41.5 - low stock
    42 - low stock
  • CHLOÉ
    Dakota stud-embellished leather knee boots
    $1,850.00
    Select a Size
    35
    36
    37 - low stock
    37.5 - out of stock
    38
    38.5 - low stock
    39
    39.5 - out of stock
    40 - low stock
    40.5
    41 - low stock
  • RICK OWENS
    Bogun leather knee boots
    $2,590.00
    Select a Size
    37 - out of stock
    37.5 - out of stock
    38 - out of stock
    38.5 - out of stock
    39 - low stock
    39.5
    40 - out of stock
    40.5 - out of stock

The sock boot

Understated ease is one of the fundamental backbones of a great winter wardrobe – and this season’s sock boots are a fine example. Defined by their close, glove-like fit, they’re the kind that work perfectly with mini and midi-length skirts as they’re so streamlined. Case in point: Staud’s ‘Wally’ boots. Crafted from butter-soft black leather with pointed toes and a low block heel, they’re polished enough to wear with tailoring, but would pair just as easily with straight-leg jeans and an oversized sweater for off-duty days. If you’re looking for boots that are sleek enough for evening, consider The Row’s kitten-heeled ‘Uxor’ style in chocolate-brown suede – there’s little you can’t wear them with, from lightweight silks to chunky knits.

  • THE ROW
    Cindy suede ankle boots
    $1,650.00
    Select a Size
    36 - out of stock
    36.5 - out of stock
    37
    37.5
    38
    38.5 - low stock
    39 - low stock
    39.5 - out of stock
    40 - out of stock
    41 - out of stock
    42 - out of stock
  • STAUD
    Wally leather ankle boots
    $495.00
    Select a Size
    35 - low stock
    36 - low stock
    36.5 - out of stock
    37 - low stock
    37.5 - low stock
    38
    38.5 - low stock
    39
    39.5 - out of stock
    40 - out of stock
    40.5 - out of stock
    41 - low stock
    41.5 - out of stock
    42 - out of stock
  • ROGER VIVIER
    U Look 45 vegan material ankle boots
    $1,245.00
    Select a Size
    35 - out of stock
    36 - low stock
    36.5 - out of stock
    37
    37.5 - out of stock
    38 - low stock
    38.5 - out of stock
    39
    39.5
    40 - out of stock
    40.5 - out of stock
    41
    41.5
    42 - low stock
  • THE ROW
    Uxor suede ankle boots
    $1,350.00
    Select a Size
    36 - low stock
    36.5
    37 - low stock
    37.5
    38
    38.5 - low stock
    39 - low stock
    39.5 - out of stock
    40 - out of stock
    41 - out of stock
    42 - low stock
The sock boot work perfectly with mini and midi-length skirts
Whatever your style, a thigh-high boot will always make a fabulous statement

The thigh-high boot

It’s official: thigh-high boots are back. Spotted at several shows, including Khaite, Alaïa, Chloé and Givenchy, this season’s styles are long enough they could almost pass as pants. For fall, there are a variety of silhouettes to choose from, including ’70s-inspired equestrian styles and ultra glamorous stiletto-heel iterations that promise to make a statement. Chloé’s pirate-style ‘Azelan’ boots come in supple black leather with floral-embroidered folded cuffs and stacked Cuban heels. Pair yours with a thigh-skimming mini or one of the brand’s floaty maxi dresses. For thigh-high styles with after-dark appeal, look no further than Tom Ford’s glossy croc-effect boots, fresh off the runway, that make even more of a statement styled with a sheer top and leather pencil skirt.

  • CHLOÉ
    Azelan floral-embroidered leather over-the-knee boots
    $3,090.00
    Select a Size
    36
    37 - low stock
    38 - low stock
    38.5
    39
    39.5
    40 - low stock
    41
  • TOM FORD
    Vertigo 105 croc-effect leather knee boots
    $3,290.00
    Select a Size
    36 - out of stock
    37 - out of stock
    38 - out of stock
    39 - out of stock
    40 - out of stock
    41 - out of stock
    42 - out of stock
  • GIANVITO ROSSI
    45 over-the-knee suede boots
    $2,750.00
    Select a Size
    36 - low stock
    36.5
    37 - low stock
    37.5 - low stock
    38
    38.5
    39
    39.5 - low stock
    40
    40.5 - low stock
    41
    41.5 - out of stock
    42
  • CHLOÉ
    Eve leather over-the-knee boots
    $2,295.00
    Select a Size
    35 - out of stock
    36 - low stock
    36.5
    37
    37.5 - out of stock
    38 - low stock
    38.5 - out of stock
    39
    39.5 - out of stock
    40
    40.5
    41 - low stock

The square-toe boot

The beauty of a square-toe boot lies in its versatility. It can either be classic and effortlessly cool or bold and statement-making, offering up endless styling options. MM6 Maison Margiela’s black ankle boots feature the brand’s signature rounded, anatomy-shaped toes and are set on high block heels, while Gucci’s ‘Signora’ style combines the timeless appeal of a square-toe silhouette with a contemporary sock fit. For the perfect knee-length style, look no further than Staud’s equestrian-inspired ‘Brooklyn’. Complete with adjustable buckled straps, these are boots that will look ultra-chic paired with a checked coat.

  • GUCCI
    Signora horsebit-embellished leather ankle boots
    $1,650.00
    Select a Size
    36
    37
    37.5 - low stock
    38 - out of stock
    38.5 - out of stock
    39 - low stock
    39.5
    40
    40.5
    41 - out of stock
  • MM6 MAISON MARGIELA
    Leather ankle boots
    $790.00
    Select a Size
    35
    35.5
    36 - low stock
    36.5
    37
    37.5
    38
    38.5 - low stock
    39
    39.5
    40
    40.5
    41
  • STAUD
    Brooklyn leather knee boots
    $595.00
    Select a Size
    36
    36.5
    37 - low stock
    37.5 - low stock
    38
    38.5 - low stock
    39
    39.5 - low stock
    40 - low stock
    40.5
    41
    41.5
    42
  • OUR LEGACY
    Camion leather ankle boots
    $760.00
    Select a Size
    36 - low stock
    37 - low stock
    38 - low stock
    39
    40 - low stock
    41
The square-toe boot is a timeless style that offers versatility for every look
Embrace your bohemian spirit with a carefree cowboy boot

The cowboy boot

Western-inspired boots continue to canter through fashion this season, with brands including Isabel Marant and Gabriela Hearst offering distinct silhouettes in rebellious leather and tactile suede. Isabel Marant’s chain-embellished ‘Duerto’ boots are an easy way to embrace the Parisian label’s carefree, bohemian spirit. Wear them off-duty with a lace-trimmed slip dress. Alternatively, for something a touch more casual, look to Khaite’s ‘Clive’ boots in brown suede – complete with stitched welts and distressed heels for a rugged, Wild West feel. Wear them to parties with a slinky slip dress.

  • ISABEL MARANT
    Duerto 45 chain-embellished leather ankle boots
    $1,450.00
    Select a Size
    37
    38 - low stock
    39 - low stock
    40
    41 - out of stock
  • KHAITE
    Clive suede knee boots
    $1,680.00
    Select a Size
    35 - out of stock
    36
    36.5 - low stock
    37 - low stock
    37.5
    38
    38.5
    39
    39.5 - low stock
    40
    40.5
    41
    41.5 - out of stock
    42 - out of stock
  • CHLOÉ
    Azelan embroidered leather knee boots
    $1,990.00
    Select a Size
    35
    36 - out of stock
    37
    37.5
    38
    38.5
    39
    39.5 - out of stock
    40
    40.5 - out of stock
    41
  • JIMMY CHOO
    Cece 60 leather ankle boots
    $1,350.00
    Select a Size
    36 - low stock
    36.5 - out of stock
    37 - out of stock
    37.5
    38 - low stock
    38.5
    39 - low stock
    39.5 - low stock
    40
    40.5 - low stock
    41 - out of stock
    41.5
    42 - low stock

The personality boot

Whether you’re heading to a party or out-of-office drinks, after-dark occasions provide the perfect opportunity to go big on eye-catching colors, prints and textures. Enter the statement boot. Designed to make a memorable entrance, Gianvito Rossi’s ‘Hassen Cuissard’ boots come in trending leopard-print suede and have a leg-lengthening stiletto heel. Style yours with an LBD and a bright-red lip. Elsewhere, MM6 Maison Margiela’s directional pair have an extra-wide fit and slanted toes that create a bold, eye-catching silhouette. Keep the rest of your look pared-back so they’re always in focus.

  • GIANVITO ROSSI
    Hansen Cuissard 85 leopard-print suede over-the-knee boots
    $2,695.00
    Select a Size
    36
    36.5
    37 - low stock
    37.5
    38 - low stock
    38.5 - low stock
    39
    39.5
    40 - low stock
    40.5
    41
    41.5
    42
  • MM6 MAISON MARGIELA
    Suede knee boots
    $1,720.00
    Select a Size
    36
    37 - low stock
    37.5
    38 - low stock
    38.5
    39 - out of stock
    39.5
    40 - out of stock
    41 - out of stock
  • JIMMY CHOO
    Caly 85 textured-leather knee boots
    $1,895.00
    Select a Size
    36 - low stock
    36.5
    37 - low stock
    37.5
    38
    38.5 - low stock
    39 - low stock
    39.5 - low stock
    40
    40.5 - low stock
    41 - low stock
    41.5
    42 - out of stock
  • ISABEL MARANT
    Jany 100 snake-effect leather knee boots
    $2,290.00
    Select a Size
    36 - out of stock
    37 - low stock
    38
    39 - low stock
    40
    41 - out of stock
Special occasions provide the perfect opportunity for an eye-catching boot

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