The Shopping List

40 Winter Boots Worth the Investment

Forty winter boots led by the shoemakers: Manolo Blahnik, Gianvito Rossi, Roger Vivier, Tod's and Church's, plus Moncler, Burberry and Tom Ford.

Collage of Tod's, Burberry, Versace, Moncler and Gianvito Rossi picks on black

A good pair of boots is the one winter purchase you wear almost every day from November to March, which makes the cost per wear easier to defend than almost anything else in the wardrobe. We started where you should, with the shoemakers: Manolo Blahnik, Gianvito Rossi, Roger Vivier, Tod’s and Church’s. Then we added the fashion houses doing boots well this season. These are the 40 pairs we would buy.

The Shopping List is an independent editorial selection, for reference only. Ayerhs Magazine does not sell these products and does not earn a commission from any link on this page. Every link goes to the brand’s official website. Prices are in US dollars as listed on the brands’ US sites on 14 November 2026; they vary by country and can change. Product images belong to the respective brands.


Ankle boots

The pair that goes under trousers, with skirts and over tights. Start here if you are buying one pair this winter.

Tod's black leather ankle boots

Tod’s Ankle boots in leather
Plain black leather from a house that only really does shoes and bags.
$1,295 · View at Tods.com

Gianvito Rossi Lisa 45 bootie in black

Gianvito Rossi Lisa 45 bootie
A 45 mm heel from the shoemaker other shoemakers admire. An all-day boot.
$1,395 · View at GianvitoRossi.com

Gianvito Rossi Riley bootie in black

Gianvito Rossi Riley bootie
The same clean line on a 70 mm heel, for trousers and midi skirts.
$1,395 · View at GianvitoRossi.com

Valentino Garavani VLogo embossed calfskin ankle boot

Valentino Garavani VLogo embossed ankle boot 75mm
The logo is embossed into the leather, so it stays quiet.
$1,600 · View at Valentino.com

Roger Vivier Polly booties in black leather

Roger Vivier Polly booties in leather
The Paris house behind the buckle pump, in a neat black bootie.
$1,675 · View at RogerVivier.com

Tom Ford supple leather Clint ankle boot

Tom Ford Supple leather Clint ankle boot
A Western line in soft leather, for people who live in cities.
$1,690 · View at TomFord.com

Tod's Metal Dots ankle boots in black leather

Tod’s Metal Dots ankle boots
Tod’s pebble sole detail turned into metal studs. Quiet, with a wink.
$1,695 · View at Tods.com

Roger Vivier Belle Vivier wedge booties in beige suede

Roger Vivier Belle Vivier wedge booties in suede
New collection. Beige suede on a wedge, for dry days and pale coats.
$1,695 · View at RogerVivier.com

Tod's runway ankle boots in black leather

Tod’s Runway ankle boots in leather
Straight from the Tod’s runway this season.
$1,995 · View at Tods.com

Roger Vivier Viv' Rangers Truck booties in black leather

Roger Vivier Viv’ Rangers Truck booties
New collection. A chunky combat boot with the Vivier buckle.
$2,095 · View at RogerVivier.com

Tom Ford leather Padlock ankle boot

Tom Ford Leather Padlock ankle boot
The padlock is a Tom Ford signature. Jewellery for the ankle.
$2,190 · View at TomFord.com

Manolo Blahnik Ofaralex black and gold nappa leather ankle boots

Manolo Blahnik Ofaralex nappa ankle boots
Black nappa with gold, from the most famous name in shoes.
$2,195 · View at ManoloBlahnik.com

Tall boots and statement pairs

Brown suede knee-highs are the boot of the season, riding and Western shapes are still going, and leopard has become a neutral. The last two pairs here are not for the commute.

Manolo Blahnik Miralonepla dark brown suede knee high boots

Manolo Blahnik Miralonepla suede knee high boots
Dark brown suede, knee high. If you buy one tall boot, make it this colour.
$1,650 · View at ManoloBlahnik.com

Dolce&Gabbana Leo jacquard boots

Dolce&Gabbana Leo jacquard boots
Leopard jacquard. Wear them with black and let them do the talking.
$1,745 · View at DolceGabbana.com

Dolce&Gabbana suede riding boots

Dolce&Gabbana Suede riding boots
A riding boot in suede: the easiest tall boot to wear every day.
$1,895 · View at DolceGabbana.com

Burberry leather Cavalier boots

Burberry Leather Cavalier boots
Burberry’s equestrian side, in a boot built for an English winter.
$1,895 · View at Burberry.com

Gianvito Rossi Glen boot

Gianvito Rossi Glen boot
A sleek heeled boot in a warm tan, from the master of the leg line.
$1,995 · View at GianvitoRossi.com

Manolo Blahnik Clotonu dark brown suede knee high boots

Manolo Blahnik Clotonu suede knee high boots
Another brown suede knee-high, and proof of how right the shape is now.
$1,995 · View at ManoloBlahnik.com

Versace Sylvester leather Western boots

Versace Sylvester leather Western boots
Black-and-brown Western boots, for jeans and anyone tired of plain black.
$2,150 · View at Versace.com

Balmain wedge boots in velvet

Balmain Wedge boots in velvet
Velvet on a wedge: height without the wobble, and good for December.
$2,495 · View at Balmain.com

Valentino Garavani Boutade suede boot with elaphe details

Valentino Garavani Boutade suede boot 105mm
A new arrival, in suede with snakeskin details.
$2,750 · View at Valentino.com

Valentino Garavani Deboot over-the-knee calfskin boot

Valentino Garavani Deboot over-the-knee boot 105mm
Over the knee in calfskin. Wear with a short hem and a long coat.
$3,000 · View at Valentino.com

Gianvito Rossi Mayfair crystal boot in black

Gianvito Rossi Mayfair crystal boot
A black boot finished with crystals, for the party season.
$4,195 · View at GianvitoRossi.com

Balmain wedge thigh-high satin boots with crystals

Balmain Thigh-high satin boots with crystals
The fantasy pair. Silver satin, crystals, thigh-high. For one night only.
$6,900 · View at Balmain.com

Shearling, snow and rain

For the days when the weather wins. These are built for cold pavements, slush and proper rain.

Burberry rubber Marsh Stamp high boots

Burberry Rubber Marsh Stamp high boots
A rain boot from the house that made its name on bad weather.
$760 · View at Burberry.com

Moncler Vera high nubuck lace-up boots in olive green

Moncler Vera high nubuck lace-up boots
A hiking boot in olive nubuck, for city walks and actual hills.
$1,050 · View at Moncler.com

Moncler Vera high suede and shearling lace-up boots in brown

Moncler Vera high suede and shearling boots
Suede and shearling from the mountain specialists. The warmest pair here.
$1,150 · View at Moncler.com

Versace Vega shearling and nappa boots

Versace Vega shearling and nappa boots
New in. Shearling from a house you would not expect it from.
$1,450 · View at Versace.com

Burberry leather Soft Saddle low boots

Burberry Leather Soft Saddle low boots
A sturdy low leather boot made for country weekends.
$1,550 · View at Burberry.com

For men

A Chelsea boot for the suit, a suede boot for the weekend and a snow boot for the days nothing else will do. Church’s has been making them in Northampton since 1873.

Moncler Altive mid snow boots in black

Moncler Altive mid snow boots
A real snow boot, and the least expensive pair in the men’s section.
$800 · View at Moncler.com

Dolce&Gabbana calfskin Beatles boots

Dolce&Gabbana Calfskin Beatles boots
The slim 1960s Chelsea, still the best boot to wear with a suit.
$995 · View at DolceGabbana.com

Tod's Winter Gommino Chelsea boots in brown suede

Tod’s Winter Gommino Chelsea boots in suede
The Gommino driving shoe, grown into a winter Chelsea boot.
$1,095 · View at Tods.com

Manolo Blahnik Hawick dark brown suede ankle boots

Manolo Blahnik Hawick suede ankle boots
Manolo makes men’s shoes too. Dark brown suede, also in beige and red.
$1,145 · View at ManoloBlahnik.com

Burberry suede Durham boots

Burberry Suede Durham boots
New in. Suede softens a winter outfit; keep them for dry days.
$1,195 · View at Burberry.com

Church's Ryder LW soft grain leather desert boot

Church’s Ryder LW desert boot
The Ryder is Church’s classic desert boot, here in soft grain leather.
$1,200 · View at Church-Footwear.com

Church's Amberley R 2.0 grain calfskin Chelsea boot

Church’s Amberley R 2.0 Chelsea boot
Grain calfskin on a rubber sole. The English Chelsea boot, done properly.
$1,370 · View at Church-Footwear.com

Manolo Blahnik Ambleside dark brown calf leather ankle boots

Manolo Blahnik Ambleside calf leather ankle boots
Dark brown calf leather, for flannel trousers and heavy coats.
$1,395 · View at ManoloBlahnik.com

Burberry leather Kent biker boots

Burberry Leather Kent biker boots
From the runway. Biker boots are the men’s boot of the season.
$1,495 · View at Burberry.com

Tom Ford grain leather Owen Chelsea boot

Tom Ford Grain leather Owen Chelsea boot
Grain leather hides scuffs, which matters in a boot you wear daily.
$1,590 · View at TomFord.com

Tom Ford leather Elkan Chelsea boot

Tom Ford Leather Elkan Chelsea boot
The dress Chelsea. Polished enough to replace a formal shoe.
$2,390 · View at TomFord.com


How we choose: every piece on The Shopping List is picked by Ayerhs editors on design, craft and how much use it is likely to get. No brand pays to be included, and prices were checked on the date above.

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