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The Work Boot
Courtesy of Toteme Office style on point. A pair of comfortable yet chic boots is essential for making it through your commute and into the office. Keep an eye out for no-slip rubber soles and an on-trend pointed toe for a modern take.
The Brown Chelsea Boot
Lemaire Brown Leather Chelsea Boots
Credit: Ssense
A Chelsea boot designed with a touch of edge, these buffed brown boots have a functional heel with a rubber bottom to help keep you from slipping on slippery sidewalks. Style these with a pair of dark jeans and a button-down for an office-friendly but casual look.
Sizes: 36–41
Materials: leather
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The Tall Office Boot
Vince Sol High-Shaft Leather Boots
A tall black boot is the perfect pick if you’re one to wear skirts and dresses year-round. Try styling these high-shaft boots with black tights for a streamlined, sleek look. As an added bonus, these boots have a zipper closure, which makes them easy to pull on and off.
Sizes: 5–11
Materials: leather
The Pointed-Toe Ankle Boot
Toteme Suede Kitten-Heel Boots
Credit: Saks
Toteme’s elegant take on the classic black boot includes modern details like a sharp kitten heel and a pointed toe. Made in Italy, these suede boots add an elegant touch to dressy and casual office looks alike.
Sizes: 5–11
Materials: suede
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The Knee-High Boot
J.Crew Stevie Knee-High Boots
Good news for the indecisive: J.Crew’s elegant take on tall, knee-high boots comes in a handful of tones in both leather and suede, meaning you can pick up multiples to serve all of your office-dressing needs. The pull-on fit won’t hug your calf uncomfortably, while the heel is short enough to keep you comfortable when you’re on your feet all day.
Sizes: 5–12
Materials: leather, suede
The Winter Boot
Lexie Moreland//Getty Images Don’t write off snow boots as something you only reluctantly pull out and wear in the worst weather conditions. Luxury labels are offering up modern takes on winter boots that redefine what a durable, winter shoe can look like.
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The Winter Chelsea Boot
Proenza Schouler x Sorel Caribou Leather Chelsea boots
This bold shoe collaboration manages to toe the line between practical and chic. The bold, lifted style will not only keep you above the slush and snow, it will add a dramatic touch to a winter look. It’s available in classic black as well as a bold yellow colorway that is a standout option for gloomy days.
Sizes: 5–12
Materials: leather, rubber
The Sleek Snow Boot
Moncler Resile Trek Suede Ankle Boots
Credit: Saks
A fashionable take on a snow boot, this silhouette from Moncler features water-repellent suede to ensure that your shoes don’t get ruined from the elements and also that your feet stay dry. While the goal is a functional footwear option for winter, it’s an added bonus that these boots are ultra stylish.
Sizes: 5.5–11
Materials: water-resistant suede, nylon
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The Classic Winter Boot
Ugg Adirondack III Waterproof Bootie
If you’ve been a longtime fan of the classic Ugg boot, try upgrading to an all-weather style from the timeless brand. These waterproof boots are temperature-rated to -32 degrees, so you know you’ll be able to keep your toes warm, even during the most chilly days.
Sizes: 5–12
Materials: leather, faux fur
The Rugged Snow Boot
The North Face Khaki Glenclyffe Urban Boots
Credit: Ssense
For the winter adventurer, this water-resistant boot style is great for chilly hikes or days when you’ll be logging a few miles in inclement weather. A mesh lining will help your feet breathe as they start to get toasty.
Sizes: 5–12
Materials: suede, leather
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The Lug-Sole Loafer
Rachpoot/Bauer-Griffin/Getty A loafer has become a year-round wardrobe staple, thanks to its sleek, elegant look. For a winter-friendly iteration, a lug sole will keep your feet off of the chilly pavement and out of any puddles you might come across.
Tod’s Gomma Pesante Leather Lug-Sole Penny Loafers
A lug sole can still work for those with a bit more of a minimalist style. These sleek loafers from Tod’s have a classic, streamlined look with a sole that doesn’t command too much attention. Try styling them with tailored pants.
Sizes: 36–42
Materials: leather
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The Everyday Loafer
Everlane Lug Loafer
This is a dressed-up shoe you can walk miles in. Everlane’s take on the loafer puts comfort at the forefront of design. The brand also uses leather sourced from a tannery rated Gold or Silver by the Leather Working Group (LWG). Those are the highest ratings a tannery can receive for demonstrating best practices in environmental compliance.
Sizes: 5–11
Materials: leather
The Mary Jane Loafer
G.H. Bass Mary Jane Lug Weejun Loafer
A Mary Jane is a fun twist on the classic loafer silhouette, and the Weejun is a timeless choice. A lifted lug sole is perfect for keeping both your feet and the leather upper dry.
Sizes: 5–11
Material: leather
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The Bold Loafer
Ami Paris Embellished Loafer
Now 46% Off
Credit: SsenseAdd a little drama to your winter look with a classic loafer with one bold addition: eye-catching gold hardware. The vegetable-tanned polished leather outside adds a luxe gleam to it.
Sizes: 36–41
Materials: leather
The Durable Shearling Slipper
Melodie Jeng//Getty Images Soft shearling slippers are a winter must-have. They’re easy to slip into while remaining durable enough to run errands in, keeping your style low-key and casual. Shop our favorite iterations—options that offer both comfort and a fashion-forward point of view.
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The Inside-Outside Slipper
Prada Suede and Shearling Slippers
These slippers offer a luxury take on modern everyday comfort. The slide-on silhouette is comfy to wear all day, while the thick rubber sole is sturdy enough for wearing outside to walk the dog, run a quick errand, and more.
Sizes: 34.5–41.5
Materials: shearling
The Studded Clog
Veronica Beard Fern Shearling Clog
The comfort of a slipper with the durability of a mule. This studded clog is a chic style that will keep your feet warm, thanks to an ultra-soft shearling interior. Style these clogs with casual weekend pieces like jeans and a long coat for a polished yet cozy look.
Sizes: 4-12
Materials: Shearling
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The Classic Slip-On
Birkenstock Boston Shearling Clogs
There’s a reason Birkenstock’s Boston silhouette has remained a top seller for years. It’s supportive, comfortable, and casually cool. This winter-friendly take, made with sheep shearling, will keep your feet extra happy on chilly days.
Sizes: 36–41
Materials: cowhide suede, shearling
Tory Burch Mellow Suede Shearling Mules
Tory Burch reimagines the simple shearling mule with a bold logo-buckle detail. A shearling sole will make it feel as if you’re walking on clouds.
Sizes: 5–11
Materials: sheep shearling
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