Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.
1
Prada Velvet Ankle Boots
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Prada Velvet Ankle Boots
“Here’s the thing: I need boots I can walk all over the city in, but I don’t really want to sacrifice the added height a slight heel gives me. These are the perfect solution. And velvet? An added bonus.” —Stellene Volandes, Editor in Chief
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Vince Camuto Sangeti Boot

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Vince Camuto Sangeti Boot
“Finding wide calf boots can be challenging, but thanks to Vince Camuto, I’ve found my perfect pair.” —Ana Osorno, Social Media Editor
3
Ron White Tiffany Weatherproof Combat Boot

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Ron White Tiffany Weatherproof Combat Boot
“I recieved a pair of these weatherproof boots as a gift two years ago and I’ve worn them at least twice a week every fall and winter since. They blend elegance and cool, and unlike some combat boots (which can be a workout to walk in all by themselves) they’re featherlight and supportive AKA my favorite fall travel shoe.” —Lauren Hubbard, Contributor
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4
Loro Piana Kilda Leather Riding Boots

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Loro Piana Kilda Leather Riding Boots
“A girl can dream, right?” —April Long, Beauty Director
5
Manolo Blahnik Brompton Black Calf Leather Ankle Boots

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Manolo Blahnik Brompton Black Calf Leather Ankle Boots
“Impossible to believe we’re already thinking about winter weather despite having an uncharacteristically warm fall but here we are. Manolo Blahnik is known for the beauty of his designs, for men and women, but these boots are a prime example of his unique skill to marry aesthetic and utility. The lugged rubber sole will come in handy during that first seasonal snowstorm, but it also happens to anchor an elegant shoe that easily goes from day to evening.” —Erik Maza, Executive Style Director
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Brunello Cucinelli Embellished Suede Ankle Boots

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Brunello Cucinelli Embellished Suede Ankle Boots
“Winter in New York can be brutal, but these Brunello Cucinelli boots are my remedy for staying chic in the harsh weather.” —Dania Ortiz, Fashion and Accessories Director
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7
Loeffler Randall Loeffler Randall Gia Tall Boot

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Loeffler Randall Loeffler Randall Gia Tall Boot
“I somehow have gone all of these years without a single pair of brown boots. I have my eye on this Loeffler Randall pair to fill the void.” —Hannah Morrolf, Fashion Assistant
8
Santoni Men’s Grey Leather Chelsea Boot

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Santoni Men’s Grey Leather Chelsea Boot
Now 30% Off
“The Italian leather goods label Santoni is especially beloved for its sneakers, but the other day when I stopped by its Madison Avenue boutique to check out its newest collection, ThePluto, my eye traveled covetously to its striking take on the classic Chelsea boot.” —Erik Maza, Executive Style Director
9
Nike ACG Air Zoom Gaiadome GORE-TEX Shoes

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Nike ACG Air Zoom Gaiadome GORE-TEX Shoes
“I like the Hightop Gortex options from sneaker brands as they are usually light and versatile… Nike has a good offering.” —Darrick Harris, Visual Director
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10
Vince Camuto Evangee Boot

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Vince Camuto Evangee Boot
11
SAINT LAURENT Vassili Leather Ankle Boots

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SAINT LAURENT Vassili Leather Ankle Boots
“Saint Laurent boots are a part of my staple winter wardrobe, and footwear fanatics understand when I say: a taller heel on a shoe makes you go about the world with a bit more zest.” —Isiah Magsino, Style News Editor
12
Staud Wally Ankle Boots

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Staud Wally Ankle Boots
“I have a pair of Staud’s Wally boots in black leather and I wear them all the time. The heel height is perfect, my feet never get too tired when walking around all day. I’ll be adding a pair in tan suede to my wardrobe this season.” —MaryKate Boylan, Senior Fashion Editor
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13
TOD’S Embellished Leather Knee Boots

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TOD’S Embellished Leather Knee Boots
“I bought a pair of Tod’s riding boots a few years ago and—granted it’s not pouring rain or snowing—they are pretty much the only shoes I wear come fall and winter. They’re high quality, super comfortable, and still look new despite three cold weather seasons of near-constant wear—in other words, so worth the investment.” —Leena Kim, Editor
14
Inez Mila in Espresso Snake Emboss

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Inez Mila in Espresso Snake Emboss
“I’ve been searching tirelessly for the perfect heeled boots, and this one from Inez checks all the boxes for me. It has the perfect not-too-high, not-too-low walkable heel; it features an ultra-comfy plush heels; and that espresso snakeskin leather looks beyond stunning with whatever I’m wearing.” —Sophie Dweck, Associate Shopping Editor
15
Arc’teryx Acrux TR GTX Boot Men’s

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Arc’teryx Acrux TR GTX Boot Men’s
“My go-to hiking boot was always a heavy leather boot that would take miles to break in before any serious hike. I bought these a couple of years ago and they were not only instantly broken in they were much lighter weight and have held up to many punishing hikes.” —Michael Stillwell, Digital Art Director
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16
Stretch Boot in Black Nappa

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Stretch Boot in Black Nappa
“Two truths: You can never go wrong with a pointed-toe ankle boot and a sizable heel and you can never go wrong with an Emme Parsons shoe. I love these because they are strong and elongating, but are very wearable. The kind of shoe you can wear with jeans, pants, skirts or dresses. It’s also the kind of shoe you probably need to buy in both colors.”—Roxanne Adamiyatt, Deputy Digital Lifestyle Director
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