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10 Best Trendy Boots to Buy for Winter 2023

Stephanie Patterson

Since we spend more than half the year bundled in warm clothing to shield ourselves from the cold, investing in a good pair of fall/winter boots is a necessity. Thankfully, clunky weatherproof designs are becoming a thing of the past and credit is due to some of the fashion industry’s biggest designers.

Nowadays, knee-high, combat, platform, lug sole, and square toe boots can protect you from the rain and slush while tying your outfit together, unlike the gargantuan snow boots of yesteryear.

Whether you need a new pair of boots or just want to try out trendy styles, there are so many options to choose from. But before you get overwhelmed, use this article as a guide to upgrading your seasonal shoe collection with some of the best trendy boots.

How to Choose the Right Pair of Trendy Boots

With every fall/winter collection that’s released, millions of new boots hit the shelves. You may be drawn to a pair of bright pink cowboy boots but are they a good investment? Letting your impulses control you is easy, but learning to navigate brand, price, materials, height, and occasion will help you get the most bang for your buck.

Brand 

Almost every brand is putting out trendy boots but not all of them are getting it right. Bottega Veneta and Prada are creating boots that fast fashion companies are trying to copy, while lesser known brands such as Martine Rose and Paris Texas have made a break into the industry with their unique designs.

It’s important to remember that any time you are buying a big brand name, the price of the boots will be higher. For example, established couture fashion houses like Prada will cost you more than newer, less high-end brands like Ganni. 

Price

The prices of this season’s trendiest boots are also dependent on the brand, quality, and of course, if they happen to be on sale. As we mentioned in our last point, products from the biggest, most popular fashion houses will always cost more. The finest materials – like super soft calfskin leather – will also drive the price up. 

The most affordable boots on this list are:

The most expensive boots on this list are:

Materials

Materials are the most important feature to consider when buying fall/winter boots. If you’re looking to wear your boots in rainy or snowy weather, the Chloé Black PVC Betty Rain Boots are the best option since they are waterproof. 

Most of the boots on this list are made out of leather which may not make them the most durable in slushy conditions, but as long as you care for them properly they will stay in good condition. That said, don’t wear your $1,500 boots around freshly-salted sidewalks.

Height

Do you think you can walk in heels on ice? You’ll want to ask yourself this question when shopping for boots. Whether or not you’re looking for trendy boots to wear out on the town or to work, the practicality of the heel could make or break the comfortability.

For example, the Rick Owens Black Motocross Kiss 65 Mid-Calf Boots offer the highest heel and platform. If you’re looking for something with little to no heel, the combat boots featured on this list are all great options.

Occasion

Lastly, you’ll want to think about the scenarios in which you’ll wear a pair of trendy boots. For more casual settings, the Ganni White & Black Leather Low Chelsea Boots and the Proenza Schouler Lug Sole Combat Boots are perfect. 

On the other hand, Isabel Marant’s Lapee Boots have a sexy, slanted Cuban heel that makes them ideal for dressier settings, and the Paris Texas Stivale ‘City’ Stampa Cocco Carbone Boots can be dressed up or down for any occasion.

10 Best Trendy Boots for Women Fall/Winter 2021

Are you ready to shop for the best trendy boots? We hope that our step-by-step process will be helpful to you on your buying spree and we recommend referring back to it when you find a pair you really like.

Needless to say, there are so many swoon-worthy fall/winter 2021 trends available, but our list of the 10 best trendy boots for women contains everything you need.

#1 – Prada Monolith Re-Nylon Gabardine And Leather Platform Combat Boots With Logo Pouch

When Prada debuted its Monolith boot as part of its autumn/winter 2019 collection, they were an instant hit. In 2021, they’re back and better than ever with a twist on the trendy lug sole. 

These military-inspired boots have a utilitarian style with their treaded platform block sole. They lace-up to the ankle and have a removable nylon pouch with a leather buckle ankle strap. The Prada Monolith Re-Nylon Gabardine And Leather Platform Combat Boots are also made of re-nylon gabardine, which is created using plastic waste.

You can purchase these boots in black or white in sizes 35-40.5. For $1,820, they’re edgy, functional, and durable enough to withstand years of wear.

#2 – Chloé Black PVC Betty Rain Boots

Chloé put it’s undoubtedly girly spin on these black rain boots, which have inadvertently become one of the most trendy fall/winter styles there is. We suspect this is because they are practical and cute, which basically goes for the entire Chloé line. 

The Chloé Black PVC Betty Rain Boots are a feminine rendition of the rain boots you may have had as a child. The PVC material hits at your mid-calf and protects you from the elements. A dreamy cross between a rain and ankle boot, they feature a classic rubber sole, pull loop, square toe, and zip closure.

This pair also comes with the durability of a rain boot without the overly rugged, sporty look. They come in sizes 35-41 and are priced at $545.

#3 – Bottega Veneta Tire Vegetally-Tanned Leather Chelsea Boots

Bottega Veneta has been the ‘it’ brand this year and when it comes to trends, they can do no wrong. The Bottega Veneta Tire Vegetally-Tanned Leather Chelsea Boots are the perfect pair of lug Chelsea boots. Everything about the design is executed well and no one has been able to replicate them, even though they have tried.

Sleek, simple, yet bold at the same time, the Tire Vegetally-Tanned Leather Chelsea Boots are made out of vegetable tanned calfskin. Their exaggerated pull tabs and thick, tire-like soles really make them stand out. 

These boots come in sizes 34-41 and 11 fun colorways, with the rubber sole available in teal, red, purple, and so many other bright hues. They ring in at $1,490.

#4 – Ganni White & Black Leather Low Chelsea Boots

Danish contemporary brand Ganni has been predicting and dictating just about every trend since its founding in 2000. With Scandinavian style coming to the forefront of the fashion world, it’s no surprise that Ganni’s take on the Chelsea boot started trending.

The Ganni White & Black Leather Low Chelsea Boots are made out of calfskin. They have a rubberized black trim, round rubber toe cap, and treaded rubber outsole that dips into lug sole territory.

Plus, they come in sizes 36-41 and are currently on sale for $419, down from $645.

#5 – Paris Texas Stivale ‘City’ Stampa Cocco Carbone Boots 

Italian shoe brand Paris Texas is making fashionable footwear at a more affordable price. A favorite of celebrities such as Emily Ratajkowski and Kendall Jenner, Paris Texas boots are just the right amount of ‘trendy’ contrasted with strong, vintage-inspired style.

The Paris Texas Stivale ‘City’ Stampa Cocco Carbone Boots feature a square toe (also very trendy) and have a lower heel height of 45mm which makes them easy to walk in. They have a loose fit that hits right below the knee and they’re covered in a coconut print made of calf leather. 

The intriguing texture of these boots is eye-catching, which is exactly how trendy boots should come off. They come in sizes 36-41 and are currently on sale for $338 from $675.48. 

#6 – Balmain Brown Ranger Boots

French fashion house Balmain is known for being at the top of the couture game, but we beg to differ its position since many of its fall/winter boot styles offer more practical luxury. Take for example, the Balmain Brown Ranger Boots.

What makes these boots so unique is that they are made of rare brown calfskin leather with a patent finish. They have a round toe and lace up closure as well as a black treaded rubber sole with a 1.5-inch heel. The ankle strap is also adorned with gold-toned logo hardware. 

You can purchase these boots in sizes 35-41 and they are currently on sale for $682, a steep discount from the original price of $1,550.

#7 – Proenza Schouler Lug Sole Combat Boots

NYC is a fashion mecca for a reason. Everyone truly expresses themselves and is free to show off their style, and that’s part of what award-winning designer label Proenza Schouler draws its inspiration from. 

The Proenza Schouler Lug Sole Combat Boots are what you’d want to be wearing while pacing the many storefronts in Soho. They feature grainy calf leather with a tonal waxed lace up front and tonal topstitching. There is a contrasting black rubber lug sole that gives these boots a utilitarian feel in the best way possible.

The logo pull tab is not only functional, but it adds a casual flair to such an essential element of the boot. The Proenza Schouler Lug Sole Combat Boots come in sizes 35-40 and three colors: optic white, khaki, and black. They ring in at $1,165.

#8 – Martine Rose Black Patent Ankle Boots

Martine Rose may not be a mainstream designer brand but the London-based company knows what they’re doing when it comes to creating menswear-inspired womenswear. Take, for example, the Martine Rose Black Patent Ankle Boots. 

These are seriously the square-toe black ankle boots of our dreams. With dainty brogue details and patent leather elasticated side panels, they come in Italian sizes from 39-46. Their leather block heels measure at 2.25 inches high and they ring in at $903. 

#9 – Isabel Marant Lapee Boots 

French designer Isabel Marant has become famous for her unique blend of Parisian delicacy, rock and roll edge, and bohemian femininity. The Lapee Boots have Marant’s design aesthetic written all over them with their pointy metallic toes.

These boots come in white or black calfskin leather and have a 3.5-inch wooden Cuban heel. They are cut on the bias and have a loose fit around the ankle that’s perfect for pairing with mini skirts. They come in sizes 35-41 and are priced at $1,390.

#10 – Rick Owens Black Motocross Kiss 65 Mid-Calf Boots

Rick Owens is known for his avant-garde designs that are a dark twist on the classics. With platform boots making a comeback thanks to the prominent influence of 70s style, it is no wonder why Rick Owens’ version of the hardcore platform boot is trending.

The Black Motocross Kiss 65 Mid-Calf Boots are made out of distressed calfskin, which is so on-brand for Rick Owens. They have a black block heel and treaded rubber outsole that makes them easier to walk in. 

With their huge 2-inch platform and 4.5-inch heel, they take you to supermodel heights in no time at all. Bonus: they’re on sale for $1,155, a major drop from their original $2,310 price tag. 

Which trendy boots are weatherproof?

Not all of these trendy boots are weatherproof. Unfortunately, fashion and function don’t always go hand in hand. However, the Chloé Black PVC Betty Rain Boots are waterproof, and the other boots that feature hefty rubber soles are from Proenza Schouler, Bottega Veneta, and Ganni.

Though the aforementioned styles are not fully waterproof, they do make for more durable fall/winter options.  

Which trendy boots are the most versatile for everyday wear?

The most versatile boots for everyday wear are going to have practical heels (unless wearing high heels on a daily basis is your thing). In our opinion, the Prada Monolith Re-Nylon Gabardine And Leather Platform Combat Boots With Logo Pouch are the most versatile pair thanks to their ankle height, lower heel, and removable pouch that makes them feel like two pairs of shoes in one. 

Other versatile options are the Bottega Veneta Tire Vegetally-Tanned Leather Chelsea Boots and the Proenza Schouler Lug Sole Combat Boots. 

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