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Boots are the most versatile shoe. Styled with a flirty dress, trousers, or sturdy denim, boots pair well with any outfit, every season. From the Y2K mini UGGs to cheeky cowboy boots to sleek mid-calf boots, Amazon has you covered from trendy pairs to timeless styles. Plus, with the cooler temperatures hitting the country, it’s probably time to snag a new pair to get your feet warm. For easy shopping, we’ve searched the one-stop shop for an extended range of chic yet cool boots.

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Retro Cowboy Boot

Retro-Cowboy-Boot

Hop on the cowboy boot trend and add some vintage flair to your outfit year-round with these black vegan leather cowboy boots. Coming in five colours, these boots are here to stay and outlast many trend cycles—yeehaw!

Price: $54

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Cream Mid-Calf Boot

Cream-Mid-Calf-Boot

PSA: You can wear white after labour day! Feel extremely chic and sophisticated with this pair of slimming, square-toed boots that are bound to elevate any ensemble.

Price: $100

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Snakeskin Mule Ankle Boot

Snakeskin-Mule-Ankle-Boot

At this point, snakeskin should be considered a neutral closet staple. These synthetic mules are easy to slip on and can be worn day-to-night.

Price: $89

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Joan of Arctic Boot, Sorel

Sorel-Joan-of-Arctic-Boot

Take snow days by storm (hopefully not literally) with these waterproof boots from Sorel. The platform rubber sole will keep your toes extra supported and toasty, ensuring you can keep trudging all day long.

Price: $338

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Swedish Handmade Clog Boot

Swedish-Handmade-Clog-Boot

These clogs are a 1970s fashion moment, but designed for the modern day woman. Wear them with a flowy dress for a dainty look or pair with your favourite sweater and jean combo for a relaxed moment.

Price: $382

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Lug Sole Mid-Calf Boot

Lug-Sole-Mid-Calf-Boot

While these lug sole mid-calf boots look intimidating, the one-inch heel is hardly scary, but instead extremely comfortable. In tandem with the off-white shade, it feels like you’re wearing (and walking on) a cloud.

Price: $74

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Sherpa-Lined Waterproof Rain Boot

Sherpa-Lined-Waterproof-Rain-Boot

Sleek, matte black, easy to slip on and off—need we say more? These water-resistant Chelsea boots are effortlessly cool, and can pair well with a dress, jeans or leggings. The faux fur lining is designed to keep your feet warm—perfect for transitioning between seasons.

Price: $61

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Classic Ultra Mini Boot, UGG

Purple-Mini-Ugg-Ankle-Boot

The early 2000s are back and comfier than ever. Try a fun spin on the traditional UGG boot, with this ultra-short, purple pair that are bound to garner attention on and off your feet.

Price: $161

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Fur-Lined Chelsea Boot, Dr. Martens

Dr-Martens-Fur-Lined-Chelsea-Boot

A simple take on a winter boot, this black fur-lined pair from Dr. Martens will keep your feet extremely warm, but isn’t going to feel chunky and heavy while you’re moving around.

Price: $187

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Gold Gogo Boots

Gold-Gogo-Boots

The 1960s are back, baby! Wear these fun Gogo boots while attending a fun virtual event or IRL if you’re lucky enough to go out with your friends—you’ll shine just like a disco ball!

Price: $186

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