The Best Comfortable Pointed Toe Boots To Wear This Fall: Shop Cowboy Boots, Knee-Highs, Booties, and More

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Pointed toe boots for fall
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Everyone from Kendall Jenner and Emily Ratajkowski to Addison Rae and Matilda Djerf are rocking a pointed toe this fall.

Boots are easily one of our most-worn types of fall footwear, thanks to their versatility. Want to show some leg while staying warm? Style a mini skirt with a pair of knee-highs. Are you looking to try out the Western-style trend? Cowboy boots are your new best friend. Favorite pair of jeans starting to feel a little boring? Add a pop of color with a statement bootie. Need something less dressy than a heel but more put-together than a sneaker? Wear boots!

This season, the pointed toe is making its way back to our fashion magazines and Instagram feeds as the new "It" style for fall. Chic and timeless, a pointed toe makes your legs look extra-long—even without a high heel—and come in a handful of silhouettes. Everyone from Kendall Jenner and Emily Ratajkowski to Addison Rae and Matilda Djerf are rocking a pointed toe, so we've rounded up some of the best (and most comfortable) styles to shop. 

From sexy black patent leather to Western-inspired styles to funky croc textures, our list of pointed-toe boots to try this fall are bound to have your next go-to pair of shoes. 

Dream Pairs Pointed Toe Stiletto Ankle Booties

Dream Pairs Pointed Toe Stiletto Ankle Booties
Amazon

Dream Pairs Pointed Toe Stiletto Ankle Booties

These boots have a slip-on design and double gore panels for a secure and flexible fit. One Amazon reviewer said, "The heel is the perfect height, and the boot hits at the perfect spot above ankle below the calf, so it looks good with pants and dresses."

Schutz Mikki Mid Pointed Toe Bootie

Schutz Mikki Mid Pointed Toe Bootie
Nordstrom

Schutz Mikki Mid Pointed Toe Bootie

Featuring a pointy toe and tall, slender heel balance, these boots are sleek and sophisticated. Wear these boots with an oversized sweater and jeans for a simple fall look. 

Vintage Foundry Co. Slip On Stretch Ankle Chelsea Boots

Vintage Foundry Co. Slip On Stretch Ankle Chelsea Boots
Amazon

Vintage Foundry Co. Slip On Stretch Ankle Chelsea Boots

This pair of boots gives you a "you-couldn't-be-me" look. These pointed-toe boots feature a gilded retro heel, supple faux leather fabric, a durable rubber sole, and a soft fabric lining for next-to-skin comfort.

Chinese Laundry Evanna Pointed Toe Boot

Chinese Laundry Evanna Pointed Toe Boot
Nordstrom

Chinese Laundry Evanna Pointed Toe Boot

Between the trendy pointed heel and textured croc leather, these boots are sure to become your new favorite fall shoes.

Lulus Dawson Tan Crocodile Pointed-Toe Mid Calf Boots

Lulus Dawson Tan Crocodile Pointed-Toe Mid Calf Boots
Lulu's

Lulus Dawson Tan Crocodile Pointed-Toe Mid Calf Boots

Throw these croc leather booties on with a pair of straight-legged jeans or a midi dress for a ridiculously easy outfit. 

Dream Pairs Women's Riding Cowgirl Western Pointed Toe Knee High Boots

Dream Pairs Women's Riding Cowgirl Western Pointed Toe Knee High Boots
Amazon

Dream Pairs Women's Riding Cowgirl Western Pointed Toe Knee High Boots

For a subtle nod to Western style, go for these sleek faux leather knee-high riding boots.

$62 $56

Shop Now

Schutz Maryana Pointed Toe Boot

Schutz Maryana Pointed Toe Boot
Nordstrom

Schutz Maryana Pointed Toe Boot

Okay, these are a must-have if you do not have snakeskin boots. These boots feature a snakeskin-embossed leather that adds a western style to your wardrobe. 

Steve Madden Valyant Pointed Toe Bootie

Steve Madden Valyant Pointed Toe Bootie
Nordstrom

Steve Madden Valyant Pointed Toe Bootie

Bone leather is a chic choice for fall, but these ankle boots also come in black, leopard, and neon pink.

$130 $70

Buy Now

Allegra K Women's Pointed Toe Chunky High Heels Ankle Boots

Allegra K Women's Pointed Toe Chunky High Heels Ankle Boots
Amazon

Allegra K Women's Pointed Toe Chunky High Heels Ankle Boots

Make a statement with these red-hot booties featuring a sturdy 3.5-inch block heel.

Vince Camuto Tressara Pointed Toe Knee High Boot

Vince Camuto Tressara Pointed Toe Knee High Boot
Nordstrom

Vince Camuto Tressara Pointed Toe Knee High Boot

We love the deep green of these knee-highs, but they also come in white, black, tan, and brown.

$250 $120

Buy Now

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