Casual Knee High Boots

Casual Knee High Boots are your ticket to main character energy, babe. Whether you’re running the world or just running errands, these boots bring effortless style with every step. Slip them on and watch your confidence go from zero to “who is she?” in seconds. Dress them up, dress them down—either way, you’ll be serving looks that are anything but basic. Ready to turn sidewalks into runways? Your new favorite pair is waiting.

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Major Strut Faux Leather Knee-High Stiletto Boots in Brown

$48.90

A knee-high brown patent faux leather boot featuring a pointed toe and sleek 3" stiletto heel.

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Steppin Up Block Heel Knee High Boots in Black

$48.90

A sleek black faux leather knee-high boot featuring a comfy block heel and almond toe design.

Windsor Glam Strut Rhinestone Cowboy Boots in Black

$54.90

A pair of black faux suede cowboy boots adorned with all-over rhinestone geometric embellishments.

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Steppin Up Block Heel Knee High Boots in Wine

$48.90

(25)

Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 8.5 | Leather

Totally Edgy Buckled Square Toe Boots in Black

$45.90

(16)

Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & Feature2” in heel, 7.5” leg opening, 11.5” shaft , Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 8.5 | Leather

Windsor Ride or Shine Studded Cowboy Boots in White

$52.90

(16)

Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 9 | Leather

Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

(12)

Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers. Fit & Features3” stiletto heel, 7.5” leg opening, 15” shaft, Pointed-toe, Side zipper closure, Under-the-knee length, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Stance Faux Leather Stiletto Boots in Black | Size: 7.5

Retro Rise Knee High Platform Boots in Brown

$48.90

(11)

A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit. Fit & FeaturesBlock heel, Square toe, Side zipper closure, Knee-high shaft, Side zipper closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Rise Knee High Platform Boots in Brown | Size: 8.5 | Leather

Windsor Cuffed Up Faux Fur Booties in Brown

$42.90

(10)

Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe. Fit & Features7” leg opening, 8” shaft height, Round toe, Above-the-ankle length, Allover faux fur material, Soft fuzzy faux fur lining, Flat sole, traction bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cuffed Up Faux Fur Booties in Brown | Size: 11

Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown

$48.90

(8)

Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown | Size: 5.5

Windsor Drama Queen Faux Fur Boots in Ivory

$42.90

(6)

Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment. Fit & FeaturesPlush faux fur fabrication, Below-the-knee length, Round toe, Flat insole, Slip-on design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Drama Queen Faux Fur Boots in Ivory | Size: 9

Windsor Point Taken Lace-Up Stiletto Boots in Brown

$58.90

(5)

Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step. Fit & Features4” Stiletto heel, 7" leg opening, 16" shaft height, Pointed-toe, Foldover shaft with lace-up placket, Inner side zipper closure, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Point Taken Lace-Up Stiletto Boots in Brown | Size: 8 | Leather

Windsor Tough Love Platform Block Heel Booties in Black

$40.90

(5)

Walk tall and with edgy confidence in these faux leather booties, and elevate your outfit! They feature a platform sole for stylish height and a stacked block heel. Fit & Features3.5" Stacked block heel, Square toe, Inner zipper closure, Platform sole, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tough Love Platform Block Heel Booties in Black | Size: 8.5 | Leather

Casual Knee High Boots

There’s something about slipping into a pair of casual knee high boots that instantly sets the tone for the day—effortless, put-together, and ready for anything. Whether you’re braving a chilly February morning or just want a little extra polish for your weekend plans, these high boots are the kind of wardrobe staple that never feels out of place. Think of them as your style safety net: they pull together leggings and an oversized sweater for coffee runs, add a little edge to flowy midi dresses, and make your favorite denim feel fresh again. The versatility is unmatched—flat soles for all-day errands, stretch-fit shafts for that sleek, glove-like feel, and wide calf options that actually deliver on comfort without sacrificing style. If you’re eyeing a classic look, suede finishes and subtle hardware details bring a touch of sophistication that works from brunch to date night. And let’s not forget about warmth—when the weather can’t quite decide if it’s winter or spring, windsor knee high boots have your back (and your calves).

Gifting these boots? You’re onto something genius. They’re the kind of go-to piece that fits seamlessly into anyone’s closet, making them perfect for birthdays, Galentine’s surprises, or just a little “thinking of you” treat. Picture your best friend unboxing a pair she’ll reach for on repeat, or your sister rocking them with everything from cozy knits to transitional spring skirts. The appeal is universal, but the style is all about personal touches—maybe you love a chunky lug sole for that downtown vibe, or you gravitate toward a streamlined silhouette that lengthens the leg and pairs with literally everything. Windsor boots are designed for the girl who wants to look pulled together without overthinking it, who likes her fashion with a side of function, and who knows that the right pair of boots can turn a “nothing to wear” moment into a major outfit win.

If you’re building your boot collection or just need a reliable pair to get you through the season, focus on comfort-driven details like cushioned insoles, flexible materials, and easy-on zippers—especially if you’re always on the move. The best casual knee high boots blend seamlessly into your routine, taking you from work to weekend without missing a beat. And when you’re ready to explore even more options, our Casual Boots collection is packed with styles that go beyond the basics, offering everything from understated neutrals to bold statements that still feel wearable. Consider this your permission slip to play with proportion, texture, and color—because your boots should work as hard as you do, and look just as good doing it.

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Casual Knee High Boots

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Casual Knee High Boots

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