Women's Square Toe Tall Boots

Women's Square Toe Tall Boots are the definition of effortless edge—think instant polish with just a hint of attitude. Whether you’re pairing them with a flowy midi dress or your favorite denim, these boots know how to make an entrance without trying too hard. Perfect for stepping up your everyday style or giving that night-out look a little extra something, they’re the go-to for anyone who wants their outfit to do the talking. If you’re ready to swap out the usual suspects for something fresh, Women’s Square Toe Tall Boots are about to become your new obsession.

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Totally Edgy Buckled Square Toe Boots in Brown

Best Seller

Totally Edgy Buckled Square Toe Boots in Brown

$45.90

A pair of brown faux leather calf-length boots featuring buckled side accents and a trendy square toe.

Retro Rise Knee High Platform Boots in Brown

$48.90

A pair of brown faux leather knee-high boots featuring a block heel, platform sole, and side zipper.

Best Seller

Heavy Duty Cool Lug Boots in Black

$50.90

A pair of black faux leather boots featuring a chunky lug sole, square toe, and under-the-knee cut.

Windsor City Edge Wide Calf Platform Boots in Black

$48.90

A knee-high black faux leather boot featuring a chunky block heel, square toe, and wide calf design.

Sleek Confidence Over-The-Knee Boots in Black

$54.90

A striking pair of black over-the-knee boots combining smooth faux leather and stretch knit fabric.

Now Trending

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

Women's Square Toe Tall Boots

There’s something about women’s square toe tall boots that just rewrites the whole winter wardrobe playbook. Maybe it’s the way they instantly sharpen up a simple sweater dress, or how they ground a pair of jeans with just the right amount of edge—either way, these boots are a closet hero for anyone who wants to look polished without feeling overdone. The square toe silhouette is a modern nod to vintage style, striking that perfect balance between bold and wearable. It’s a detail that catches the eye but never tries too hard, making these boots the ultimate style chameleons. Whether you’re heading out for a chilly morning coffee run, braving the office commute, or plotting a night out with friends, tall boots with a square toe bring a dose of confidence and intention to whatever you’re wearing. And let’s be honest—there’s a certain power in that first step out the door when your boots are on point.

If you’re shopping for yourself, the versatility of square toe tall boots makes them a true investment piece (without the scary price tag). They’re the kind of boots you’ll reach for on repeat, especially in January when the weather is unpredictable and you want to stay warm without sacrificing style. Picture them layered over skinny jeans and an oversized blazer for that effortless, city-girl vibe, or paired with a midi skirt and cozy turtleneck for a look that’s equal parts classic and current. The structured toe box adds comfort for all-day wear, while the tall shaft keeps you snug and elongates your silhouette—hello, legs for days. And if you’re in gifting mode, square toe tall boots are a thoughtful choice for anyone who loves fashion with a twist. They make a memorable present for a best friend who’s always borrowing your shoes, a sister heading back to campus, or a mom who deserves a little everyday luxury. It’s the kind of gift that says, “I see your style—and I support it.”

When it comes to shopping for the right pair, consider your lifestyle and the little details that make a difference. Look for quality materials that can handle unpredictable weather (because salt stains and soggy toes are never the move), and pay attention to shaft height and calf fit for maximum comfort. Neutral shades like black, brown, or taupe are endlessly versatile, but don’t sleep on bold colors or textured finishes if you want to make a statement. And if you’re craving something a bit more playful or ankle-friendly, check out our curated selection of Womens Square Toe Booties for even more ways to flex your style. From brunch dates to boardrooms, winter walks to weekend getaways, women’s square toe tall boots are more than just footwear—they’re the finishing touch that pulls it all together, season after season.

Reset Your Password

Email Sent

Order Status

Women's Square Toe Tall Boots

Home Women's Square Toe Tall Boots

Now Trending

Women's Square Toe Tall Boots

Related Collections