Fall Ankle Boots For Women

Stepping up your shoe game? Fall ankle boots for women are the ultimate power move for every Windsor girl who’s ready to turn sidewalks into runways. Whether you’re chasing golden hour or taking over the night, these boots bring out your inner main character energy with every step. Go ahead—pair them with your fave jeans, skirts, or that dress you love and let your confidence do the talking. Your next iconic look starts here.

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$55.90

5 star rating

An ankle-length white cowboy bootie featuring intricate floral embroidery and a stacked block heel.

$40.90

4.666667 star rating

A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.

$44.90

A bold black faux leather bootie featuring a platform sole, block heel, and dual zipper accents.

$52.90

A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.

$42.90

A black nubuck ankle bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.

$45.90

4.5 star rating

A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.

$45.90

5 star rating

A pair of brown microsuede cowboy boots featuring western stitch detailing and a 2.5" stacked heel.

$42.90

A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.

$50.90

A beige cowboy boot featuring intricate floral cutouts, a stacked block heel, and a pointed toe.

$54.90

A taupe faux suede cowboy boot adorned with all-over rhinestone geometric patterns and a stacked block heel.

Best Seller

$38.90

An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.

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Windsor Moving Along Studded Cowboy Boots in Taupe
(8) 4.875 star rating

Scoot and move it in true Western style at festivals and concerts in these studded cowboy boots! Fit & FeaturesStacked block heel, Pointed toe, Western-inspired pattern, studded trim, Mid-shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moving Along Studded Cowboy Boots in Taupe | Size: 8.5

Windsor Western Sleek Knee-High Block Heel Boots in Black
(5) 5 star rating

Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride. Fit & FeaturesStacked block heel, Distressed faux leather material, Knee-high, Pointed toe, Partial inner zipper closure, Pull tabs, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Sleek Knee-High Block Heel Boots in Black | Size: 8.5 | Leather

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

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 Black-2 | Size: 5.5

Daring Details Studded Ankle Booties in Black
(4) 4.75 star rating

Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style. Fit & FeaturesBlock heel, Ankle-length fit, Faux microsuede material, Peep toe, Criss-cross straps with metal buckles, Studded accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Details Studded Ankle Booties in Black | Size: 6

Country Daze Under-The-Knee Cowboy Boots in Ivory
(3) 5 star rating

Kick up your country style in these cowboy boots designed with trending western-inspired stitched patterns and a stacked block heel to elevate every look. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitched pattern, Under-the-knee length shaft, Pull tabs for on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Daze Under-The-Knee Cowboy Boots in Ivory | Size: 7.5

Best In The West Under-The-Knee Cowboy Boots in Red
(3) 5 star rating

Take on the western trend in these under-the-knee cowboy boots featuring a stacked block heel and western-inspired stitch detailing. Complete the look with a denim jacket. Fit & Features3.5” block heel, 7.5” leg opening, 14” shaft, Square toe, Under-the-knee fit, Western-inspired stitch detailing, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Best In The West Under-The-Knee Cowboy Boots in Red | Size: 8 | Leather

Windsor Totally Edgy Buckled Square Toe Boots in Black
(3) 5 star rating

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 & FeatureShort block heel, 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: 7 | Leather

Windsor Western Flair Under-The-Knee Boots in Ivory
(3) 5 star rating

Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Fit & Features3.5" Stacked block heel, Faux leather material, Western-inspired stitched design, Closed pointed toe, Under-the-knee fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Flair Under-The-Knee Boots in Ivory | Size: 6.5 | Leather

Step Out Platform Block Heel Boots in Black
(2) 4.5 star rating

Step out in these edgy faux leather boots for day or night plans! These under-the-knee stunners are designed to be sleek and bold with a platform sole and block heel that adds trendy height to your look. Fit & FeaturesBlock heel, Square toe, Under-the-knee length, Platform sole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Out Platform Block Heel Boots in Black | Size: 10 | Leather

Western Edge Studded Cowboy Boots in Black
(2) 5 star rating

Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits. Fit & FeaturesStacked block heel, Faux suede material, Studded western design, Pointed toe, Below-the-knee height, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Edge Studded Cowboy Boots in Black | Size: 7 | Faux Suede

Fall Ankle Boots For Women

When it comes to fall ankle boots, you know you're stepping into a whole vibe—one that's equal parts cozy and bold, ready to carry you from spontaneous coffee runs to last-minute road trips with your crew. These aren’t just shoes; they’re your secret weapon for slaying every outfit, every day. Whether you’re running the world in a power skirt or keeping it chill in your fave distressed jeans, the right pair of cute booties for fall can transform your look from “just rolled out of bed” to “main character energy” in two seconds flat. Imagine the crunch of leaves underfoot as you strut into brunch, or the way your boots peek out from under a flowy dress at a rooftop party—each step is a little reminder that you’ve got style and swagger to spare. And let’s be real, ankle boots are the MVPs of your closet because they play well with literally everything: think oversized sweaters, leather minis, or even that tailored blazer you stole from your bestie’s closet. The versatility is unmatched, and the compliments? Oh, they just keep rolling in.

Shopping for fall ankle boots is basically a rite of passage for anyone who lives for those “outfit of the day” mirror selfies or loves gifting their besties something that’ll make their whole season. There’s a bootie for every personality—sleek and minimal for your lowkey days, chunky soles for when you want to make a statement, and those with a little bling for the nights you want to turn heads. If you’re hunting for the perfect gift, ankle boots are a no-brainer for your ride-or-die, your little sis heading off to college, or your mom who’s secretly the most stylish person you know. These babies are built for adventure, from spontaneous shopping sprees to late-night food runs, and they’ll have your back (and your feet) every step of the way. Don’t forget to treat yourself, too—because you deserve a pair that makes you feel unstoppable, whether you’re bossing up at work or dancing under the stars. And if your style leans a little wild and free, you’ll definitely want to check out our Western Ankle Booties For Women for that extra dose of flair and attitude.

Picking out cute booties for fall isn’t just about the look (although, hello, that’s a major part); it’s about finding a pair that feels like an extension of your own fearless energy. Think about heel heights that match your mood—maybe you want a little lift for date night or something flat for all-day adventures. Material matters, too, with options like buttery faux suede, classic faux leather, or even unique textured finishes that make every outfit pop. Don’t sleep on the details—zippers, buckles, and cutouts are your chance to show off your personality, and a little hardware never hurt anyone. The best part? Ankle boots are made for layering, so you can play with socks, tights, or bare legs depending on your plans (and your playlist). Whether you’re gifting, collecting, or just treating yourself, these boots are more than just a trend—they’re an attitude. So go ahead, step into your power and let your boots do the talking.

Top Picks For Fall Ankle Boots For Women