Mid Length Shorts

Mid length shorts are your new BFF for those sun-soaked adventures and spontaneous escapades. Perfectly balancing comfort and style, they're the unsung heroes of your wardrobe, ready to take you from brunch dates to beachside strolls without missing a beat. Whether you're channeling laid-back vibes or dressing up for a night out, these shorts have got your back, making sure you look effortlessly chic while living your best life. So go ahead, strut your stuff and let those mid length shorts do all the talking!

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$32.90

5 star rating

A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.

$34.90

4 star rating

A pair of olive mid-rise denim shorts featuring a trendy lace-up side design for festival flair.

$36.90

5 star rating

A laidback pair of medium wash denim jorts with a relaxed silhouette and knee-length hem.

$34.90

A trendy pair of dark denim shorts featuring a mid-rise waist and stylish lace-up front.

$32.90

A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.

$24.90

A stylish pair of black and white gingham shorts with a mid-rise waist and ruffled hem.

$34.90

4.818182 star rating

A trendy black acid-wash denim skort with a mid-rise waist and hidden fitted shorts.

$24.90

4.333334 star rating

A sleek black scuba nylon shaper short offering firm compression and a smooth, sculpted silhouette.

$24.90

A flirty pair of white eyelet ruffle swim shorts with a high-rise elasticized waist.

Sale

$9.97 $19.90 50% off

A cozy ivory chenille knit lounge short with a mid-rise waist and drawstring for comfort.

$29.90

A polished pair of pink high-rise trouser shorts with side pockets and a slim-fit silhouette.

$26.90

A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.

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Windsor Smooth Moves PU High-Rise Shorts in Black
(24) 4.4166665 star rating

Oh-so-contemporary and sleek, these smooth faux leather shorts feature a high-rise waist, front snap-button, hidden zipper closure, side pockets, seam detailing, and a fitted cheeky hem. The lined faux leather fabric has minimal stretch. Complete the look in a basic tee and boots for an edgy vibe. Fit & FeaturesHigh-rise waist, Front snap-button and hidden zipper closure, Side pockets, Seam detailing, Fitted, cheeky hem, Faux leather lined fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Moves PU High-Rise Shorts in Black | Size: L | Leather

Chic Fairytale Tiered Lace Hot Shorts in Ivory
(9) 5 star rating

Create your own fairytale this Halloween with hot shorts that feature a chic tiered lace design and a cheeky fit. Perfect for creating a masquerade-inspired costume or classic icons. Complete costume with the matching mask or plaid top. Fit & FeaturesStretchy knit fabric with tiered floral mesh design, Mid-rise elasticized waist, Cheeky bottom coverage, Form-hugging fit, Shorts in size small have an 8.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fairytale Tiered Lace Hot Shorts in Ivory | Size: S | Knit Fabric/Mesh Fabric

Exceptional Poise High Rise Denim Shorts in Dark Denim
(5) 5 star rating

Short, sweet, and exceptionally poised! These high-rise denim shorts are everything for elevating your style. Pair with the matching vest. Shop Matching Vest: Exceptional Poise Sleeveless Button Denim VestFit & FeaturesDark wash denim fabric with stretch, High-rise waist, Front button and hidden zipper closure, Form-hugging fit, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exceptional Poise High Rise Denim Shorts in Dark Denim | Size: S

Windsor Sleek Vibe Faux Leather Hot Shorts in Black
(4) 4.5 star rating

Style up your Halloween costumes with these sleek faux leather hot shorts featuring a mid-rise waist and a cheeky form-hugging fit. Dress up as a champion racer with the checkered bustier and cropped jacket, or as a sporty babe with the jersey tee and football rhinestone clutch. Fit & FeaturesStretchy faux leather fabric, Mid-rise elasticized waist, Cheeky form-hugging fit, Shorts in size small have a 9" front rise with a 1.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Vibe Faux Leather Hot Shorts in Black | Size: L | Leather/Rhinestone

Turn Up Cargo Metallic Faux Leather Shorts in Black
(3) 3 star rating

Turn up the shine in these groovy metallic faux leather shorts perfect for themed parties! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing a flattering silhouette. The cargo flap pockets offer functionality while the front button and hidden zipper closure secure the style. Complete the look in a mesh long sleeve top and heels! Fit & FeaturesCoated metallic faux leather fabric, slight stretch, High-rise waist, Form-hugging fit, Front button and hidden zipper closure, Three waist pockets, lower cargo flap pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Turn Up Cargo Metallic Faux Leather Shorts in Black | Size: L

Pop Star Rhinestone High-Rise Denim Shorts in Med Denim
(3) 3.3333333 star rating

Put on a show arriving in these rhinestone denim shorts! They feature a flattering high-rise waist, and stunning rhinestone swag chains across the front for a touch of glamour. The distressed accents add a trendy edge, while the fitted hem ensures a perfect fit. Complete the look in a bodysuit and boots for a concert or music festival! Fit & FeaturesHigh-rise waist, Rhinestone swag chains across the front, Distressed accents, fitted hem, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Medium wash denim fabric, no stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pop Star Rhinestone High-Rise Denim Shorts in Med Denim | Size: L

Windsor Sunny State Mid-Rise Distressed Denim Shorts in White
(3) 5 star rating

Grab your besties and make plans to rock these mid-rise denim shorts for fun under the sun! The mid-rise waist and form-hugging fit flatter your curves, while the distressed accents and cut-off hem add a touch of edge. Complete the look in a cute bodysuit and platform sneakers! Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist, Distressed accents, cut-off hem, Form-hugging, Front button and hidden zipper closure, five-pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny State Mid-Rise Distressed Denim Shorts in White | Size: S

Sassy Chic Leopard Print Faux Suede Hot Shorts in Brown
(3) 4.3333335 star rating

Create a sassy and chic night out look with these hot shorts designed with leopard-printed faux suede fabric. They feature a high-rise waist and a cheeky form-hugging fit. Style with a crop top and boots! Fit & FeaturesLeopard printed faux suede fabric, High-rise waist, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sassy Chic Leopard Print Faux Suede Hot Shorts in Brown | Size: M

Sassy Look Sequin Leopard Print Hot Shorts
(2) 5 star rating

Create a sassy look for your next night out in these leopard print hot shorts featuring a high-rise waist and a cheeky form-hugging fit. The all-over sequin embroidery adds a cool glam vibe to the sultry style. Fit & FeaturesLeopard print woven fabric with knit lining, plenty of stretch, All-over clear sequin embroidery, High-rise waist, Side zipper with hook-eye closure, Cheeky form-hugging fit, Shorts in size small have an 11" front rise with a 1" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sassy Look Sequin Leopard Print Hot Shorts | Size: S | Knit Fabric/Woven Fabric

Windsor Time To Celebrate Sequin Hot Shorts in Silver
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(2) 4.5 star rating

Flaunt your sparkle in these sequin hot shorts! With a cheeky fit and mid-rise elastic waist, these shorts bring the party vibes. Perfect for dancing the night away! Fit & FeaturesSequin embellished sheer knit fabric, knit lining, moderate stretch, Mid-rise elasticized waist, Cheeky fit bottom, Shorts in size small have a 10" front rise with a 1.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Time To Celebrate Sequin Hot Shorts in Silver | Size: L | Knit Fabric

Mid Length Shorts

There’s something about slipping into a pair of mid length shorts that just feels right—like you’ve found that perfect sweet spot between laid-back and totally put together. Think of these as your go-to for those days when you want to show a little leg, but not, you know, *all* the leg. Midi shorts and mid length jorts are the ultimate main character energy for the girl who’s always on the move, whether she’s running errands, catching up with her crew at brunch, or plotting her next spontaneous adventure. These aren’t just shorts; they’re your partners in crime, ready for rooftop hangs, spontaneous road trips, or those unexpected moments when you want to look cute but still have room to actually, you know, *live*. The beauty of medium length shorts is all in the vibe—they’re universally flattering, versatile enough to dress up or down, and have just the right amount of coverage to keep you feeling confident and unstoppable.

Shopping for mid length shorts is basically like unlocking a new level of wardrobe freedom. If you’re gifting a pair, trust: you’re about to be their favorite person. They’re a killer pick for birthdays, graduations, or just because your bestie deserves to feel like a ten. These shorts work for every kind of Windsor girl—whether she’s the queen of cozy or the one who’s always mixing up new outfit combos. With so many fits, fabrics, and washes to play with, you can go classic with denim mid length shorts, channel retro vibes with mid length jorts, or keep things sleek and tailored for a more polished look. Don’t sleep on the details, either. Cuffed hems, distressed touches, and unexpected pops of color can totally set the tone for your look. And if you ever want to dial up the drama, pairing your midi shorts with a statement top, layered jewelry, or some killer shoes is a total power move. If you’re all about that extra flair, you might fall in love with something a little more delicate—check out our Lace Shorts for a dreamy twist on the classic short.

No matter your plans, mid length shorts have your back. They’re the MVPs for those days when you want to look effortlessly cute but still be ready for whatever wild idea your friends throw your way. Picture yourself catching golden hour with your squad, dancing at an outdoor concert, or just chilling in the park with your favorite playlist—these shorts are ready for it all. The fit is forgiving, the style is timeless, and the comfort is unmatched. When you find the right pair, you’ll wonder how you ever survived without them. And let’s be real, they’re the kind of staple that becomes a year-round favorite, carrying you from casual hangs to last-minute plans without missing a beat. Whether you’re styling them with a cropped tee, an oversized button-down, or a slouchy sweater, mid length shorts are here to hype you up and keep you feeling like the main character, every single day.