Elastic Waist Sleep Shorts

Elastic waist sleep shorts are your ticket to ultimate chill mode—think effortless comfort with a cute twist. Whether you’re binge-watching your fave show, texting the group chat at midnight, or just living your best cozy life, these shorts are here for every lazy-girl moment. Slip into elastic waist sleep shorts and let the good vibes roll—because you deserve to feel as carefree as you look.

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Windsor Summer Mode High-Rise Cotton Shorts in Chartreuse

$29.90

A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual pockets, and a fitted silhouette.

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On A Roll Dice Pajama Shorts in Pink

$6.97 $17.90 61% off

A pair of pink knit pajama shorts featuring a playful dice print, elastic waist, and side slits.

Windsor Chic Fairytale Tiered Lace Hot Shorts in Ivory

$29.90

A chic pair of ivory hot shorts featuring a tiered lace design and cheeky fit.

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Windsor Sealed With Charm Short A-Line Dress in White-2

$9.97 $38.90
74% off

(35)

Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels. Fit & FeaturesSleeveless sweetheart neckline, Adjustable spaghetti straps, Padded bust, A-line silhouette, Short-length hem, Poplin fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sealed With Charm Short A-Line Dress in White-2 | Size: L | Knit Fabric

Windsor Smooth Moves PU High-Rise Shorts in Black

$29.90

(33)

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: M | Leather

Chic Fairytale Tiered Lace Hot Shorts in Ivory

$29.90

(30)

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

Center Stage Rhinestone Hot Shorts in Black-2

$29.90

(13)

Take the stage in this rhinestone hot shorts and heat the scene! Fit & FeaturesRhinestone embellishments, Stretchy cotton-blend knit fabric, Low-rise waist, Fitted silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Center Stage Rhinestone Hot Shorts in Black-2 | Size: S | Cotton/Knit Fabric/Rhinestone

Exceptional Poise High Rise Denim Shorts in Dark Denim

$36.90

(11)

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

One And Only Mid-Rise Hot Shorts in Black

$24.90

(7)

Elevate your style with these hot shorts for any fun plans! These mid-rise shorts provide a comfortable fit and accentuate your curves in a sleek, form-hugging fit. Fit & FeaturesWoven fabric, Mid-Rise waist, Back zipper closure, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor One And Only Mid-Rise Hot Shorts in Black | Size: M | Woven Fabric

She's A Wild One Leopard Ruffle Hot Shorts

$29.90

(4)

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's A Wild One Leopard Ruffle Hot Shorts | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Play Time Mid-Rise Hot Shorts in Black

$39.90

(3)

Sleek and edgy faux leather hot shorts to trend right at festivals, concerts, or for a spicy night on the town! Fit & FeaturesFaux leather-lined fabric, no stretch, Mid-rise waist, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Form-hugging fit, Cheeky hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Play Time Mid-Rise Hot Shorts in Black | Size: M | Leather

Summer Spice Low-Rise Ruffle Hot Shorts in Black

$29.90

(3)

Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe. Fit & FeaturesMesh-lined fabric, Low-rise waist, Ruffled, fitted silhouette, Runs true to size, Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top Free Shipping on All Orders Over $75. | Windsor Summer Spice Low-Rise Ruffle Hot Shorts in Black | Size: M

So Fab Ruffled Lace Hot Shorts in Yellow

$29.90

(3)

So fab, these ruffled lace hot shorts will amp up the flirty vibe of your look! Style with a graphic tee for concerts. Fit & FeaturesSheer lace fabric with knit lining, high stretch, Low-rise waist, Tiered ruffled design, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Fab Ruffled Lace Hot Shorts in Yellow | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Elastic Waist Sleep Shorts

Let’s be real, there’s nothing quite like slipping into your favorite pair of elastic waist sleep shorts after a long day. It’s that moment when the world melts away, your to-do list is on mute, and you’re free to just vibe in total comfort. Elastic waist sleep shorts are the ultimate “treat yourself” move for winding down, whether you’re binging your latest show, FaceTiming your bestie, or just catching up on some much-needed beauty sleep. The magic is all in the details—think soft, breathable fabrics that feel like a gentle hug, a waistband that moves with you (no pinching, no drama), and a fit that’s all about letting you lounge, stretch, and snack without a second thought. These shorts are designed for every kind of chill: solo self-care nights, spontaneous sleepovers, or even those lazy mornings when you’re not rolling out of bed until the coffee’s brewed and the group chat’s blowing up. If you ask us, they’re the MVPs of any sleepwear drawer, perfect for gifting to your ride-or-die bestie who lives for cozy nights in, your sister who’s always “borrowing” your cutest loungewear, or honestly just for you—because you deserve to feel good, even when you’re just catching Z’s.

Choosing the right pair of elastic waist sleep shorts is all about dialing into your personal comfort zone and style. Maybe you’re all about that barely-there, lightweight feel for those warm nights when you want to stay cool, or you love a little extra coverage for curling up with your favorite book and a cup of tea. Look for shorts with buttery-soft fabrics like jersey, modal, or brushed cotton—trust, your skin will thank you. Bonus points for cute details like lettuce hems, lace trims, or playful prints that make lounging feel just a little more luxe. And don’t sleep on the versatility: these shorts are perfect for mixing and matching with your go-to tanks, tees, or oversized sweatshirts, so you can create a sleepwear look that’s all you. They’re also a top-tier gift for birthdays, bachelorette parties, or just because—because who doesn’t love a little extra comfort in their life? And if you’re obsessed with that effortlessly chill, off-duty vibe, don’t miss our Low Rise Pajama Shorts for even more ways to keep it cute and comfy.

At the end of the day, elastic waist sleep shorts are more than just a nighttime essential—they’re your ticket to feeling confident and carefree, no matter what your evening has in store. Whether you’re dancing around your room to your favorite playlist, plotting your next big adventure with your BFFs, or just soaking up a little me-time, these shorts are there to keep you comfy and cute. They’re made for the girl who’s always down for a midnight snack run, the one who knows that comfort is key but never compromises on style, and the friend who’s always first to RSVP “yes” to a cozy night in. So go ahead, treat yourself to a pair (or three), and let your sleepwear game be as bold and fun as you are.

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