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.

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Windsor Summer Mode High-Rise Cotton Shorts in Chartreuse

$29.90

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

Sale

Windsor Sip Happens Martini Print Tube Pajama Shorts in Pink

$9.97 $17.90 44% off

A playful pair of pink knit pajama shorts featuring a cheeky martini print and flirty side slits.

Windsor Shimmer Babe Glitter Ruffle Shorts in Black

$32.90

A pair of black glitter ruffle knit shorts featuring tiered textured rows and a bodycon silhouette.

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.

Windsor Untamed Layers Ruffle Shorts in Leopard

$36.90

A pair of leopard-print faux suede shorts featuring layered ruffles, a mid-rise waist, and a cheeky fit.

Sale

Windsor Bloom With It Mid Rise Shorts in Black

$7.97 $24.90 68% off

A pair of black cotton-blend shorts featuring a mid-rise waist and cinched elasticized silhouette.

Now Trending

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

(31)

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

(18)

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

One And Only Mid-Rise Hot Shorts in Black

$24.90

(9)

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

Windsor Power Moment Sequin Velvet Hot Shorts in Black

$29.90

(6)

The kind of hot shorts you reach for when you want your outfit to flirt a little. The velvet base and all-over sequin shimmer make every step feel like you’re walking into your next power moment. Fit & FeaturesVelvet fabric, All-over sequin embroidery, High-rise waist, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Power Moment Sequin Velvet Hot Shorts in Black | Size: M | Velvet Fabric

Sale

Windsor Shine Check Rhinestone Hot Shorts in Red

$12.97 $32.90
61% off

(5)

Made for the spotlight—these shorts sparkle with rhinestones and a flattering cheeky bottom that keeps things sultry. Pair with the matching top. Shop The Matching Top: Shine Check Rhinestone Halter Crop TopFit & FeaturesRhinestone-embellished, mesh-lined fabric, Low-rise waist, Form-hugging fit, Cheeky bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shine Check Rhinestone Hot Shorts in Red | Size: M

Play Time Mid-Rise Hot Shorts in Black

$39.90

(4)

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

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

Windsor So Fab Ruffled Lace Hot Shorts in Brown

$29.90

(4)

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 Brown | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

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

Elastic Waist Sleep Shorts

Let’s be honest: the search for the perfect sleep shorts isn’t just a late-night scroll—it’s a lifestyle. When you’re winding down after a marathon day (or just embracing a lazy Sunday morning), nothing hits quite like slipping into a pair of elastic waist sleep shorts. These are the unsung heroes of your loungewear drawer—the ones that never dig, never pinch, and always flex with your mood and your moves. Whether you’re a chronic overthinker about bedtime comfort or you just want to look cute for your next movie night-in, elastic waist sleep shorts are the ultimate “treat yourself” moment that actually makes sense. Think easy-on, easy-off convenience for those nights when you’re half-asleep before you even hit the sheets, or that blissful stretch that keeps up with your every midnight snack run. They’re the answer to unpredictable temperature swings (hello, January chills and cranked-up heat), and they play nice with every oversized tee, cropped cami, or cozy pullover you already own. If you’re sharing a space—roommates, siblings, or a significant other—these shorts strike the perfect balance between just-rolled-out-of-bed and effortlessly put together. And if you’re gifting? Sleep shorts with a forgiving waistband are a universally appreciated pick, whether you’re surprising your bestie, treating your sister, or sending a little self-care to someone who deserves a break.

There’s a reason elastic waist sleep shorts have a permanent spot in every rotation—they’re built for real life. No need to fuss with buttons or zippers in the dark, no worries about fit after a big dinner, and absolutely zero restriction when you’re stretching out for that one last episode. The best pairs are lightweight and breathable, with just enough softness to make you question if you ever want to wear “real” clothes again. For those who run cold, layer them over cozy leggings or under your favorite robe; if you’re always overheating, pair them with a bralette and let the airflow do its thing. They’re not just for sleeping, either—think morning coffee on the balcony, spontaneous dance parties in your kitchen, or scrolling your feed from the comfort of your couch. And if you’re looking to mix up your sleepwear game, consider exploring styles like Low Rise Pajama Shorts for a fresh take that gives you a little more room to play with proportions. At the end of the day (or the start of a new one), elastic waist sleep shorts are about giving yourself permission to relax without sacrificing style. Because bedtime should feel like a reward, not a routine—and you deserve pieces that make every wind-down moment feel just a little more special.

Reset Your Password

Email Sent

Order Status

Elastic Waist Sleep Shorts

Home Elastic Waist Sleep Shorts

Now Trending

Elastic Waist Sleep Shorts

Related Collections