Comfortable Lounge Wear
Hey there, queen of coziness! Get ready to slay the day (or night) in style with our fabulous collection of comfortable lounge wear. Whether you're binge-watching your favorite series, diving into a good book, or just indulging in some well-deserved "me time," we've got the perfect pieces to keep you looking effortlessly chic and feeling oh-so-comfy. From super soft fabrics to relaxed fits that move with you, our lounge wear is all about embracing those laid-back vibes while still serving up serious style. So go ahead, kick back, relax, and let your inner fashionista shine—even if it's just from the comfort of your couch!
$36.90
A black rib knit romper with long sleeves and a flattering square neckline for casual comfort.
$29.90
A playful pink pajama pant with cherry print, featuring a lace-trimmed high-rise waist and relaxed flare hem.
$9.97 $36.90 73% off
A brown chenille knit pajama top featuring a Fair Isle pattern and a cozy V-neckline.
$32.90
A taupe ribbed knit pullover hoodie featuring a drawstring hood and tapered hems.
$34.90
An oversized navy blue sweatshirt with a cozy fleece lining and stylish graphic design.
$22.90
A comfy ivory knit pajama short with a mid-rise folded waist and cheeky bottom.
$19.90
A white cherry print pajama top in soft ribbed cotton knit, perfect for lounging or sleeping.
$16.97 $39.90 57% off
An oversized grey sweatshirt with a soft fleece lining and New York embroidered script.
$29.90
A comfy grey zip-up crop jacket with stretchy rib knit fabric and a fitted crop hem.
$46.90 - $49.90
A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$19.90
A form-hugging black knit top with a crew neckline and long fitted sleeves.
$26.90
A white off-the-shoulder ribbed knit top with long fitted sleeves and a mid-length hem.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$29.90
A brown ribbed knit fitted hoodie with a drawstring neckline and flattering seam detailing.
$17.97 $39.90 55% off
A stylish ivory crop hoodie jacket featuring scuba knit fabric, relaxed sleeves, and convenient pockets.
$14.90
A navy blue polka dot pajama top with lace trim, adjustable straps, and a fitted hem.
$32.90
A comfy black ponte knit pant with a high-rise waist and flared hem for versatile styling.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$22.90
A pair of pink low-rise ribbed knit pajama shorts offering a cheeky, fitted silhouette.
$19.90
A white lemon print pajama top in stretchy knit fabric with short sleeves and a fitted crop hem.
$32.90
A white cotton-blend cropped hoodie with a relaxed fit and drawstring hood for everyday comfort.
$16.90
A white cherry print pajama short with a low-rise elastic waistband and soft rib knit fabric.
$16.90
A cheeky, form-hugging pajama short in white with a playful lemon print and stretchy knit fabric.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$44.90
A pair of gold lurex knit pants featuring a mid-rise drawstring waist and straight-leg fit.
$12.97 $29.90 57% off
A blue knit crop sweatshirt with an oversized fit and bold front "7" graphic.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$14.97 $34.90 57% off
A trendy black and white hoodie with a bubble crop hem and "New York" embroidered script.
$9.97 $19.90 50% off
A cozy pink chenille knit lounge short with a mid-rise waist and cheeky fit.
$19.90
A comfy ivory strapless crop top in stretchy knit fabric for a flattering, flirty lounge look.
$16.97 $39.90 57% off
A black fleece-lined knit crop sweatshirt with long sleeves and an asymmetrical ribbed neckline.
$22.90
A pink ribbed knit crop top with short sleeves and a crew neckline for cozy lounging.
$16.90
A playful pair of pink knit pajama shorts featuring a zesty orange print and cheeky fit.
$19.90
A zesty orange print pajama top in pink with stretchy rib knit fabric and a fitted crop hem.
$29.90
A seamless black romper with a form-hugging fit, ribbed knit fabric, and long sleeves.
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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
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
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
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 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
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
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
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
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
$15.97 $36.90
57% off
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
Comfortable Lounge Wear
Let’s be real: if there’s one thing the Windsor girl knows how to do, it’s turning her downtime into an absolute vibe. Lounge wear isn’t just for lazy days or “I can’t even” moods—it’s your all-access pass to comfort, confidence, and a little bit of main character energy, even when you’re just chilling at home. Whether you’re working on your vision board, binge-watching that show everyone’s talking about, or FaceTiming your besties, the right lounge set can make you feel like you’ve got your life together (even if your to-do list says otherwise). The beauty of comfortable lounge wear is that it’s made for every kind of mood—movie marathons, impromptu dance parties in your living room, or even just that sweet spot between getting home and actually changing into pajamas. And with styles ranging from the best lounge dresses that you can totally wear out for coffee runs to cozy joggers and oversized tops, there’s a little something for every comfort queen out there.
Shopping for lounge wear isn’t just about picking out what looks cute (although, let’s be honest, that’s half the fun). It’s about finding those pieces that make you feel hugged by softness, that hold up after a million washes, and that you’ll reach for every time you want to treat yourself to a little extra TLC. Think buttery-soft fabrics, stretchy waistbands, and cuts that hit just right—because comfort doesn’t mean sacrificing style. These are the pieces that work overtime: perfect for post-work wind-downs, Sunday self-care rituals, or those nights when you’re hosting a girls’ night in and want to look effortlessly put-together. And if you’re on the hunt for a gift that screams “I totally get you,” a curated lounge set is the ultimate way to spoil your ride-or-die, your sister, or anyone who deserves a little slice of everyday luxury. Trust, nothing says “I love you” like the gift of Windsor lounge—especially when it’s cute enough to wear on a Zoom call and comfy enough to nap in right after.
The best part? Lounge wear is totally having a moment, and it’s not just reserved for lazy days anymore. Rock a matching set with some chunky sneakers for a quick errand, or throw on a flowy lounge dress when you want to keep things breezy and chic. The options are endless, and your comfort level is always maxed out. If you’re ready to upgrade your downtime or just want to see what all the hype is about, check out our collection of Loungewear For Women for inspo. Because every Windsor girl deserves to feel like her best self, no matter what’s on the agenda.