Weekend Casual Outfits
Weekend casual outfits are your ticket to effortless style and laid-back vibes, perfect for those two glorious days of freedom. Whether you're brunching with the squad, hitting up the farmer's market, or just chilling in the park, we've got you covered with looks that scream chic without even trying. Think easy-breezy dresses, cute tops, and skirts that twirl like nobody’s watching. It's all about feeling fabulous while keeping it comfy. So go ahead—unleash your inner fashionista and make every weekend moment count!
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.
$34.90
A white cotton mini skort featuring a tiered ruffled overlay and hidden fitted knit shorts.
$29.90
A white cotton woven crop top featuring flutter sleeves, a swiss dot pattern, and a tie-front design.
$46.90 - $49.90
A chic ivory cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$19.90
A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.
$59.90
A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.
$48.90
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$26.90
A rust satin paisley scarf top with a strapless neckline and tie-back design for effortless style.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$34.90
A sultry black bodycon mini dress with a square neck and flirty front slit.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$42.90
An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$49.90
A medium denim halter jumpsuit with a front cutout and trendy flare hem for stylish weekends.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.
$44.90
A strapless black knit skater romper featuring a tiered ruffled mini overlay and hidden fitted shorts.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$36.90
A dark denim skort featuring a mid-rise waist, front skirt overlay, and classic five-pocket styling.
$42.90
A medium denim halter romper with lace-up cutout bust and form-hugging fit for sunny days.
$22.90
A brown knit crop top with a plunge halter neckline and open back for a sultry look.
$36.90
A heather grey knit mini dress with an off-the-shoulder neckline and long fitted sleeves.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$36.90
An edgy black acid-wash denim skort featuring a mini-length overlay and hidden shorts for coverage.
$44.90
A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$49.90
A navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$44.90
A trendy denim moto jacket featuring a cool faded design and a fitted cropped hem.
$34.90
A stylish brown denim skort with a mid-rise waist and bodycon fit for a trendy look.
$25 $34.90 28% off
A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.
$38 $46.90 19% off
A chic black and white pinstripe romper with floral lace straps and a pleated skater skirt.
$34.90
An oversized crop denim vest in dark denim with large flap pockets and button-down front closures.
$6.97 $29.90 77% off
A taupe ribbed knit bodycon mini dress with spaghetti straps and a scoop neckline for casual outings.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$59.90
A charcoal faux leather bomber jacket with a cropped oversized fit and zipper front closure.
$32.90
An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and long fitted sleeves.
$9.97 $42.90 77% off
A high-rise denim skater skort with a contrast tie-front waistband, pleating, and hidden fitted shorts.
$59.90
A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.
$18.97 $36.90 49% off
A mustard ribbed knit sweater featuring a mock neckline and long sleeves for a stylishly casual look.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.
$24.90
A taupe ribbed knit tank top featuring a sleeveless V-neckline and partial button-down front.
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Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric
This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric
Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric
Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric
Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric
Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in Pink | Size: L | Rhinestone/Satin Fabric
Weekend Casual Outfits
When it comes to curating your weekend casual outfits, it’s all about striking that perfect balance between chill vibes and main-character energy. Picture this: you roll out of bed on a Saturday morning, the sunlight’s streaming in, and your only plans are to brunch with your besties, wander through the farmers’ market, and maybe hit up a rooftop later if the mood strikes. That’s where these looks come in—effortlessly cool, totally comfy, and always ready to turn a sidewalk into your personal runway. The beauty of weekend casual styles is how they flex to fit every plan (or non-plan) you dream up. Whether you’re a jeans-and-tee loyalist, a skirt-and-sneakers kind of girl, or someone who loves to play with layers and textures, you’ll find something that feels like you. These pieces are made for mixing, matching, and spontaneous adventure—think easy pull-on shorts for impromptu park picnics, flowy dresses for those “let’s see where the day takes us” afternoons, and tops that look just as cute with joggers as they do with your favorite denim.
Shopping for weekend casual pieces isn’t just about what’s trending—it’s about building a wardrobe that’s as fun and unpredictable as your plans. Look for details that make you smile: playful prints, cheeky graphics, or a pop of color that instantly boosts your mood. Breathable fabrics and relaxed fits are your BFFs for those days when comfort is the top priority but style can’t take a back seat. And don’t forget, these picks are made for sharing—think of them as the ultimate “just because” gift for your ride-or-die, your sister, or that friend who always borrows your clothes (and never gives them back, but you love her anyway). The best part? These styles are designed to go wherever the weekend leads, from spontaneous road trips to lazy coffee shop hangs. And if you’re dreaming of taking those laid-back vibes on the road, you’ll definitely want to check out our Casual Vacation Outfits for even more inspo on how to keep things cute and comfy when you’re out of town.
Every Windsor girl knows the weekend is her playground, and her wardrobe should be just as fearless and fun as she is. These casual picks are the foundation for those “I just threw this on” moments that somehow look totally put-together—ideal for snapping pics with your crew, running errands with a latte in hand, or making a quick escape to the beach when the group chat says “who’s in?” Don’t overthink it: the magic is in the mix, the confidence, and the memories you make while wearing them. So whether you’re shopping for yourself or treating your favorite person to a little style upgrade, remember that the best weekend looks are the ones that make you feel unstoppable. Go ahead, embrace the good vibes, turn up the volume on your playlist, and let your outfit do the talking.