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!
$19.90
A breezy ivory woven crop top featuring flowy short sleeves and a chic tie-front design.
$35.90
A sassy black knit bodycon mini dress with a V-neckline and short sleeves.
$32.90
A vibrant red linen-like top featuring playful puff sleeves and dual tie-fronts for breezy summer style.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.
$28.90
A black gauze midi dress featuring a sleeveless V-neck, adjustable straps, and hidden side pockets.
$29.90
A white cotton woven crop top featuring flutter sleeves, a swiss dot pattern, and a tie-front design.
$34.90
A white cotton mini skort featuring a tiered ruffled overlay and hidden fitted knit shorts.
$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.
$16.90
A casual black crew neck crop top perfect for festivals and proms.
$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.
$64.90
A sage woven skater dress with a lace-up back and asymmetric drop-waist for a sweet summer look.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$48.90
A flirty white mini skater dress featuring a breezy eyelet knit and charming tie-back detail.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$26.90
A rust satin paisley scarf top with a strapless neckline and tie-back design for effortless style.
$29.90
A pair of ivory woven palazzo pants featuring a high-rise waist, pleating, and a flowy wide-leg silhouette.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$42.90
A brown cropped denim shacket with long sleeves, button cuffs, and convenient flap pockets.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$49.90
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$26.90
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$46.90
A sultry black jumpsuit featuring a cowl halter neckline, cutout back, and wide-leg silhouette.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$24.90
A chic tan one-shoulder crop top crafted from smooth, stretchy knit fabric for versatile styling.
$22.90
A natural crochet crop top featuring a halter neckline and spaghetti strap tie for vacation outings.
$29.90
A black cotton crop top featuring flowy short sleeves, a V-neckline, and a stylish tie-front.
$49.90
A medium denim halter jumpsuit with a front cutout and trendy flare hem for stylish weekends.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$44.90
A strapless black knit skater romper featuring a tiered ruffled mini overlay and hidden fitted shorts.
$42.90
A medium denim halter romper with lace-up cutout bust and form-hugging fit for sunny days.
$42.90
A stylish denim jacket with a cropped elasticized hem, button cuffs, and flap pockets.
$42.90
An ivory halter romper with ruffled drop waist, faux leather belt, and hidden fitted shorts.
$24.90
A flirty black strapless crop top with ruching and a V-wired insert in stretchy knit fabric.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$44.90
A sleeveless brown denim mini dress with a V-neck collar and zip-up front closure.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$12.97 $29.90 57% off
A heather grey sleeveless catsuit with a collared neckline and form-hugging ribbed knit fabric.
$59.90
A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.
$39.90
A natural striped knit mini dress featuring a flirty cutout back and bodycon fit.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$32.90
A chic black mini skort with a high-rise waist, faux leather buckles, and pleated hem.
$32.90
A pair of light denim high-rise shorts with trendy distressed accents and a frayed cut-off hem.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: XL | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
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 Red | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural | Size: XS | Knit Fabric
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: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2 | Size: XS | 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: XL | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Wine | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh 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.