Fall Season Dresses
Falling leaves, pumpkin spice, and cozy vibes—it's that magical time of year when your wardrobe gets a chic autumn upgrade. Fall season dresses are here to sweep you off your feet with their irresistible charm and flair. Whether you're twirling through a crisp afternoon or making a statement at a seasonal soirée, these dresses are your ultimate partners in crime. From rich hues to playful patterns, each piece is designed to make you feel like the unstoppable force you are. So go ahead, embrace the season's best styles and strut into fall with confidence! 🍂✨
$39.90
A mauve floral off-shoulder bodycon dress in stretchy knit fabric with soft ruching and flared hem.
$69.90
A wine-colored formal dress with a glitter mesh fabric, cowl neckline, and floor-length silhouette.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$49.90
A brown floral mesh maxi dress featuring a curve-hugging fit and flirty strappy open back.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$34.90
A plum floral midi dress with a strapless neckline and front slit in knit fabric.
$45.90
A natural floral mesh midi dress featuring a strapless neckline, bodycon silhouette, and sultry back slit.
$15.97 $69.90 77% off
A stunning orange satin mermaid dress featuring a lace-up back and elegant wrap silhouette.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$69.90
A plum mermaid formal dress with a halter neckline, abstract print mesh, and floor-length hem.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$36.90
A chic black ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$49.90
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$22.97 $49.90 54% off
A black linen skater dress featuring a sweetheart neckline, lace-up back, and flexible boning.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$38.90
An olive green maxi dress featuring a low back with tie, cowl neckline, and stretchy knit fabric.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$25 $34.90 28% off
A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.
$44.90
A strapless burgundy mesh maxi dress featuring a bold floral print and a dramatic high side slit.
$9.97 $38.90 74% off
A wine velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$36.90
A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.
$35.90
A burgundy plaid mini dress with lace trim, spaghetti straps, and a form-hugging silhouette.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$46.90
A black glitter crepe knit mini dress with sheer mesh sleeves and a daring bodycon silhouette.
$42.90
A wine-colored mesh mini dress with a lace-up back and flattering bodycon silhouette.
$15.97 $59.90 73% off
A sultry orange strapless bodycon dress with ruched mesh fabric and a center back slit.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$36.90
A green mini-length bodycon dress featuring a pleated sweetheart bust and open back with criss-cross straps.
$19.97 $59.90 67% off
An ivory mini dress with sheer mesh, faux pearl embroidery, and a cold-shoulder design.
$15.97 $49.90 68% off
An elegant orange mermaid dress featuring a cowl neckline and adjustable spaghetti straps in stretchy knit.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$21.97 $42.90 49% off
An effortlessly chic brown ribbed knit mini dress with long sleeves and a scoop neckline.
$35.90
A vibrant red mini dress featuring a cutout bust, sweetheart neckline, and flattering A-line silhouette.
$9.97 $46.90 79% off
A black glitter knit mini dress with sheer peasant sleeves and a ruched bodycon fit.
$54.90
An alluring black velvet midi dress with a flirty bust cutout and ruffled hem for cocktail events.
$79.90
A black velvet mermaid dress with a sheer corset bodice and floral flocked pattern.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$9.97 $32.90 70% off
An olive mini dress with a pointelle knit, off-the-shoulder design, and ruched bodycon silhouette.
$32.90
An ivory striped ribbed knit mini dress with an off-the-shoulder neckline and long fitted sleeves.
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Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet Fabric
Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric
Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: S | Chiffon/Crepe Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Black | Size: M | Knit Fabric
The Gwendolyn glitter knit bow-back mermaid dress will have you sparkling up the night with a glamorous allure! Make your entrance in this floor-length gown designed to turn heads with a curve-flaunting mermaid fit and backless design. Fit & FeaturesGlitter knit fabric, moderate stretch, Square neckline, spaghetti straps, Backless design, high waist seam, Bow-back accent, floor-length train, Floor-sweeping hem, mermaid silhouette, Runs true to size, Extra glitter for maximum sparkle - may have some natural fallout, Where to Wear:Weddings, black tie galas, formal dances, big birthday events, rehearsal dinners, engagement parties, red carpet occasions, upscale glam parties Free Shipping on All Orders Over $75. | Windsor Gwendolyn Glitter Knit Bow-Back Mermaid Dress in Black | Size: L | Knit Fabric
A sparkling sequin scroll pattern adds beauty and shine to the glamorous Saige formal long dress! With a lace-up back that turns heads, a curve-hugging mermaid silhouette, and a high slit for a gorgeous look. Fit & FeaturesSequin scroll pattern, mesh fabric, stretchy full knit lining, Sleeveless plunge V-neckline, padded bust, Spaghetti straps, open lace-up back detail, Back zipper and hook-eye closure, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, glam functions, and parties. Free Shipping on All Orders Over $75. | Windsor Saige Formal Sequin Lace-Up Mermaid Dress in Lavender | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucille formal satin dress will have you looking and feeling radiant and luxe! The dress captivates with a lace-up back, mermaid silhouette, and high front slit for effortless allure. Fit & FeaturesLined satin knit fabric, minimal stretch, Sleeveless square neckline, padded bust, adjustable spaghetti straps, Open lace-up back design, zipper and hook-eye closure, Fitted bodice, front ruched seam, high-cut slit, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, black tie galas, red-carpet events, nights at the opera or theatre, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lucille Formal Satin Mermaid Dress in Coral | Size: L | Knit Fabric/Satin Fabric
Bring the romantic allure to the evening affair in the Marylou lace mesh plunge formal dress! She embodies flirtatious style in a sleeveless plunge V-neckline with a built-in padded bust and adjustable spaghetti straps on her empire waist bodice. The sparkly embroidered lace mesh fabric effortlessly flows into a floor-length silhouette with a high-side slit to showcase some legs. She also features a curve-conscious silhouette to flaunt your stunning figure! Complete the look in an elegant hair clip. Fit & FeaturesPlunge V-neckline, adjustable spaghetti straps, Adhesive bra recommended, built-in padded bust, High side slit, back zipper, hook and eye closure, Empire waist, form-fitting silhouette, Floor-length hem, Sparkly embroidered lace mesh fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marylou Lace Mesh Plunge Neck Formal Dress in Black | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Spend an evening in the timeless elegance of the Alicia floor-length formal dress and feel like a work of art! The side ruched seams accentuate your curves along the mermaid silhouette, and the high front slit adds a touch of drama to the floor-length hem. Fit & FeaturesSmooth knit fabric lined with stretchy knit, Padded bra cups, Back zipper and hook-eye closure, High front slit, Mermaid silhouette, Runs true to size, Where to Wear:Prom, galas, black tie parties, weddings, bridesmaids, nights at the theatre and opera, red-carpets Free Shipping on All Orders Over $75. | Windsor Alicia Off-The-Shoulder Mermaid Formal Dress in Green | Size: XS | Knit Fabric
Sleek and sophisticated! The Emmie satin formal dress exudes elegance with a lace-up back and flattering mermaid silhouette that accentuates your figure. Fit & FeaturesStretchy satin-knit fabric, lined bust, Spaghetti straps, V-neckline, Lace-up back, Mermaid silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, black-tie galas, weddings, bridesmaids, formal parties, and red-carpet events. Free Shipping on All Orders Over $75. | Windsor Emmie Lace-Up Mermaid Satin Formal Dress in Brown | Size: L | Satin Fabric
Fall Season Dresses
When you’re on the hunt for a dress that brings all the cozy vibes with a side of main character energy, you know Windsor fall dresses are about to serve. Think of slipping into something that makes you want to twirl through crunchy leaves, grab a latte with your ride-or-die crew, or snap a pic at golden hour because, honestly, you look that good. Fall is that sweet spot where you can layer up without hiding your style, and every dress becomes a canvas for your signature boots, that jacket you love, or a hat that instantly upgrades your outfit. Whether you’re headed to a late-night bonfire, brunching with your besties, or just want to turn heads at your next group hang, these dresses are your go-to for feeling confident and put together—no matter what your calendar has in store. And let’s be real: if you’re shopping for someone else, Windsor fall dresses are the ultimate “I saw this and thought of you” surprise. Whether it’s for a birthday, a just-because treat, or a little pick-me-up for your BFF, a dreamy dress that fits her vibe is always a win.
Picking out the perfect fall dress is all about knowing your own mood and the moments you want to own. Maybe you’re the first one on the dance floor at every party, or maybe you’re more about those chill nights in with your favorite people and a killer playlist. Either way, you want a dress that moves with you—think flowy skirts that catch the breeze, fitted silhouettes that hug you in all the right places, and details like smocked bodices, puff sleeves, or a pop of lace that make you feel like the main event. Don’t sleep on the power of a good print, either. From moody florals to classic plaids, the right pattern can set your whole mood for the day. And if you’re gifting? Just imagine your bestie’s face lighting up when she unwraps a dress that feels like it was made for her. It’s the kind of gift that says “I know you” in the best way, and gives her a reason to plan her next big adventure—or at least a cute photo op.
When it comes to styling, Windsor fall dresses are basically your blank slate for endless outfit inspo. Layer up with a denim jacket for those breezy evenings, throw on some knee-high boots for instant drama, or keep it simple with sneakers and a crossbody bag for a look that’s equal parts comfy and cool. The best part? These dresses are made for mixing it up, so you can go from daytime hangs to night-out plans without missing a beat. And if you’ve got a special event on your radar—think homecoming, a family gathering, or a date that’s got your heart racing—make sure to check out the full lineup of Fall Occasion Dresses for styles that are ready to steal the spotlight. No matter where you’re headed or who you’re shopping for, Windsor’s got your back with looks that are as fearless and fun as you are.