Fall Midi Dresses
Get ready to fall head over heels for the stunning collection of fall midi dresses that are about to become your seasonal staples. These beauties are here to keep you looking effortlessly chic as the leaves turn and the air gets crisp. Whether you're headed to a pumpkin patch, a cozy dinner, or just strutting down the street like it's your own personal runway, these dresses have got your back. With their perfect blend of style and comfort, you'll be turning heads and making memories all season long. So go ahead, embrace those autumn vibes and let your wardrobe do the talking!
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$36.90
A black knit midi dress with a sleeveless square neckline, ruching, and pleated mermaid silhouette.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$59.90
A glamorous black satin midi dress with a cowl neckline and adjustable spaghetti straps.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$59.90
A green satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$44.90
A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$54.90
A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$39.90
A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$69.90
A green satin midi dress with a lace-up back and flattering faux wrap bodycon silhouette.
$46.90
A burgundy bodycon midi dress featuring floral lace texture, a square neckline, and a daring front slit.
$39.90
A mauve floral off-shoulder bodycon dress in stretchy knit fabric with soft ruching and flared hem.
$59.90
A chic navy blue midi dress with glitter knit fabric, sweetheart neckline, and lace-up back.
$19.97 $59.90 67% off
A red velvet midi dress with a corset bodice, cowl neckline, and front wrap slit.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$9.97 $49.90 80% off
An elegant black mesh midi dress with ruched sides, sheer sleeves, and a tiered ruffled hem.
$42.90
A vibrant orange knit midi dress featuring a halter neckline, side cutouts, and a flattering bodycon fit.
$59.90
A green satin wrap midi dress featuring a sleeveless cowl neckline and high-side slit.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$42.90
A sleek green knit midi dress featuring a strapless sweetheart neckline, pleated overlay, and back slit.
$36.90
A sleek black knit midi dress featuring a halter neckline and flared mermaid silhouette.
$49.90
A pink knit midi dress featuring a pleated sweetheart neckline, cutout back, and form-hugging silhouette.
$54.90
An alluring black velvet midi dress with a flirty bust cutout and ruffled hem for cocktail events.
$44.90
An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$39.90
A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$36.90
A burgundy tube midi dress crafted from smooth, stretchy knit fabric with a flattering bodycon silhouette.
$46.90
A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.
$45.90
A strapless bodycon midi dress in natural floral mesh with a back slit and no-slip grip lining.
$39.90
A navy blue knit midi dress featuring a strapless neckline, padded cups, front slit, and flared hem.
$9.97 $39.90 75% off
A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.
$34.90
A plum floral knit midi dress featuring a strapless neckline and stylish front slit.
$54.90
A strapless rust midi dress in smooth knit fabric featuring a sweetheart neckline, ruching, and side slit.
$59.90
A navy blue satin midi dress with a V-neckline, strappy back, and side slit.
$36.90
A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.
$40.90
A strapless denim midi dress featuring a sweetheart neckline, side slit, and curve-hugging knit fabric.
$35.90
A sleeveless green bodycon midi dress crafted from stretchy knit fabric with a square neckline.
$46.90
A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$29.97 $49.90 40% off
A radiant red satin midi dress with a corset bodice, adjustable straps, and a wrap slit.
$45.90
An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.
$9.97 $42.90 77% off
A sultry berry knit midi dress with a strapless cowl neckline and asymmetric high slit.
Now Trending
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Black | Size: S | Rhinestone/Satin Fabric
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Green | Size: XS | Knit Fabric/Satin Fabric
Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Front ruched seam, slit accent, Bodycon silhouette, Midi-length hem, Lined silky satin fabric, minimal stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Formal Satin Cowl Neck Midi Dress in Black | Size: XL | Rhinestone/Satin Fabric
Windsor Harriet Formal Satin Corset Midi Dress in Red
$29.97 $49.90
40% off
Be radiant in the fiery Harriet formal satin midi dress perfect for bridesmaids, rehearsal dinners, or banquets! She features a figure-snatching corset-designed bodice with a square neckline, adjustable spaghetti straps, and flexible boning inserts. A side pleated seam leads to the bodycon silhouette showcasing a high front wrap slit along the midi-length hem. The formal dress is crafted from a glossy and sleek satin fabric that exudes sophistication! Complete the look with earrings and block heels. Fit & FeaturesSleeveless square neckline, adjustable spaghetti straps, Corset-designed bodice, flexible boning, Bodycon silhouette, high front wrap slit, midi-length hem, Satin knit fabric, moderate stretch, Pasties or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Harriet Formal Satin Corset Midi Dress in Red | Size: S | Knit Fabric/Satin Fabric
Chic and curve-hugging, the Lilith satin formal dress brings sleek confidence with its bodycon silhouette and sculptural details. A softly draped cowl neckline pairs with a striking cutout waist and wrap-front slit—because blending in was never the plan. Fit & FeaturesStretch satin fabric, sewn-in knit lining, Pleated cowl neckline, padded bra cups, Spaghetti straps, back zipper closure, Underbust cutout, Pleated faux wrap-front design, high side slit, Midi-length bodycon silhouette, Runs true to size, Where to Wear:School dances, weddings, bridal showers, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, galas, black tie events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Lilith Satin Cutout Wrap-Front Midi Dress in Ivory | Size: XS | Knit Fabric/Satin Fabric
Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! Fit & FeaturesSmooth knit fabric lined with stretchy knit, Square neckline, spaghetti straps, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Impressive Beauty Bodycon Midi Dress in White | Size: XL | Knit Fabric
Silky satin crafts the elegant Sheila midi formal dress perfect for bridesmaids, wedding guests, or a dressy banquet! The sleeveless dress boasts a flattering V-neckline with wide shoulder straps that shape the head-turning lace-up open back while the faux wrap bodycon silhouette shows off your figure. Pair with earrings and heels. Fit & FeaturesSilky satin fabric, sewn-in knit lining, V-neckline, padded bra cups, Wide shoulder straps, Lace-up open back, lower zipper and hook-eye closure, Faux wrap bodycon silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheila Lace-Up Satin Midi Formal Dress in Green | Size: M | Knit Fabric/Satin Fabric
The Gaia formal satin dress features a sweetheart neckline with off-the-shoulder short sleeve accents, a ruched faux wrap silhouette, and a midi-length hem. Complete your cocktail outfit with block heels. Fit & FeaturesStretchy satin-knit fabrication, top knit lining, Off-the-shoulder neckline, short sleeve cuffs, Sweetheart padded bust, High waist seam, Ruched faux wrap-front design, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Gaia Satin Off-The-Shoulder Wrap Midi Dress in Green | Size: XS | Knit Fabric/Satin Fabric
Make your dreams of luxe come true in this strapless satin midi dress! The dress is designed with figure-accentuating pleating and a form-hugging fit. Complete the look with earrings. Fit & FeaturesStretch satin fabric with full-length knit lining, Strapless straight neckline, no-slip strip, padded bust, Back zipper with hook-eye closure, Pleating, High side slit, Midi-length form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Luxe Dream Strapless Satin Midi Dress in Black | Size: S | Knit Fabric/Satin Fabric
The gorgeous Amalia satin short dress is a real head-turner with a simply chic A-line silhouette and a statement bow along the back! Fit & FeaturesSatin fabric, sewn-in woven lining, Square neckline, padded bra cups, Adjustable spaghetti straps, Side zipper and hook-eye closure, Low back, statement bow , A-line silhouette, short-length hem, Runs true to size, Where to Wear:Homecoming, brides, wedding showers, bridal showers, engagement parties, cocktail soirees, date nights, birthdays, rehearsal dinners, photoshoots, dinner parties Free Shipping on All Orders Over $75. | Windsor Amalia Bow A-Line Satin Short Dress in Black | Size: XS | Satin Fabric
Fall Midi Dresses
There’s something magical about slipping into a midi dress that just *gets* you—especially when the air starts to cool and your social calendar refuses to chill. Midi dresses for autumn are basically the main character energy your wardrobe has been waiting for: that perfect not-too-short, not-too-long vibe that’s equal parts polished and playful. Whether you’re darting from coffee runs to last-minute dinner plans, or just living your best life on a spontaneous road trip, midi dresses let you do it all with a little twirl and a lot of confidence. For the Windsor girl, every day is a runway, and these dresses are her secret weapon—effortless to style, easy to layer, and always ready to take her from daytime adventures to late-night mischief. The best part? Windsor fall dresses come in a range of silhouettes and fabrics that hug you in all the right places, with details like flirty slits, dreamy ruching, and sleeves that let you play it coy or bold. If you’re gifting, midi dresses are the ultimate “I know your vibe” present for your sister, bestie, or anyone who deserves a little extra glam—think birthdays, bridal showers, or just-because moments when you want to be the hero of their group chat.
Styling midi dresses Windsor style is a full-on mood, especially when you’re craving a look that feels put-together without trying too hard. Picture this: you, a killer pair of boots, and a midi that moves with you—whether you’re conquering the office, dancing at rooftop parties, or just turning the sidewalk into your personal catwalk. Layering is your BFF here; throw on a leather jacket for a little edge, or drape a fuzzy cardigan for that “I woke up like this” charm. And don’t even get us started on accessorizing—chunky hoops, statement belts, or a crossbody bag that holds your secrets (and your lip gloss). Midi dresses for autumn are made for mixing it up, letting you play with textures and colors that match your mood. If you’re all about that extra flair, check out options with mesh panels or sheer overlays—these styles are basically built for compliments and double-takes. For a little inspo, browse the latest Mesh Midi Dresses and level up your wardrobe with styles that are equal parts daring and dreamy.
Shopping for midi dresses is more than just ticking off a trend—it’s about finding those pieces that make you feel unstoppable, no matter what’s on your agenda. Windsor fall dresses are designed for the girl who wants it all: comfort, style, and that little spark of mischief that turns every day into an adventure. They’re the go-to for anyone who wants to look cute without overthinking it, perfect for gifting to the friend who’s always late because she “can’t find anything to wear” (we’ve all been there). With so many ways to style and wear them, midi dresses Windsor style are a closet staple you’ll reach for again and again—because when you look this good, the world is your playground.