Grey Fall Dresses
Get ready to embrace the cozy vibes and crisp air with a collection of grey fall dresses that are as versatile as your autumn plans. Whether you're sipping on pumpkin spice lattes or taking in the vibrant foliage, these dresses are your go-to for effortlessly chic style. From brunch with the besties to a spontaneous road trip, our selection is here to make sure you slay every moment of the season. With shades that complement the moody skies and textures that wrap you in comfort, these grey fall dresses are all about turning heads and making memories. So go ahead, strut your stuff—because fall never looked so fabulous!
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$21 $29.90 30% off
A charcoal plaid mini dress with sheer lace trims and a chic bow detail for date night.
$25 $34.90 28% off
A grey plaid strapless mini dress with a pleated hem and form-hugging knit fabric.
$9.97 $42.90 77% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
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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
Grey Fall Dresses
When it comes to leveling up your closet with pieces that look effortlessly cool and feel like a total power move, nothing hits quite like a gray fall dress. There’s just something about that shade—soft dove, deep charcoal, or those in-between smoky hues—that’s pure magic for those in-between days and nights. Grey is the ultimate neutral, but she’s never boring; she’s the friend who blends in when you need her to, but always brings a little edge. Whether you’re running from a coffee date to a late-night study sesh or plotting your next big adventure, a gray fall dress is that versatile staple you’ll reach for again and again. It’s the perfect canvas for layering: think chunky boots, a moto jacket slung over your shoulders, or a pop of color with your favorite mini bag. And if you’re into gifting, a gray fall dress is a total win. It’s the kind of pick-me-up your bestie will love unwrapping, especially when she’s on the hunt for something that works for literally every plan on her calendar. From brunches and birthday dinners to surprise road trips, these dresses are made for making memories and serving looks, all at once.
Choosing the right dress is all about finding what makes you feel like the main character. With windsor fall dresses, you’ve got options for every vibe. Maybe you’re all about that bodycon silhouette that shows off your confidence, or you’re vibing with a flowy midi that lets you twirl through your day without a care. Look for details that make you smile—like ruched sides, playful cutouts, or a little shimmer woven in. If you’re shopping for yourself (and honestly, you deserve it), think about where you’ll wear your new gray fall dress. Is it going to be your go-to for those spontaneous nights out, or are you looking for something cozy you can dress up or down? Layering is key, so pick a style that plays nice with your favorite jackets, scarves, and statement boots. And hey, if you’re building out your bestie’s closet, a gray fall dress is the ultimate “I got you” gift. She’ll love how easy it is to style, and every time she wears it, she’ll think of you hyping her up.
If you’re feeling inspired to keep the neutral party going, don’t sleep on adding deeper tones to your lineup. A brown dress is the perfect way to bring a little warmth and richness to your wardrobe, especially for those chillier days ahead. For more inspo on how to style those cozy vibes, check out our Brown Winter Dresses and keep your closet ready for every invite. No matter how you wear it, a gray fall dress is your secret weapon for turning any moment into a main event—so go ahead and let your confidence take the lead.