Plaid Fall Dresses
Plaid fall dresses are your ticket to a season of style that’s as cozy as it is chic. Whether you're sipping pumpkin spice lattes or strolling through a sea of crunchy leaves, these dresses have got you covered for every autumn adventure. Perfect for layering or standing out on their own, plaid patterns bring that timeless flair with a modern twist. Get ready to turn heads and capture hearts with looks that say, "I'm here for the fall feels and fabulous vibes." Embrace the cooler temps with confidence and let your wardrobe do the talking—because who needs words when your outfit's this fierce?
$25 $34.90 28% off
A strapless grey plaid mini dress with a pleated hem and form-hugging silhouette.
$21 $29.90 30% off
A charcoal plaid mini dress with sheer lace trims and a chic bow detail for date night.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$35.90
A burgundy plaid mini dress with lace trim, spaghetti straps, and a form-hugging silhouette.
$46.90
An adorably chic taupe skater dress with a plaid print and strapless sweetheart neckline.
$59.90
A charming red gingham skater dress featuring an open back, ruffled hem, and lace-trimmed neckline.
$22.97 $49.90 54% off
A red gingham mini dress with lace trim and adjustable straps for a flattering summer look.
$9.97 $32.90 70% off
A brown plaid woven mini skort with a mid-rise fit and trendy drop waist design.
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Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric
This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Lavender | Size: XS | Knit 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:Prom, wedding receptions, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XL
Shine on in a sequin dress that brings the glitz and glam. Kathy features a plunging sleeveless V-neckline, iridescent sequins embroidered throughout, adjustable spaghetti straps for a customized fit, and a mini-length hem with a bodycon silhouette that will hug your curves. The sheer velvet fabric includes a full knit lining and offers a moderate stretch. Complete your A-list-worthy look with clear heels and rhinestone hoops. Fit & FeaturesSleeveless V-neckline, adjustable spaghetti straps, Back zipper, hook and eye closure, Mini-length hem, bodycon silhouette, Iridescent sequin embroidery, Sheer velvet fabric, full knit lining, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kathy Iridescent Sequin Mini Dress in White | Size: S | Knit Fabric/Rhinestone/Velvet 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
Dazzle from every angle in the sleek and stunning Marcy glitter mini party dress! Turn heads at weddings, school dances, and formal cocktail parties. She features a strapless, square neckline with non-slip grip lining, a hidden side zipper closure, and front and back pleat and ruching that creates the illusion of an hourglass figure. She stuns from the back with her flirty big bow tie with a dramatic train that glides against the floor. The formal dress is composed of a glitter woven fabric with a sewn-in knit lining and minimal stretch. Complete your dressy look in metallic heels and jewelry! Fit & FeaturesStrapless square neckline, non-slip grip lining, Strapless or sticky bra recommended, Hidden side zipper, hook and eye closure, Front and back pleat/ruching, bodycon fit, mini-length hem, Detachable back bow with train, Glitter woven fabric, sewn-in knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marcy Glitter Bow Mini Party Dress in Blush | Size: L | Knit Fabric/Woven 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 White | Size: L | Rhinestone/Satin Fabric
Radiate major glam princess energy when you show up in this gorgeous sequin mini dress! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a mini-length hem, and a form-hugging silhouette. The lined mesh fabric features iridescent sequin embroidery in an intricate scroll pattern that will catch the light beautifully. Complete your regal look with a matching rhinestone jewelry set. Fit & FeaturesSleeveless square neckline, spaghetti straps, Open back, lace-up strappy design, tie closure, Lower back zipper, hook and eye closure, Mini-length hem, form-hugging fit, Iridescent sequin embroidery, scroll pattern, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Princess Lace-Up Sequin Mini Dress in Pink | Size: L | Knit Fabric/Rhinestone/Mesh Fabric
You'll have that perfect glow in this satin mini dress at the party! This stunning mini-length dress features a strapless neckline for a classic style, and a side pleated seam adds a touch of sophistication and creates a flattering A-line silhouette. Complete the look with stiletto heels. Fit & FeaturesSatin fabric lined with stretchy knit, Strapless neckline, Side pleated seam, Back zipper closure with hook-eye closure, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfect Glow Strapless Pleat A-Line Satin Mini Dress in Gold | Size: S | Satin Fabric
Ethereal Beauty Iridescent Sequin Mini Dress in Blush
$23.97 $52.90
55% off
Let your beauty bloom in this stunning sequin mini dress. It features a sleeveless V-neckline, spaghetti straps that lead to an open back with a lace-up design for a customized fit, and a short, form-hugging silhouette. The lined mesh fabric features all-over iridescent sequin embroidery in an intricate design. Complete the look with rhinestone heels. Fit & FeaturesSleeveless V-neckline, Spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted silhouette, Iridescent sequin embroidery, Sheer mesh fabric, full knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ethereal Beauty Iridescent Sequin Mini Dress in Blush | Size: L | Knit Fabric/Rhinestone/Mesh Fabric
Plaid Fall Dresses
Plaid dresses are basically the ultimate "main character energy" for your wardrobe—think of them as your secret weapon for making an entrance, whether you’re headed to brunch with your crew, a coffee date with your crush, or just living your best life on campus. There’s something about plaid that instantly says, “I came to slay, but I’m also down for a spontaneous road trip or a movie night in.” It’s a vibe that works for everyone—the girl who loves a classic look with knee-high boots and a chunky belt, the trendsetter who layers her plaid dress with a moto jacket and combat boots, and even the low-key queen who just wants to throw on sneakers and call it a day. And let’s be real, plaid is the print that never ghosts you. It’s always there when you need to pull an outfit together fast, but still want to look like you put in serious effort (even if you hit snooze three times).
If you’re shopping for yourself, consider how you want your plaid dress to play in your life. Are you all about flirty silhouettes that make you want to twirl, or is your vibe more fitted and fierce? Do you want a dress that’s ready for a rooftop party, or are you hunting for something you can layer up for those unpredictable weather days? Pay attention to the fabric—soft brushed flannels are like a hug you can wear, while lighter knits and blends keep things breezy for everyday adventures. Don’t sleep on the details, either. A little ruching, a cute tie waist, or a sassy slit can take your look from “cute” to “can’t stop staring.” And if you’re shopping for a gift, plaid dresses are a total win—think bestie birthdays, graduation surprises, or just because you want to see her light up when she opens your pick. There’s something seriously thoughtful about gifting a dress that’s equal parts cozy and iconic, especially if you know her style (bonus points if you twin for the next girls’ night out).
Plaid dresses are built for making memories, whether you’re snapping pics for your feed, dancing in your living room, or just hanging out under the stars. They’re the kind of wardrobe staple that feels fresh every time you wear them, and they play well with all your favorite accessories—think oversized sunnies, chunky boots, crossbody bags, or even a denim jacket slung over your shoulder. And if you ever need a little inspo or want to see how other Windsor girls are styling their plaid, check out our Women's Plaid Dresses for endless outfit ideas and all the confidence-boosting energy you need. No matter how you wear it, a plaid dress is your ticket to feeling bold, unstoppable, and totally unforgettable—basically, everything you already are.